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Prioritization Archives - How to be Awesome at Your Job

1108: How to Think, Act, and Achieve Like an “A-Player” with Rob Monson

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Rob Monson reveals how professionals can become A-players—and what leaders can do to retain them.

You’ll Learn

  1. The hard truth many leaders don’t want to accept
  2. What A-players do differently from the rest
  3. The simple trick to get a day back every week

About Rob

Rob Monson, founder of Tenfold Advisors, is Utah’s leading business growth coach. A Scaling Up and Metronomics coach, he helps mid-market CEOs install disciplined systems that transform people, strategy, execution, and cash. His clients have driven Utah’s most founder exits at a 7X EBITDA multiple, 10X profit gains, Inc. 5000 honors, and award-winning cultures. Formerly with Golf Channel and 1-800 Contacts, Rob now shares practical scaling insights as Tenfold Biz Coach on TikTok.

Resources Mentioned

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Rob Monson Transcript

Pete Mockaitis
Rob, welcome!

Rob Monson
Hi! Thank you, Pete. Thank you for having me.

Pete Mockaitis
Well, I am so excited to hear your wisdom. You are privy to a lot of deep, high-stakes, personal conversations, coaching executives and business owners. Can you give us a little bit of context for those conversations?

Rob Monson
Yes, so I’ve been a business coach for eight years this month, as a matter of fact, and what I do in my role is I coach CEOs and their leadership teams to help grow and scale their companies. And I do that through helping them install systems and routines and behaviors that help them eliminate drama and focus on the right things.

Pete Mockaitis

Well, that sounds fantastic. Eliminating drama and focusing on right things are themes and powerful levers, it seems, in terms of accelerating careers and results.

Rob Monson
Yes, absolutely. And one of the big things we focus on is, “Initially, do you have 100% A-player leadership team? And how do you get to what we call an A-player leadership team? And how do you make sure and can identify whether you have non-A-players in your team? And what does that look like?”

Pete Mockaitis
Well, I was watching your TikTok and it’s amazing. You have a tremendous number of views for coaching insights on TikTok. Didn’t even know you could find that there, but now I do. And you got them, Rob. I was watching one of your videos, and you talked about, very quickly, eliminating C-players, and that sounds a little bit spooky.

So maybe let’s define what makes an A-player, B-player and C-player, and knowing maybe first of all that some folks feel a little bit perhaps even bristle-y about the language. What about a growth mindset, Rob? Can’t we all flourish and become A-players?

Rob Monson
They do. And this is the difficult part, is in the modern era, we try to avoid labels. However, if we cannot label the behavior and the performance, we will not grapple with it and we will not grow. And so, when we talk about an-A player, it’s someone that lives the core values 90-plus percent of the time, the organization’s core values 90-plus percent of the time, and hits KPI-driven goal 90-plus percent of the time.

So, we have a subject of measurement that’s normed over time by leaders in an organization. We share our scores with each other and we grade out our teams, which we do quarterly. And then we have an objective measurement, which is how often they hit goal. In between those two things, you find whether they have an A-player or not.

And your B-players tend to be people that live the core values consistently, but they aren’t as productive as we need them yet to be. Maybe do not have the habits, routines, behaviors. Sometimes, it’s skillset, but usually it’s embedded in the other area of habit, routine, that really makes them successful. And finally, we have C-players who do not live the core values and are not productive.

And here’s a fascinating statistic. C-players drag down each team by at least 30% productivity every single time.

Pete Mockaitis
Wow! So, a single C-player can drag down a whole team by everyone by 30%.

Rob Monson
A single C-player can drag down an entire…yep, A single C-player will drag down a team’s results. It doesn’t matter what the KPI is or growth measurement, by at least 30% every time. And it’s remarkable how often that’s held up over the last eight years.

Pete Mockaitis
Well, that’s intriguing. And so, you’re measuring that based upon the attainment of these KPIs?

Rob Monson
Yes, well, attainment of the KPIs, and also, you see some behavioral practices as well that tend to fall off in terms of how they live the core values because they’re making up for this person’s lack of behavior and productivity. So that’s why, when we identify if we have a C-player in our presence, my usual question is, “What time are they leaving today?” And I don’t mean that to be…

Pete Mockaitis
Okay, ooh, Rob, spicy. Right to the quick.

Rob Monson
I learned that from an amazing coach named Dave Baney out of Las Vegas. And Dave had it spot on, which is you’re on the clock. It’s like the NBA shot clock. You are on the clock before your A-players leave. And what you want to do above all, that’s the number one reason you’re a-players will leave is tolerance for C-players.

Number one thing you want to do in an organization is preserve your A-player team and be able to remove the C-players that drag them down. And what happens again, that’s the weight that drags us down. So, most organizations, if you follow the rules that were established about 30 years ago, or the research that was established years ago by a person named Bradford Smart, who wrote a book called Topgrading. By the way, don’t ever read that book. It’s a really rough book, but the concept is great. And in “Topgrading,” the logic and philosophy is that about 25% of your organization will be C-players.

Pete Mockaitis
You say Geoff Smart?

Rob Monson
Brad Smart, his dad. Read Geoff Smart in Who. That’s a great book.

Pete Mockaitis
Oh, well, I was going to say we had on the show, way back in the day, episode 30 in 2016, Randy Street from ghSmart, because this language of A-player is bringing me back. And he said something kind, I think, if folks are bristling out the labels, and I think it’s true. Everybody is an A-player at something. In the right organization, in the right role, they can flourish as opposed to, “Oh, you’re just dumb and worthless. So, I guess you’re out of luck everywhere.”

Rob Monson
Absolutely. And, you know, in the modern era, because there are just so many ways now for us to make money and so many outlets, today’s C-player usually is an A-player on their own. And one of the one of the big key pieces of advice I give to people who are not flourishing and have a sort of a track record of not flourishing when you dig into their history, it’s, “Hey, you have a great skillset in this particular area and you have great behaviors in this particular area, but you just don’t flourish under someone else’s values. Go start your own thing.”

Today’s entrepreneurs were yesterday’s C-players, and A-player entrepreneurs, too. So, there’s a way to get into a great role and a great fit, even if it’s not with someone else’s organization.

Pete Mockaitis
Okay. Well, let’s define some of these behaviors. It sounds like there is some variability in terms of the organizations and the cultures and the values. But, perhaps, could you zero in on a few universal or near-universal behaviors or things that comprise an A-player?

Rob Monson
Yeah, absolutely. So, we talked about living the core values and hitting KPI-driven goal, and the question is, “How do they do that?” And what we find is they are better at developing habit and routine, meaning that those who set their day in a predictable way, who go out of their way to figure out, to realign themselves to a set of key priorities they’ve established, hopefully for the quarter, “What am I doing relative to those priorities that I’m going to accomplish today?”

“Where am I stuck?” Understanding, “Where am I stuck and need help from others to be able to accomplish those priorities?” And then number three, “If I’m pacing behind on one of my key KPIs, what am I doing to catch up?”

And those are sort of the behavioral traits that the A-player tends to have in addition to some of the things that you talk about with on your podcast on prioritization and time management, those tend to be the hallmark of the A-player is they can prioritize, they can time-manage they can look at that set of priorities and say, “This is important. This is not important.”

What we see, really, really important, in this in this scenario is, one, successful people time-block two weeks out consistently. They block their time. They have their calendar blocked out with time, specifically spent to work on their handful of one, two, or three key priorities they have to accomplish for the quarter.

Number two, their heads are out of email or Slack or Teams. And I remember, like, the Slack tagline 10 years ago was something like, “Be more productive,” and those tools kill our productivity because they encourage us to respond to urgent instead of important. I’m not saying there isn’t any use for those tools, but you have to get into the same habit of Slack or Teams as you do with email, which is if you’re highly productive, you get into a mechanism where you’re responding three times a day.

I do it at 8:00 a.m., 12:00, 4:00, and spend a half hour doing it and economize my responses with AI or other tools, or I get into the trap of being stuck in email. And one of the most painful things we have to do as coaches, is remove leaders who cannot get their heads out of email because that’s not where we need them focused.

Pete Mockaitis
Okay. Well, these are some very specific perspectives. And, it’s funny, I’m imagining, this brings me back to a conversation I’ve had with a couple folks who are in the mortgage game and doing very well. And so, I say, “What’s the trick? How are you able to just really generate so many more loans, deals than the other folks?” And it’s like, “You know what? The thing is, when I’m at work, I’m doing my work.”

And it sounds like, “Well, duh.” But especially, when there are some activities, we feel some reluctance towards like, “Okay, I’ve got to go do prospecting in the sales universe. Like, oh, that’s kind of uncomfortable. That’s kind of unpleasant. I’m going to get some folks who are not pleased to be hearing from me.”

And yet it seems that, from my limited sampling, those who go do that, as opposed to find any other thing they could be doing on email or anything else, tend to flourish in a sales role, for example.

Rob Monson
Yeah, yeah, absolutely. And there might be some people that are very task-oriented and very relationship-oriented, right? And sometimes we have to make sure we can put them in the right role. They are good at some things. Sometimes you have to have the self-awareness to be able to realize whether you are task- or relationship-oriented.

Like, that’s why I have to minimize task for salespeople, meaning the systems do the tasks for them, whether it’s follow-up or tools they’re using. They have a minimal amount of data entry because they tend to be good at relationship and not tasks. Things that are high relationship and high tasks don’t tend to have a good middle ground unless you have extremely high-level people.

Pete Mockaitis
Okay, understood. Well, could you maybe walk us through a couple examples of folks you’ve seen see some transformational cool things in their career by following this kind of three-step process?

Rob Monson
Yeah, so what I’ve seen really consistently is, to your point, not everyone’s going to elevate, right? They just don’t have the ability to be able to grasp onto new habit and new routine. And it’s something sort of deep within them. It can be caused by a lot of things. It can be caused by habits growing up, childhood trauma, there are things. ADHD is a big component.

If you know the amount of people in society who suffer from ADHD, it’s about 6%. And then the number of people that suffer from slowish cognitive tempo is about 15%. That lines up perfectly with what I see among executives, which is about one out of five suffers from something that looks like ADHD, making it harder to form habits and routines.

Pete Mockaitis
Fifteen percent slow cognitive tempo.

Rob Monson
Sluggish cognitive tempo, yeah. Dr. Russell Barkley, I believe, has talked about that. That’s someone that’s a very interesting ADHD expert. I’m someone who suffered from ADHD myself. I have very good medication at this point, and that’s helped me develop habit and routine successfully, whereas without the medication, I could not do it.

Pete Mockaitis
Let’s define a sluggish cognitive tempo. Does that just mean I’m thinking slow?

Rob Monson
It usually just means that, you know, between the ADHD receptors, right, we’re not getting quite as much of a chemical reaction that we need to. I think it’s dopamine and norepinephrine, right, or something in those neighborhoods, the same neighborhood. You’re not getting enough that you need out of those two to be able to be as effective as you need to.

So, it becomes an executive function issue, meaning we’re not able to consistently make decisions and listen appropriately in such a way where it translates into us being able to either absorb new habit or routine, or be able to prioritize and manage our work effectively so we get through things, we accomplish things we need to, and we excel, learn new patterns as we go.

Pete Mockaitis
Okay, understood. And so then, it sounds like, sometimes you find yourself in that boat, it may just be a biological matter, something in the realm of medication, in the realm of nutrition, exercise, or kind of outside of what happens inside the office.

Rob Monson
Yes. So, to your point, those situations are very difficult to deal with. Those who are successful can, basically, with a little bit of coaching, even though they might not have had in the past, to say, “Hey, let’s really focus on blocking your time out now more effectively so you have time to be able to spend focused on your priorities. Let’s make sure that you are spending way less time in email on a daily basis, that you’re only checking it three times a day, over Slack,” for instance, right?

“Let’s take those distractions that maybe you’d walk down the hall to be able to go talk to someone and let’s get those knocked out of the way in a daily huddle.” We haven’t talked about that yet, but in a daily huddle, we usually put our executives and all of our teams in a daily huddle where they can knock out things that don’t distract them later in the day.

And if you can do those things successfully, what we find is, and about 30% of leaders will be able to do that, so probably low for a lot of people, but that’s the reality is you can get about 30% will be able to develop new habits and routines, they will be able to be successful in their role.

Pete Mockaitis

Okay. Well, let’s talk about a few of the particular habits with regard to time blocking, and the process by which you identify, “Hey, what is the high-value thing? And how do I think about where the best place is to block that time?” Maybe just walk us through a couple examples of folks putting this into action specifically in their roles.

Rob Monson
Sure. So, the most successful way that it starts, by the way, is at a higher level than maybe all of us start with as even leaders or even doers in an organization. It starts with the leadership team coming up with a set of priorities. And once those set of company priorities are known, then we can actually tie our priorities back to the company priorities.

And can they always tie back? No. But in most cases, everyone can usually tie their priorities back to something that’s a key priority for the organization. That’s step number one, “Is what I’m working on tied into the most important things the organization has deemed worthy or important to work on?” That’s number one, “And do I have a handful of things tied to that?”

Then, usually, the KPIs or the measurements that I own are also tied to those priorities as well. Not always, but most of the time. So, it’s, “Am I devoting a portion of my week to making sure that I accomplish those priorities and the tasks related to them, rather than getting distracted by something that comes up like an emergency?”

Because the job isn’t to do the job, by the way. The job is to do the job better. And that’s where most people fall off into non-A-player land.

Pete Mockaitis
Expand on this notion the job is not to do the job?

Rob Monson
In a scaling company, we want A-players. And what I mean by that is we want to grow the A-player percentage inside the organization. And the percent of A-players is something that each leader is measured on. And again, that’s the person that lives core values, that’s KPI-driven goal. And what we want, and we pay for this as well, we’d rather have one great person than three average people. We’ll pay that one great person two times their average salary and still win.

And when we do that, what we expect out of that role is they will not just come in and sit in the seat and do the job. It’s they will actually excel with the job. They will be better than the role. They will wipe out portions of the role that are inefficient and ineffective. And these are things that are very clearly set as expectations up in the hiring process.

Pete Mockaitis
Okay, well, could you walk us through a story of an individual who wasn’t doing the things, then turned around and started doing exactly that?

Rob Monson
Yes, so I had a member of a leadership team, and this is someone who, you know, had struggled previously before I became the coach of the organization, had struggled by getting distracted by the wrong things. With her, it was, “Hey, we’re going to be focused on things that are emergencies or things that are popping up throughout the day.” And this person was not doing what they needed to do to actually systematically work through, “How do I make sure this emergency never happens again?”

And what that meant was they, and because they weren’t accomplishing their priorities, which were directly tied to being able to eliminate those emergencies that popped up consistently, they just kept running into the same issue again and again. Once this person adopted a time-blocking routine, and by the way, was she immediately better at all aspects of time blocking? No, she gradually worked up to it. She blocked out a day, a week, you know, a week and a half and up to two weeks as she did that.

And as she got, she was coached by myself and by the CEO to be able to let go of things that were not the most critical priorities and be able to stay focused on certain times of day to respond to her email, she became one of the most productive members of leadership team and is still in her role to this day excelling.

And she’s learning not only is she able to excel and sort of think past the role, which is where we need our A-players to be, she is becoming an expert at recognizing patterns. And that skill of pattern-recognition is something that is built up over time by focusing on the most critical things.

Pete Mockaitis
Understood. Well, so let’s get into some detail associated with the priority and the time-blocking, how it is done better. So, we already talked about getting the alignment associated with the organization’s priorities and getting your priorities and the key performance indicators that we’re responsible for and what are the activities that will move those forward. Are there any magical questions that you find are super handy to cut through the lesser important things and really highlight the magical things?

Rob Monson

So, what we see is that most people who are successful with prioritization, they learn to do something that we teach them, which is a priority, usually, it’s a longer-term project. It takes several weeks to accomplish.

We teach them a practice of breaking down that priority by week and putting in place one major milestone they have to accomplish related to that priority in a given week, by the Friday of every week, to be able to successfully complete a priority in the time that they’ve allotted themselves.

Now again, they’ve gone through a process of sort of aligning, “Hey, is this something that’s critical and tied into one of the company priorities? Is it tied into the department priorities that I’m a part of?” And then we go through a process again of laying it out and being able to say, “Hey, how do I get into measurable steps that I can go through and be able to be more effective at hitting on a consistent basis?”

Pete Mockaitis
I dig that. And it’s funny, I imagine, as you do that, then the emergencies become even more irksome to you, such that you’re like, “No, the mission of this week is this, and instead I’m dealing with that.” And that question you asked, “How could I make this never appear again?” feels all the more weight-y, substantial, and critical that, “No, no, I’ve entertained this little interruption, annoyance, urgent thing, dozens of times. And before, whatever, I was cool, I was patient, and friendly, and no more. No more. That comes to an end now.”

Rob Monson
Yes, they get out of what we call firefighter mode, which is, and we love real firefighters that respond to real fires, but the rest of us in our work cannot be firefighters. Those jobs are all going away. So, if you believe your job is to show up and put out the fire, or to respond to the same problem again and again and again, that job will one day be erased.

What I want to get into is a role of being able to say, “How do I make the job better? How do I get rid of things that are constant pains to me and the organization? How do I do that with my priorities? How do I make sure that I’m changing the outcome in my role?”

Pete Mockaitis
And can we hear some cool examples in practice how a particular recurring emergency fire kept showing up and how a person figured out how to prevent that from ever emerging again?

Rob Monson
So, a good example of someone being able to systematically sort of see past daily emergencies and be able to sort of put out the fire is someone who works at a manufacturing organization that I coached. And we hired, we do not have a history of hiring A-players in this organization. We did manage to hire A-players in the roles in our back shop, and we had a pretty high defect rate. The defect rate was something like 6%.

And what, literally, within the first couple of months, a couple of key A-players said, “Wait a minute, why are we making the same mistake again and again and again with how we are pulling product off the line? Why don’t we, in fact, change the process of how we’re doing that so that…” in this particular case, it’s a facade that we manufacture for buildings, “…so that it occurs in a different spot than it did previously?”

And this is something that no one had ever thought of. They just kept doing what they were doing, meaning they just sort of kept wallowing in it, “Hey, it was really painful. We have a defect rate,” and rework costs companies so much money we don’t even realize it. And this was creating a very unprofitable entity, by the way.

And once they realized that, and we had all the other A-players in that role, number one, those people were thrilled and happy because they didn’t feel like they were failing every day. Number two, that organization’s profit went up by 8,000% the following year.

Pete Mockaitis
Oh, 8,000. Okay, there you go.

Rob Monson
It literally went up 8,000%. That’s the craziest thing. Yep, that might be one of the crazier stories of all time, but you get your defect rate low enough, and it can just be, that’s the stuff that’s shooting ourselves in the foot. Everyone thinks they’re going to grow because of demand or competition. It’s all just stopping you from shooting yourself in the foot.

Pete Mockaitis
Well, this is bringing me back memories. I had a consulting project at one of the world’s largest cookie-manufacturing plants, and it’s wild, yes. Especially in a manufacturing world in which, if margins are slim and competition is fierce, and it often is, then, yes, a meaningful change of the defect rate is huge.

And it’s funny, now I’m thinking about there’s so many things that we just kind of accept or put up with as normal, how it is, and it takes sort of an extra level of acuity, awareness to say, “No, no, time out. That’s not acceptable.”

And so how do you develop a little bit of that wise sensibility to recognize, “Hmm, this is a reality of which, you know, humanity must deal with,” as opposed to, “No, that’s jacked up and we got to fix that pronto”?

Rob Monson
Right. So, you touched on something that’s very, very critical. By the way, there’s a great website called The Systems Thinker, which is very useful, and it talks about people that are more predisposed to linear thinking versus systems thinking. And systems-thinking people tend to be able to see patterns in things.

So, one of the key things that I will ask, when I start coaching an organization is, “What are some basic things that you’ve seen over the last several weeks or months that aren’t good that you would like to change?” It sounds really, really basic, but sometimes no one, and again, a lot of organizations are poorly managed, most are, and nobody asks sometimes.

Pete Mockaitis
“Well, last time, nothing happened. I was ignored. They bit my head off. I’m just going to keep quiet here.”

Rob Monson
Yeah, the number one thing we deal with are dysfunctional leadership teams, right? And that creates that lack of psychological safety. Or, you know, you might have a manager that’s below leadership team who still creates that lack of psychological safety, and people don’t feel comfortable doing that.

But, “Hey, it’s just, what would you change? If you could, what would you get rid of that wastes your time, right, that would actually help you have a more high-level job to be able to get you promoted in the future if you could spend more time on this?” Those are the basic things that help people realize annoying tasks that waste their time.

I ask every one of my leadership teams to say, “Tell me the top five things that waste your time.” And they write them down. And then I say, “Okay, how much of that could you automate, eliminate, delegate, or simplify?” Most will come back with half a day to a full day of time savings that they can re-deploy.

Pete Mockaitis
Per week? Per month?

Rob Monson
Per week.

Pete Mockaitis
Okay.

Rob Monson
It is a per week savings in time when they go through that process. Because again, we just don’t proactively, in a lot of cases, or the organization hasn’t created psychological safety enough, to make it a practice to routinely think about, “How do you economize time spent on low level tasks?”

Pete Mockaitis
I love that. Could you give us a couple examples of, “Here’s a time waster we identified and how we busted it”?

Rob Monson
A couple of critical things. So, I have an example of a COO, for instance, who was struggling with time management, and I asked him to write down “What are the top five things that waste your time?” He did. And one of the most compelling things that came out of it was that none of the lists were very compelling at all. And I said, “How many of those could be delegated?” And guess what his response was?

Pete Mockaitis
All of them.

Rob Monson
All of them. Yep, every single one of them. And that’s usually kind of what you find out of that process is, you know, there are a lot of low-level tasks. It can be the time you spend polling reports where you can’t get to transactional data fast enough. It can be the time spent chasing the problems caused by your B & C players that are creating in the business, right?

People, because they have a fear of letting go, are holding onto the very low-level tasks, sometimes in very high leadership positions. So those are the kind of things that tend to hold people back in how do they use their time more effectively.

What I find in organizations, I’ll come in, and most people, I’ll tell you right off the bat, most people are at about 30% of what their true capacity is. And people say, “How is that possible? How is that humanly possible given how much I’m working?” One, we’re not focused on the right things. Two, we’re not focused on the process of automate, eliminate, delegate, simplify in how we look at work.

And, three, we’re not doing the time management things I was talking about earlier. So, when you get all those things going in an organization, you see that people have a completely different level of output and behavior, not just with themselves, but with each other if they’re an A-player.

Pete Mockaitis
Understood. Well, Rob, I’m curious, can you tell us any other key tips, tricks, do’s, don’ts that we haven’t covered yet?

Rob Monson
So, there are a couple of things that when we talk about habit and routine, and what we find is that, consistently, if people are not doing something daily or, at the minimum, weekly, it will not form into a consistent habit.

And so, what we want to do is, with one-on-one coaching, we try to get that into a weekly behavior, meaning you are in a one-on-one coaching session with your supervisor all the time, as much as possible. By the way, some of the worst times I’ve had in my career is when I did not have a consistent one-on-one with my supervisor.

And there’s a huge difference between organizations that will do consistent one-on-one coaching and those that will not. So, one of the things I encourage people to do is, if you’re not having a one-on-one with your supervisor weekly, I would ask for it, first and foremost. And I would get feedback on what I’m working on for two reasons. One, stay focused on the most critical things. Get aligned around that.

Two, “Behaviorally, are we both seeing the same thing? How are you growing? Where do you need help and support?” There’s a massive difference when people get both quality and quantity in coaching. And the organizations that do not do consistent one-on-one coaching, they’re always in my bottom three in terms of year-over-year results if they do not one-on-one coach on a weekly basis.

So, it’s like, “Hey, if you’re an organization that won’t coach you, that your boss keeps giving it up, you’ve probably got the wrong boss,” they’re saying, “Hey, I can’t get to your one-on-one this week because something else is distracting me,” I’d find another job.

Pete Mockaitis
Okay. Understood. Well, that has been my experience, that I have experienced way more learning growth development when I did have that regular recurring thing in conversation happening. And I like what you had to say about a habit. I’m reminded of, I’ve got fond memories in consulting with a teammate named Blair.

And whenever we were returning from the client trip, it was understood that he and I would be taking a cab together from the Chicago airport, Midway or O’Hare, back to the office. And folks would be like, “Oh, well, we can all get on the same cab.” And Blair would say, “No, Pete and I,” he’s from New Zealand, “Pete and I will be on this cab. We’re going to be chatting.” And so, I loved it because I felt like I was a priority for him, so I felt tremendous loyalty.

As well as it was a nice, we talk about habitual, it was a nice groove. It’s like, “Okay, this is a sensible time. We did a bunch of work at the client site. We’re now about to have more of a chill Friday with, whatever, filing expenses or whatever. And so now, while it’s fresh, we’ll talk about what we observed during the course of working at the client site week after week after week,” and it was gold.

Rob Monson
Yeah, absolutely. And what you find is that most people will say, “Well, I have no time,” or, “I have no time to coach.” And the real answer is you have no time because you will not coach. So, what we try to do is get people’s mindset around that.

And if anyone listening to this, if they’re in a coaching position, and if you’re in a manager role, that’s the job, unfortunately to some people. I mean, fortunately, for people that want to do it, that’s the job. But a lot of people will go, “Well, I don’t have time to manage my team.” Well, that’s the job.

Now you do get into these really unfortunate things like ratios when they’re managing more than, I mean, eight people is kind the maximum anyone can really coach effectively. Like, eight is a burn line. People get to 10. Weird things like insomnia and anxiety go through the roof in the leader. So those are the things you have to look out for.

You can appoint team leads or do other things to solve for that situation without, by the way, having to pay more in a lot of situations. It’s just, hey, give someone a coaching assignment. Remove the 10% of their week that was focused on those tasks that could be automated, eliminated, delegated, and simplified, and give somebody an assignment to coach their team member. That’s a great way for people to build their skills and capabilities over time.

Pete Mockaitis
Beautiful. Well, so that’s one critical key, weekly, behavioral, habit thing is these recurring one-on-one coaching bits. Any others that you would elevate to similar criticality?

Rob Monson
So, you heard me talk about a daily huddle. And this is something so you might have heard of Vern Harnish who wrote the book Mastering the Rockefeller Habits and Scaling Up. I was part of an organization that had a daily huddle several years ago, and we grew and scale like wildfire. And a couple of things I never heard because of that daily huddle were, “Hey, no one’s ever told me about that,” or, “Hey, we don’t know where someone is on this particular project or priority.” We were always on top of those critical things.

So, we get everyone into a daily huddle where they’re there for five minutes a day with their team members. There’s usually a minute per person on the team. It might go a little bit longer than five minutes if it’s a bigger team, right, 10-people team, 10 minutes. But, “Hey, what are we focused on the next 24 hours? Where are we stuck? Where am I with my KPIs? And what do I need to do to get them back to green if they’re not?” And that’s basically it.

Pete Mockaitis
And one thing I love about that is just the basic accountability. There’s no hiding out when that is occurring. It’s like, “Oh, Rob, it seems like you’re not doing much. Well, lucky us, we have some resource available to give you some stuff.”

Rob Monson
Yeah, and you get the non-A player responses at first in organizations which are, “Well, that might be like micromanagement.” No, we’re just going to manage the company. Most people don’t even run their companies effectively. We’re just going to have basic alignment every day. It’s going to take a couple minutes. It’s going to free you up throughout the rest of your day.

And the one thing that really changes you, and this is what’s really silly when people fight putting in place a daily huddle. At the end of the day, the five minutes of prep that you take for that particular meeting is what changes you. And again, it’s part of that habit routine we talked about earlier. It’s, “I know what I’m supposed to focus on today. I know where I’m ahead and where I’m behind. I know where I need help.”

That little thing, fundamentally, allows us to put all the other systems and tools we put in place to grow organizations. And people will fight it.

Pete Mockaitis
Yeah, certainly. Yeah, you’ve got that perspective. It’s like, “Oh, I said yesterday I was working on this thing, but I’m about to end my work day with very little progress on that thing. And so, I’m going to have to fess up to that tomorrow. That sounds very unpleasant. Maybe I’m going to kick it into gear here.”

Rob Monson
It’s a little bit uncomfortable. And I remember back in the day, I worked at a company called Compass in Florida, and we help big universities take degree programs online, and Dan Devine was our CEO, and it was a little bit uncomfortable. And Dan was a super nice human being, by the way. But it was professional. You walked into the meeting and you were ready to go. And, by the way, being ready to go and being professional are not bad traits to be able to grow your behaviors, capabilities, how you treat other people on a daily basis.

Pete Mockaitis
Right on. Well, Rob, tell me, anything else you want to make sure to mention before we hear about some of your favorite things?

Rob Monson
One of the things I’d like to say about pattern recognition, just very, very quickly, is that that is a skill that not everyone has.

Our A-players tend to have it, meaning 25% of the population will tend to have it. It can be developed over time and you have to be able to ask yourself some really key questions, which are, “Hey, what are the effects on the ecosystem around me? Have I seen this before? Have I seen anything remotely like it in my past that I can compare what I’m looking at right now to?”

Those are things that we don’t do that often in business, but those are kind of some of the key questions we have to ask ourselves to try to get more into systems thinking or pattern-recognition mode over time. And so, people can get better at those areas, but it can be a struggle if we’re more of, “Hey, this straight line gets me from point A to point B and it’s hard to think outside of that.”

There can be some great linear A-players though, to be very, very clear. I’ve worked with people like that in the past and they were amazing at keeping someone like me in the right spot when I needed it. And so, you can get some very, very highly effective A-players that are linear thinkers. They might not be as abstract as everybody else and they’re not dumb. They just think differently than the rest of us. They’re very precise in how they think about their day, their week, their month. And they don’t deviate from that too much. That’s fine.

Pete Mockaitis
Okay. Well, now, could you share a favorite quote, something you find inspiring?

Rob Monson

“Plan your work and work your plan.” And I believe my boss, Suzanne, back in the day at Compass, heard that from Johnson & Johnson. That’s one of my favorite quotes of all time because, really, that’s the essence of how to do successful work is, “I plan what I’m going to do and I fight toward it, and I get better at prediction.”

Pete Mockaitis
Okay. And a favorite study or experiment or bit of research?

Rob Monson
So one of my favorite studies is the research that Bradford Smart did, Brad Smart did, back when he created the hiring process for GE, back when GE was GE, and that’s what we refer to as “Topgrading.” There’s probably a better name for that in the modern era, but that’s the same process that Geoff Smart, basically, shows us in the book Who.

But the research behind that was very accurate. And what it says is that 25% of the organization will be A-players, meaning, again, those people that live the core values, hit KPI-driven goal, 50% will be Bs and 25% will be Cs. And the crazy thing about that, when you actually tie in everything else that we talked about today, is that you could have 25% of your organization walk out the door tomorrow that were C-players and your happiness and productivity would actually go up.

I have a client that I’ve worked with recently, actually started them several months ago, and they’ve done a great job. This is going to be a very well-known nationwide brand in the very near future. And they realized very quickly, the CEO realized they had people that were not living the core values and were not productive in their midst, and they quickly changed that outcome. They did try to coach up, that didn’t work, so they quickly removed those who would not elevate.

And guess what? Everyone’s happiness has gone up dramatically, the organization is now going towards its goal tiers. Here’s the number one thing. The A-players have not left. And that’s what we want more of.

Pete Mockaitis
Okay. And a favorite book?

Rob Monson

The Five Dysfunctions of a Team by Pat Lencioni. And I have every leadership team member read that, and I wish I would have read it even sooner than I did. I read it several years ago, but wish I’d read it even earlier than that. It would have really helped me understand what my role is on a leadership team.

And that is you are on the leadership team first. You’re not the head of marketing. You’re not the head of sales. You’re not the head of operations first. That’s where we get into the most trouble as leaders is you think you’re the head of the other team first and you come to the table as their advocate and not coach them through obstacles. That’s where you get into the biggest challenges.

Pete Mockaitis
Pat was on the show. He was awesome. And a favorite tool, something you use to be awesome at your job?

Rob Monson
There’s a great toolset that I’ve used consistently lately, which is an assessment of ironclad emotional control in leaders. And one of the key behavioral characteristics we find in Sam Walker’s book, The Captain’s Class, is that leaders on sort of dynasty, very successful sports teams had some very similar characteristics. And one of them was ironclad emotional control.

And what we do is I give them a really quick 12-question assessment to see where they are with their own Iron cloud emotional control. And that’s created, not only in myself, but in my team, some of the greatest improvements in self-awareness that you’ll see as leaders. So, that’s definitely been a favorite. Multipliers assessment is also a favorite tool, by the way, if we’re talking about team members. And if anyone’s talked about it in the past, Liz Wiseman Multipliers is a great tool.

Pete Mockaitis
Yeah, she was on the show.

Rob Monson
Liz Wiseman, the multiplier assessment, there are some quirks with it. There are some questions that I would word completely differently, but it is the fastest dose of self-awareness that you’ll put a leader through. And it’s pretty cool when they realize that, “How much did a previous leader multiply out of me? And how much did one that was diminishing get out of me?”

And if they realize they want to be like the one that multiplied more out of them, it’s a pretty fast change for those that are willing to do it

Pete Mockaitis
All right. And a favorite habit?

Rob Monson
My favorite habit is I get up. I look at everything I have to do that day and I say, “What is the one thing I’m doing tied into my top three priorities for this quarter?” And make sure that I have time, energy and effort focused on those things.

Pete Mockaitis
Okay. And is there a key nugget you share that really seems to connect and resonate with folks, they’re retweeting and commenting up a storm on TikTok, etc.?

Rob Monson
Yeah. So, yes, there are. Yes, there are some things that resonate. And sometimes, again, it’s that things resonate because they defy conventional wisdom. And one of the things that defies conventional wisdom is to be able to remove your C-players immediately. So, for eight years, in dealing with 35-plus, almost 40 CEOs, I have not, in eight years, ever heard the phrase, “I should have held onto that C-player longer.”

And what that means is, we usually, so mid-market CEO problem is way different, by the way. I mostly deal with mid-market CEOs, way different than the big bad CEO problem that a lot of us, we might have our impression of in our mind. We have a lot of really, really, well-intended mid-market CEOs that are members of EO, YPO.

By the way, great tip for your audience, if you want to find organizations that want to find A-players, look for organizations that are in your local EO or YPO chapter, the CEOs are in that. Those who are in peer learning groups are usually way more self-aware and open to A-player hiring, paying more for the right person in the right role than others that will not.

Pete Mockaitis
All right. And if folks want to learn more or get in touch, where would you point them?

Rob Monson
One, they can follow me on TikTok, @robmonson12. Two, they can find me on TenfoldAdvisors.com. That’s my website as well. So, if they’re interested in learning anything more about what I do, that’s where they would go.

Pete Mockaitis
Okay. And do you have a final challenge or call to action for folks looking to be awesome at their jobs?

Rob Monson
The one challenge I would leave everybody with is the email challenge, which is find a way to get yourself out of email or Slack. Really try to set a habit and routine. That’s the fastest and easiest one. It’s, “Hey, you know what? I’m going to respond. I’m going to get in here three times a day rather than have the dopamine hit of doing it all day long,” so that you can spend more time focusing on more critical things.

Pete Mockaitis
All right. Rob, thank you.

Rob Monson
Thank you. I appreciate the time and getting to know you, and hope that was helpful.

1071: Boosting Productivity and Slashing Overwhelm through Timeboxing with Marc Zao-Sanders

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Marc Zao-Sanders reveals the key to breaking the cycle of overwhelm with a power tool that makes a huge difference.

You’ll Learn

  1. How to prune your to-do list effectively
  2. How to use timeboxing to plan your day with intention
  3. The art of choosing breaks

About Marc

Marc Zao-Sanders is the CEO and co-founder of filtered.com, a learning tech company. He regularly writes about algorithms, learning and productivity in Scientific American, Harvard Business Review and MIT Sloan Management Review. He has followed the practice of timeboxing for over ten years. He lives in London.

Resources Mentioned

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Marc Zao-Sanders Transcript

Pete Mockaitis
Marc, welcome!

Marc Zao-Sanders
Pete, it’s great to be here. Thanks for having me.

Pete Mockaitis
Oh, thank you. I’m excited to chat and let’s kick it off. I know you have studied productivity, done many experiments, worked it, iterated it. Could you share with us your most surprising discovery you’ve made about us humans and being productive so far?

Marc Zao-Sanders
Most surprising? I mean, maybe it’s just the simple fact that managing your time is so very important and yet it doesn’t get much attention from the public in general, from people at work. If you think about managing time, because time governs everything else, you can adopt a new habit and it might be really good for you. Let’s say it’s exercise or it’s breathing or it’s meditation or whatever, but if you can adopt an exercise, a practice, which is using a time better, then that’s all of the above and many thousands of other things.

So, I find it surprising that, although time management is a thing, if you ask people on the street, what are their systems for managing time, they haven’t thought about it all that much. And yet, that is the entirety of our existence, of our conscious experience of life.

Pete Mockaitis
Oh, yeah. Starting off light, our existence and conscious experience of life.

Marc Zao-Sanders
Straight into philosophy.

Pete Mockaitis
That’s good. Well, yeah, I think that does ring true. We had Demir Bentley on the show who wrote a book called Winning the Week. And he said that this is, indeed, a theme he has observed amongst many of his high-performing clients, is that they all agree, “Oh, yes, planning the week is one of the most important things I could possibly do,” but they don’t do it. And so, almost universally, is the observation there.

So, share with us, what are we missing? Like, why aren’t we doing it? Are we just oblivious to the true benefit? Do we think it’s kind of a nice to have? We haven’t really seen the light, experienced it firsthand? Why are we dragging our feet here?

Marc Zao-Sanders
I think, probably, the main reason is just that life gets in the way. There are so many emails in your inbox, there are tasks to do in a task management system, or communications in Slack or Teams, or whatever it is, our mobile phones now as well. So, there are just so many reasons to not carve out some time for yourself and think about how to spend it well. We’re just hugely, hugely distracted.

So, I’d say that was a big thing with it. And I think, also, with any habit, you need to persevere with it a little bit to feel the benefits. And I think people need to get past that first day or two days to see the benefits of timeboxing or, indeed, another time management technique. Yeah, I think that’s it. And it’s a shame because I think we could, if we all lived more intentional lives, we would be happier. We would be more productive. We would get on better with each other. We’d be better human beings.

Pete Mockaitis
Okay. Well, could you maybe paint a picture for us in terms of an inspiring story of somebody who did just that? They weren’t bothering with the timeboxing approach, and then they adopted it, and what happened for them?

Marc Zao-Sanders
Well, one such person is me. It has worked for me as an individual. And that’s the key thing, I think, for anyone listening to this. You need to think, “Does it work for you as an individual?” There are studies, there’s all sorts of science that says that this works. But the key thing, really, is not whether it works for a bunch of other people, it’s whether it works for you.

So, I mean, my personal story is that I’m 45 years old, about to be 46. And when I started my career 20 something years ago, life was hard. I started in strategy consulting and the pressure was pretty intense.

Pete Mockaitis
Oh, I’ve been there.

Marc Zao-Sanders

I was suffering, frankly. I was a disorganized mess, yeah, the performance issues. I was, but more importantly, I wasn’t feeling very good about the work that I was doing. So, I established a little bit of control by setting up what I called a daily work plan. So, that was just an Excel file. I’d write in the Excel file. These are the things I really need to do today.

This is roughly how long they would take. And I’d check them off. They would sum up then to the productive hours that I’d had that day. That was good. That was much better. And it made me feel better about work, more confident with what I was doing. But it didn’t tell me, at any given moment, what I should be doing. It wasn’t linked to other meetings to my calendar.

So, then, yeah, I saw this article in Harvard Business Review. It’s called why “To-Do Lists Don’t Work.” And it immediately resonated. I changed what I was doing as an individual, overnight. And then, over the next five years, I sort of honed the technique. I made it my own. I wrote my own Harvard Business Review article that became very popular.

And that led to the book, and talking to many, many people over the years about timeboxing and how it can help not just with your, I mean, it’s really not just about your productivity. It’s really mostly about how you feel, the control that you feel as you go through the day, as you’re going through the maelstrom of a knowledge worker’s day. It can be unpleasant a lot of the time, but if you focus on one thing at a time and you’ve planned that out, it feels a lot better.

So, yeah, the case study I would give most of all, first and foremost, that I know and have lived is mine, but, obviously, I’ve heard that story, that kind of story from many, many people, from, I mean, literally, from around the world. That’s, I mean, just one other thing to say about that, that the book’s been, and I’m an unknown author.

I was an unknown author before I started this, and yet the rights were bought up in 33 languages because the story, because this idea of making your life more intentional through, basically, through your digital calendar resonated across cultures, across languages. And there’s also a bunch of case studies at the end of the book as well, stories from individuals that have made timeboxing work for them in their specific situations too.

Pete Mockaitis

Okay. Well, so that’s cool. Works for you, works for them. I actually am curious to hear about the studies. And, in fact, in your Harvard Business Review article, at the very top, it says a recent survey of 100 productivity hacks, timeboxing was ranked the number one most useful. Tell us a bit about that and any other, I guess, researcher evidence saying, “This isn’t just a cool thing Marc likes doing. It’s pretty proven for lots of folks.”

Marc Zao-Sanders
So, that study was done a long, long time ago. I did a lot of the research for it, but this is well before I’d written the book or even had an idea about writing the book. I had no, literally, no affiliation with timeboxing. I mean, I happen to do it myself, but actually a lot of the other techniques on the list, I also happen to do.

So, the way that we conducted that study was to look at lots and lots of thought leadership pieces online and categorized them according to which time management technique, which productivity hack or tip they were, and then just see how common they were. And that gave rise to an ordering, a top 100, and, yeah, like you say, timeboxing came top.

Pete Mockaitis

So, that came about by votes or by most frequently cited amongst industries?

Marc Zao-Sanders
No, exactly, most frequently cited, so how many times they were coming up. And it’s not only that. If you look at a lot of the other entries on that list, and like you say, it’s linked to in the in the book and probably on some articles on my site, you can see that many of the other techniques on the list are very, very similar to timeboxing or, actually, they form a subset of timeboxing.

I’ll give you an example. Just saying no, so just saying no is a thing in business. It’s been encouraged a lot over the last five, ten years. By the way, I think this is more of a nuanced thing. Sometimes people should say yes more than they do. It depends on the person and the context. But sometimes they should say no.

Well, saying no is partly dependent on how busy you are and what you’ve got on. If you timebox, you’re not just saying no or just saying yes, you’re doing so on the basis of what you’ve got on your plate. It’s something that you can point to, point your boss to, or point colleagues to. So, just saying no is, it goes very, very nicely hand in hand with timeboxing, just like so many of the other items on the list.

I’ll give you just one other example as well. “Eat That Frog,” the Brian Tracy idea of, you know, do the most difficult thing at the start of the day. Well, again, it’s not like timeboxing is saying you should do the most difficult thing, but if it suits you as a person, then here’s a system where you can put the most difficult thing at the start of the day, again, just completely, consistently, and to support that system that Brian Tracy came up with or popularized.

But also, if you’re the opposite, if you’re someone who needs to slowly, slowly build momentum through the day and start with some smaller tasks, which suits certain people better than it does the Brian Tracy method, that’s also consistent with timeboxing because here’s a system where you can build up slowly with some easier, smaller tasks at the start.

So, my point is that, yeah, timeboxing is very flexible with, it was number one itself, but it’s also works, so nicely with virtually every other time management technique.

Pete Mockaitis

Okay. Well, so then we say there were timeboxing a lot. Can you lay it on us? What exactly are we talking about here?

Marc Zao-Sanders
Well, I’ve got a definition, but maybe it’s better to describe it in terms of what I do at the start of the day. I’ll come back to a definition after that. So, I wake up, I get dressed, I brush my teeth. And then the very first thing that I do is spend 15 minutes thinking about my day and how I should spend my time. So, those 15 minutes are definitely the most productive of my entire day.

I couldn’t really, now, I can’t really imagine not using them like that. I don’t need more than 15 minutes. I do normally need 15 minutes because sometimes your emails have come in overnight, an idea has occurred to you overnight, and you need to take that into account along with other entries in your calendar. So, it’s a little bit of work, but just 15 minutes.

And then those 15 minutes lead you to have a day where it’s full of what you really wanted to do, what really mattered, what you intended to do. This is what I mean by intentions, giving yourself the space to become aware of what your intentions are, what’s important to you, and then having a system for making sure that they happen. So, that’s what it is, you know, that’s sort of my experience of it. I do that each and every day. I do it in the morning. Some people do it the night before.

But in terms of a definition, which, it’s probably slightly less useful, but I’ll give one anyway. So, I described in terms of what, when, one, enough. What I mean by what is deciding, giving yourself the space to think through what is most important. And then when is deciding when it should start and when it should finish, not being too ambitious, but being ambitious enough with those timings.

One means doing, is single tasking. Just do that one thing in that slot, nothing else. And then enough is doing it to a good-enough level. You’re not aiming for perfection here. Perfection doesn’t really exist for any of us. Do it so that it’s good enough that you can share with others and move things on in your workflow or in your life, whatever the context happens to be. So, yeah, that’s kind of how, that’s the lived experience of it as well as the definition.

Pete Mockaitis
Okay. Well, that seems pretty simple, and yet, in your experience and that of luminaries throughout history – Carl Jung, Albert Einstein, Bill Gates, etc., – it’s revolutionary, you say.

Marc Zao-Sanders
It’s revolutionary in that anyone who wants to achieve a lot and feel good about doing that needs to really use their time well. And I think there’s just something very fundamental about timeboxing. It is working out what’s important, setting a time to do it, not being distracted by anything else, and doing it to a good-enough level.

I mean, it’s very hard, I think, to launch an argument against that. I’m going to invite you to do that, Pete. And, actually, I wanted to ask you if you timebox.

Pete Mockaitis
Well, challenge accepted.

Marc Zao-Sanders

Okay, so go ahead. I mean, which of those elements, which of those four elements of the definition would you say, “Eh, that’s actually not that important”?

Pete Mockaitis
Oh, no. I suppose, I don’t think that it’s not important. I just think we can come up with lots of excuses for why, “Oh, that’s a nice view, Mark, but I don’t think that’ll quite work for me,” or, “Yeah, that sounds cool, but…” so I think there’s a lot of buts that it might be worth our time digging into to a few of those.

Marc Zao-Sanders

Of course. I mean, some people will see that and then not act on it. I mean, of course that happens. It does require a little bit of discipline, and anything that requires even a modicum of discipline can be ignored, and some people will take the path of lesser immediate term resistance.

Pete Mockaitis
“No, Marc, instead, I’m just going to get this cool app. That’s going to fix my time management problems. This fun little app instead.”

Marc Zao-Sanders
So, yeah, I mean, there are some apps that will do some of this for me and for a lot of people. It’s connecting with your intentions and making sure that you’re doing the things that you want to do at the right time, requires a little bit more of yourself. So, yeah, sure, you can have AI just arrange things for you, but then are you going to be happy with the order of them?

And even in the processing of you’re putting these tasks into your calendar, your brain starts to think about, you know, starts to problem-solve. So, you’re making a little bit of progress with each of them, even in the act of doing it. So, yeah, there are apps and there’s AI, and that’s fine for some people. It’s not for me. It’s not the method that I advocate.

I’m a little bit more old school. So, while I advocate having a digital calendar and making that sync with your various devices, rather than a sort of paper-based system, AI is not something that you need for timeboxing. Not in my view.

Pete Mockaitis

Oh, yeah, certainly. Well, so then I suppose, with regard to discipline, for folks who think, “Oh, that sounds cool, Marc, but I just couldn’t even do that because I’m a creative, flexible, fluid kind of a personality. I don’t really do well when I’m tied down,” what do you think of that?

Marc Zao-Sanders
Okay, so I hear this, obviously, sometimes, “They just wouldn’t work for me. Well, it wouldn’t work for me.” Okay, so, I mean, a few things to say. But the first one that occurs to me is like, even if you’re a creative, you’re already timeboxing to some extent because you’ve got meetings in your calendar, right? That’s unavoidable. And however creative or uncreative those meetings are, you’ve got those meetings.

And you have to have some sort of timekeeping system to make sure that you attend those meetings more or less on time. I mean, even if you’re five, 10 minutes late for most of your meetings, as some creatives might be, the meeting is there and it is important and you’re probably annoying some people by being a little bit late.

So, it’s not like this is a brand-new system that I’m suggesting you sort of foist-force into your life. We’re all creative or non-creatives, and also, we’re all creative in some respect. But all of us are using our calendar to spend time specifically, at the very least, with meetings. What I’m saying with timeboxing is let’s extend that a little bit further so that we also do it with some of the work that we do on our own so that we can achieve more and actually, with creativity, specifically, achieve more creatively.

You’re much more likely to achieve the state of flow and get to what Cal Newport and others call deep work, scale the heights of our capability if you remove all of your distractions, if you get to a period of time where you’re just working on one thing. So, I would say that it actually, I mean, genuinely, I think that it supports creativity. It doesn’t stifle it.

Pete Mockaitis
Okay. And then when it comes to discipline, if folks think, “Boy, Marc, I just don’t think I have that level of discipline. That sounds really hardcore. That sounds Navy SEAL-esque to go from thing to next thing, to next thing, to next thing with perfect rigid execution. That sounds beyond my meager willpower capabilities”?

Marc Zao-Sanders
Okay. If someone said that, if you said that, for example, I would say, I mean, first of all, it doesn’t need to be perfect. It doesn’t need to be rigid. It also doesn’t need to be productive thing to productive thing. One of the productive things might well be having a break, might be lying down, might be having a cold shower, might be taking your dog for a walk. It’s just positive, intentional activities that you know, by the end of the day and even actually during the day, are going to be really, really good for you.

The other thing I’d say to such a person or, you, potentially, Pete, is, well, like I said, you’re already doing it to some extent. And then also, well, why don’t you just try it? For tomorrow, you could put into your calendar right now, I mean, actually, if you’re listening to this, or watching this right now, anything you could do to get started is put a 15-minute time box, just an event, into your calendar for tomorrow morning at a time that suits you.

I mean, obviously, you need to be awake. You need to be awake enough to get it done. And in those 15 minutes, plan out some of the rest of your day. I will plan out a lot of the rest of my day because I’ve been doing it for 20 years now. But do it for a couple of hours or three hours or four hours.

And once you’ve tried that for a few days, and I imagine you will achieve some success and you’ll get into a snowball effect, a virtuous circle, you’ll be doing it some more. And if it really doesn’t work for you, well, then stop, but give it a try.

Pete Mockaitis

Yeah, well said. So, we don’t need to start with the entirety of the day that, indeed, could feel intimidating. Understood.

Marc Zao-Sanders

Yeah, don’t let perfection or completion be the enemy of the good here. Get something done. And I’m a big believer in 80-20 and pretty good and doing a decent job of things rather than sort of Navy SEALs perfection, anything like that. I don’t come from that background. I don’t have that in my locker. I’m just a regular guy.

Pete Mockaitis
All right. Well, so let’s talk about, it sounds like the hardest part of all is we’ve got dozens, hundreds of options, things that have landed in our to-do list with varying levels of seriousness, urgency, importance. How do you begin to decide, “Ah, yes, this is, in fact, the thing that goes on today’s calendar”?

Marc Zao-Sanders

Okay. So, first of all, what you’ve just described is exactly the reason that timeboxing is important. Most of us knowledge workers, at any given moment, could be working on 20, 30, 40, maybe 100 things. They would all be somewhat legitimate. And the existence of so many different things that we could do is stressful in itself. So, you’re doing one thing, and two or three or five or 20 of the other things occur to you. That is so stressful. And that stresses me out every single day.

So, that’s the reason that, the main reason I would say, that timeboxing is important, it kind of pushes all of those other things away and focuses you on a single thing. So, that’s why it’s important. If you have 100 items, though, and how are you going to decide, I’ve got a trick which is very concrete, very tangible, very easy.

So, let’s say you’ve got a to-do list, Pete. You’ve got 100 items on it and you don’t know where to start. Some of those things are going to be very important. Some of them less so. It’s probably accumulated over weeks, months, maybe even years. I would say grab it, put it into a spreadsheet, go down the list, and just score them very roughly on a of an approximation of both urgency and importance. Just sort of, you know, merge the two together, give them a score between zero and 10 every single one.

Now, look, even if you’ve got 100, it’s going to take a little while to do it, but it’s not going to take you more than 10 minutes. This is not a huge, huge task. So, you score them all, zero to 10, and then you sort it on the score that you’ve given it. So, most the highest numbers will go to the top. And then as soon as you’ve done that sort, you will see immediately there’s a group of tasks at the bottom that you really could just delete.

And that is hugely reassuring, gratifying. It’s such a relief to see the list look like that. And then there are tasks at the top that really will be super important because you’ve given them an eight or a nine or a 10. You might want to do some further ordering of those. And that’s also a huge relief because those big important items that you knew were lurking in your to-do list are being surfaced properly. So, they will get your attention.

So those, you know, three, four, five, 10, whatever it is, items that you really had to do are going to make their way into your calendar and get done. And that is so, I mean, it really is about control, like taking control of your life by having a system to understand what is most important, and get it done. This is a specific tactic for dealing with a long to-do list.

And then you can do that even every so often when you’ve only got 20 items, it also works. It sounds, I don’t know, maybe for some people it sounds a little bit much to put into a spreadsheet, but much better that than just leaving it there to gather dust and bother you every so often.

And, occasionally, you’re going to be getting fines because you haven’t dealt with some tax issue or responded to some letter. So, I mean, it’s literally costly, financially costly, to not address it and not address it in some kind of systemic positive, repeatable way.

Pete Mockaitis

Yeah. Well, I love that so much. And you mentioned 80-20 and so much of what you said there, I’m vibing with a ton. And the phrase “somewhat legitimate,” I think is, oh, so perfect for the items that hang out in our to do this.

Marc Zao-Sanders
At the top that we’ve got.

Pete Mockaitis
They are somewhat legitimate and, yet, Vilfredo Pareto would say they are not the vital few of the 80-20 rule.

Marc Zao-Sanders
Yeah, find the vital few. Find the vital few and do those.

Pete Mockaitis
And it is such relief, you’re right, to see a huge list and to see many of them drop off. It’s like the fastest way to get something off of your to-do list is to decide thoughtfully, thoroughly, not to do it, “Hey, that’s off my to-do list and legitimately so.”

Marc Zao-Sanders
Exactly. Yes, it’s basically pruning. And there is no more efficient way of pruning a list than via a spreadsheet. So, the spreadsheet is not officially part of timeboxing. It is a very effective method for, yeah, for getting to the vital few, as you put it.

Pete Mockaitis
So, I would like to hear a little bit about some of those questions by which we might use to determine what is calendar-worthy. And so, vital few, 80-20 type things suggest that vital few activities produce 16 times the output per unit input than trivial many items. So, there’s that. I also love the ONE Thing question. We had Jay Papasan on the show earlier.

What’s the one thing such that, by doing it, everything else will become easier or unnecessary? So, that’s a huge win in terms of a prioritizer. We had Greg McKeown talking essentialism, in terms of like raising your standard, like cleaning out your closet, not from, “Might this someday be useful?” “No, no, low standard,” to, “Does this spark joy?” Marie Kondo style, high standard.

So, any other sort of uber powerful questions that are super handy in the universe of prioritizing?

Marc Zao-Sanders
Yeah, well, the main one for me is actually the emotional response you have to a specific item. So, as you’re going through the list, you will feel stressed or you have some sort of emotional response to some, and to some you just will have the absolute opposite.

What I’m suggesting is that, where you have a stronger emotional response, in general, you’re going to want to action those. So, I think that’s a proxy for importance for what matters to you that comes from your soul, actually. You don’t really need to ask any other questions. It’s just what is your response to this particular item.

Pete Mockaitis
And when you say strong emotional response, is it either positive or negative? Is a go signal for action?

Marc Zao-Sanders
No, definitely. It might well be negative. I mean, look, for example, let’s say a tax return. A tax return, for most people, is not going to be hugely positive, but that doesn’t mean that you leave that and let’s find the good stuff. No. What I’m saying is that any kind of strong response probably means that either, you know, because you really want to want to do it because you’re enthusiastic about it.

In general, we don’t need help with those sorts of tasks. So, it’s actually more the ones where you have some sort of negative response. And to just dwell on that particular example, because that’s something that a lot of people feel when it comes to that time of year, getting something like a tax return back to whoever needs to see it.

The problem with not addressing it is that you just die a thousand deaths instead. You will need to do it in the end, and maybe you incur a fee as well if you go beyond whatever the deadline is. But even if you hit the deadline, if you worry about it 17 times before you submit it, well, why have you done that? Much better to confront it, be front-footed, and get the thing done on your terms proactively.

I use the term. I use the word agency a lot with timeboxing. It’s taking back your agency. You be in control. Don’t let the world happen to you. You decide what needs to happen and when it’s going to happen and get it done.

Pete Mockaitis
Yeah, ooh, die a thousand deaths, or sigh a thousand “Ugh.” Like, “Ugh, maybe tomorrow.”

Marc Zao-Sanders
Or, timebox instead.

Pete Mockaitis
Yeah. Okay. Well, so we got some thoughts on how to choose what goes in on this day’s calendar. Do you have some pro tips on how do I think about how long should that thing take? How long should I work in a bout of work, rest, breaks? What are some of the pro tips to designing a day to be a masterpiece?

Marc Zao-Sanders
Okay. Well, exactly, it is like that. It’s sort of like you’re an architect, you’re designing, you’re like an alchemist of the experience that you’re going to have that day, and the ordering matters. I mean, if you think, let’s say you’ve got to write, I don’t know, a summary of a podcast, right? That’s one of your tasks. And you also want to go to the gym.

Now for some people, it will make a lot of sense to go to the gym first and then do the write-up. And for others, it will be the other way around. It really depends on how your brain works, how your mood is, what energy you have, maybe some of the logistical, the contextual elements of your day, but, really, the order really matters.

So, yeah, build in breaks. Consider that the order matters. I mean, for me, for example, when I’ve got difficult things to think about, I like to have some exercise built in to give me a chance to think about them in a diffusive way. So, I can just be a little bit more relaxed and have sort of answers come to me while I’m doing some hard or semi-hard exercise.

So, yeah, build in some breaks, build in also some slack. If you don’t have any slack and you go, like you were saying earlier, Pete, from thing to thing to thing, if anything breaks or anything takes a tiny bit longer, and you haven’t responded to it, then you can have a cascading, a negative cascading effect. So, build in some slack, build in some breaks.

I mean, to be a little bit more specific, okay, it varies from person to person, but for me, every couple of hours, I will need 10, 15 minutes, normally 15 minutes of a break. And that could be anything. Just get a drink, take the dog for a walk, have a shower, meditate, close my eyes. There are a lot of ways of having a break that aren’t just to default to the canteen or the kitchen and eat something that’s not that healthy for you.

So, with breaks, there’s a bit of an art to it as well. And think a little bit more about what’s going to refresh you and give you energy. But I would say that there’s no hard and fast rules about how much time or how many breaks you should take. It’s really, just coming back to that word intention, what works for you. Think hard about what works for you.

You can take as a guideline, you know, how I spend my day. And in the book, I’ve got some screenshots of how that is, but that won’t necessarily be that way, done that way, it won’t be for everyone. The point is to have a system, like timeboxing, which is super flexible and can accommodate different attitudes to different needs for taking breaks and having slack and what you do in those times.

Pete Mockaitis
Okay, very good. And then when we’re actually doing the calendaring, do you have any pro tips in terms of 15-minute increments, or color coding, or anything that makes this go better?

Marc Zao-Sanders
Both of those, for sure. So, I mean, 15 minutes, so I have three sizes of timebox. And, again, other people can take a different view, and it is flexible to having different denominations. But my denominations are 15 minutes, 30 and 60. It’s nice and easy, there’s only three sizes so I don’t have to spend long thinking, “Is this a 48-minute task or a 17-minute task or whatever?” It’s just, like, a small, medium, large. And I know what small, medium, large are.

They also stack nicely up to an hour. There’s obviously 15s, you know, go into 60, so does 30. And then you asked about color coding. Well, I do color code my calendar, and this is to get a handle on, I mean, quite literally, get a view, a literal view of the balance of my life. So, I have five different areas of my life at the moment. So, there’s one business that I advise, another business that I advise, things that are for me to do with my soul and my wellbeing. And then there’s speculative activities as well.

So, I’ve got a few different categories of my life that I’ve deemed to be important for me right now. Okay, so if I color code the items as they go into the calendar, I can see at a glance at the end of a week, how much time I’ve spent on each of these areas. And, actually, the way that both Google and Microsoft do calendars now, they’ll toss it up for you.

So, they’re telling you, “Well, you’re spending 30% of your time on your…” as I put it, “…soul. Well, is that good or not good?” But if you have the data, then you can make a decision about adjusting it up or down. So, color coding sounds a little bit trivial, I mean, almost absurd, but there’s actually a very good reason for doing it.

I also, Pete, use emojis in my timeboxes. Why do I do that? I mean, probably not for a very good reason. It just gives me, I see timeboxing as sending your future self a message, a little bit of guidance, so that when that future self is distracted and stressed by the inevitable difficulties of a working day, you have that line back to, when you were in a calmer moment, when you were a bit wiser, when things were more still, “Oh, yeah, that’s the thing that I should do.”

How’s that relevant to emojis? Well, it’s a little bit tongue in cheek. It’s a little bit, like, I don’t know, like a wink or a hug. It’s an affectionate message from my former less-stressed self to my later more-stressed self. And so, I put them in. That it definitely is an optional feature of timeboxing.

Pete Mockaitis
That’s fun. And what’s cool about emojis is they can be right in the line of the text as opposed to a separate image thing, which is all weird and complicated and hard to shove into a calendar software.

Marc Zao-Sanders

Yeah, definitely. And it is for me. It’s right before the text that I put it. Yeah.

Pete Mockaitis
I’m also a fan of the Unicode symbol for a checkbox in the calendar. That feels nice. I just have that copy-pasted like, “Oh, and then that happened. Mission accomplished,” because that’s one of the most satisfying things about a to-do list is the checking them off. I can still have that in my calendar too.

Marc Zao-Sanders

Yeah, exactly. So, it sounds, Pete, like you timebox and you are using some of the higher arts of timeboxing, as we speak, as you live.

Pete Mockaitis

Well, yes, higher arts. Well, Marc, tell me, any final things you want to make sure to mention before we hear about some of your favorite things?

Marc Zao-Sanders
Sure. I mean, well, okay, a couple of things that occurred to me. One is just the word time itself. So, this is a not very well-known fact, but time is the most commonly used noun in the whole of the English language, but not just the English language. If you look at Spanish, if you look at German, if you look at Chinese, I think, as well, and many others.

So, it’s super, super common. And it’s not like I was saying at the top, at the start of our conversation. It is surprising that people don’t give it even more time and attention than they do. So, that is just a factor I’ll sort of park with people. The other one I want to say is there’s a, yeah, sometimes you’ve got a plan with someone, like a dinner, and then the dinner gets cancelled.

And there’s nothing nicer than that feeling when you suddenly have some time in your calendar, but it’s very easy to waste, especially with your social media and our phones and what have you. There’s a mnemonic which has really gone down. Well, actually since the book came out. This isn’t even in the book, but it’s Mr. Elf.

So, the M is for meditation, R is for reading, E for exercise, L for learning, F for friends and family. This isn’t an exhaustive list, but it’s a very, very useful list to just run through. If I’ve got a bit of time and I want to use it well, here’s a reminder of some of the things that are probably going to be important, could well be important to me. And why not do that with your time rather than Netflix or Instagram or Snap or whatever it is? So, yeah, I want to get Mr. Elf into the ears of the people that are listening and watching.

Pete Mockaitis

Oh, beautiful. Thank you. Well, now could you share a favorite quote, something you find inspiring?

Marc Zao-Sanders
There’s one from Lady Gaga that I really like and speaks to, I think, what’s the most important about, one of the most important things about life and about this system.

So, the quote is, “I am my own sanctuary and can be reborn as many times as I choose throughout my life.” To me, it’s about agency and hope and truth. And while it’s nice to be quoting Plato and Socrates and Nietzsche in the book, too, it’s also nice to give Lady Gaga some extra attention, too.

Pete Mockaitis
All right. And a favorite study or experiment or piece of research?

Marc Zao-Sanders

There was a study into what’s called implementation intentions. If you just Google implementation intentions, you’ll see. What these basically said was that if you decide when you’re going to do something, what you’re going to do, and when you do it, you’re two and half times more likely to get something done. You’re something like 90% likely to get it done versus 30-something percent.

It’s been replicated more recently in studies. And, of course, that kind of encapsulates exactly what I’m trying to get at with timeboxing. And, actually, when you were asking me earlier, “Well, what about the people that are just aren’t going to do it?” Well, the studies say that you really are two and a half times more likely. So, I probably should have said that back then. It basically says that timeboxing works.

Pete Mockaitis
Okay. And a favorite book?

Marc Zao-Sanders
I mean, the book I’ve read the most frequently is Lord of the Rings because it’s just enjoyable. A book that moved me more recently was The Fountainhead, Ayn Rand. I enjoyed that very much. That felt a lot about freedom and, again, agency. So, that resonated and was enjoyable as well, and it’s quite a different style to Tolkien’s work.

Pete Mockaitis
And a favorite tool?

Marc Zao-Sanders

Well, I mean, in making decisions in business, or in life, actually, the two-by-two matrix is one that I default to pretty frequently. You’ve got an issue, you don’t know how you’re going to resolve it, think about two of the factors involved that are distinct, and then you look at high, low, or yes, no for each of them. You put that onto a two-by-two and, just almost immediately, almost every time, things clarify somewhat. So, yeah, the two-by-two matrix is a really useful one for me. I love the thing.

Pete Mockaitis

And is there a key nugget you share that really seems to resonate with folks, a Marc-original soundbite?

Marc Zao-Sanders
So, this is about, timeboxing is mostly an in-day activity to help you make the most of that day. But the point is if you keep doing it, that adds up to a whole life of intention and purpose and meaning and what have you.

So, the quote is, “The practice of daily intentional activity will eventually yield what almost every human being wants most – a chosen cherished life.” I think that’s very nice and just touches on, like I said, meaning, something that’s sort of deep. Deep and important.

Pete Mockaitis
Yeah. And if folks want to learn more or get in touch, where would you point them?

Marc Zao-Sanders
I’m on LinkedIn. You can just put my name in. I accept requests, generally, there. I also have a website, MarcZaoSanders.com, from which there’s a monthly newsletter, and you can email me and get in touch by just answering, that it’s a Substack.

Pete Mockaitis
All right. And do you have a final challenge or call to action for someone looking to be awesome at their job?

Marc Zao-Sanders

Yeah, don’t just let life and your job just happen to you. Rediscover what you want to do, what your intentions are, and find a way to bring them into being, into your work, into your life.

Pete Mockaitis
Beautiful. Marc, thank you.

Marc Zao-Sanders
Pete, thank you.

1039: How to Stop Wasting Time on Email with Randall Dean

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Randall Dean shares practical tips for taming an overwhelming inbox.

You’ll Learn

  1. The best time-saving investment you can make
  2. How to keep unread emails from flooding your inbox
  3. The inbox shortcuts that’ll save you hours

About Randy

Randy Dean, The E-mail Sanity Expert®, author of Amazon bestseller Taming the E-mail Beast, is an expert on time & e-mail management and the related use of technology. For 25+ years his humorous and engaging programs have given attendees key strategies on better managing their time, e-mail, apps & technology.

Resources Mentioned

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Randall Dean Interview Transcript

Pete Mockaitis
Randy, welcome!

Randall Dean
It’s great to be here.

Pete Mockaitis
I’m so excited. We’re talking email. You are the Email Sanity Expert, registered trademark. So, I’d love to start by hearing a little bit in working with so many people and their email, is there anything that’s particularly surprising to you that you’ve learned about us professionals and doing email?

Randall Dean
Well, you know what’s interesting, I’ve been leading programs on this topic for 20 years now, started my company all the way back in 2004, and what I’ve learned over all this time is that not only are people spending, I think, the average that I saw in a published study was a little bit more than two hours per day, but at a lot of the conference events, conventions, places that I speak, I’m getting people answering anywhere from three to six hours a day just on their inbox.

The interesting contrarian fact and statistic that I’ve discovered, I ask people at these programs, I go, “How many of you have had prior training?” And if it’s an audience that I haven’t spoken with before, it’s less than 5%. Less than 5%, not just here in the United States, Canada, Mexico. I’ve spoken in Europe several times on this. And in all of those places almost no one has had strategic or technical training on how to be more efficient with their email on a tool that’s taking 25% to 50% or more of their workday. It’s crazy.

Pete Mockaitis
That’s what’s funny is I think we have a sense, or I have a sense, and I think I’m getting the vibe from other professionals, that we’re spending “too much time” on meetings and emails. Well, first, I just want to check that assertion for validity, because I guess it’s conceivably possible that even if you are spending six hours on email a day, if most of these messages are thoughtful works of written craftsmanship in which you are casting a vision and offering clear guidance, and wisdom, and leadership, and insight, and clarification, and coordination that that might be okay.

Like, you’re doing work. You’re doing knowledge work at a high level. You’re spending six hours on email but those six hours are well-spent in these communications. Tell, Randy, how often is that the case? Or, is, in fact, our assertion correct, that that’s too darn much?

Randall Dean
I would actually say for the vast majority of people, they’re not doing what you just described.

Pete Mockaitis
Okay.

Randall Dean
They’re dealing with 200 emails a day, and they’re trying, in a mass flurry, to get through them as fast as they possibly can, and they’re not writing terribly high-quality and high-level communications. They’re just trying to get through the flood of information that’s coming in at them. It’s funny because I actually talk about email etiquette sometimes and I’m actually of the point, like, make the subject line sort of say what is in the email.

If there’s tasks inside the email, make sure people, right up front, know who’s got what tasks. And if you can’t get down to bullet points, it’s almost the exact opposite of what you just said in terms of crafting really nicely crafted communications. And I actually even mentioned that, if you are going to write something that’s sort of wordy and requires extra time and effort to go through it, you should probably turn that into an actual document, like a Word doc or a PDF so that you attach it to the email, so people slow down and read it more carefully.

Because one of the problems that they have is if it’s sort of a long email in terms of message length and density, a lot of people are just scanning over the top of them and not getting into them because they’ve got too many coming in.

Pete Mockaitis
Oh, Randy, you’re bringing back a fun memory of my first kind of grown-up internship was at Eaton Corporation in Pittsburgh, and I was part of this program, and the one coordinating the program, her name was Amber. And it was funny, her email signature had “Thank you for your attention to this communication,” like in all of her emails.

And it was so funny, I don’t know if this is what she was going for, but it caused me, an insecure 19-, 20- year-old intern to say, “Oh, shucks, I didn’t actually spend much attention on your communication. I better read it again.”

Randall Dean
Yeah, and the thing is, I always tell people, “If somebody’s getting 150-200 emails a day, and you’re barraging them with a 14-paragraph soliloquy, and they miss something, is that really their fault for missing something? Maybe it’s your fault for not getting to the point, you know? So, yeah. Now that doesn’t mean you throw out all rules for appropriate grammar and etiquette.

But I also am a believer that email is best used when communications are simple, obvious, and straightforward. And the minute they start getting complex or confusing, it might be time to pick up the phone or go find the person.

Pete Mockaitis
Yeah, or, I guess, we’ll talk alternatives and tools. I personally love the Loom video, if we’re remote and asynchronous, in terms of, “Hey, these are my thoughts on this matter and some detail. So, you can see my face, hear my voice, see the document, or whatever we’re talking about at the same time.” So, okay, understood.

It sounds like it’s quite rare that email time is time brilliantly spent, and we may, even if we do need to craft a beautiful something, it might be better off in a document. And so, the Tim Cook’s up early in the morning, emailing the day’s leadership wisdom for each of his key team members, it sounds like that’s not what most of emailing is.

Randall Dean
That’s really funny because, I mean, if you’re at Tim Cook’s level and his senior leadership team’s level, then maybe what you described at the start of this conversation might work. Most of the people that are coming into my audiences are administrative professionals, mid-level to low-senior level managers and directors, and they’re just dealing with a barrage of messages, and they’re trying to figure out what they need to get done within these messages, who they need to follow up with from these messages, and how to then turn that into a work day.

And so, a big part of what I’m doing is like, “Okay, here’s how you go through this stuff to figure out what’s important, what’s urgent and what’s not.” So, I think that that’s been a big part of the struggle.

Pete Mockaitis
Yes, I hear you. So, that’s kind of the email vibe we’re talking about here is tons of incoming things, kind of unprocessed, unsorted, that need to be gotten through. And I’m thinking we had Cal Newport, we talked about A World Without Email on the show, and he used the phrase, just haunting, “In some corporate environments, we are human network routers.”

Randall Dean
That’s a good way to put it. I like that a lot.

Pete Mockaitis
In terms of, “Okay, here’s a message that’s coming to me. Okay, I can do this thing. I can forward it. No, it doesn’t belong to me, it belongs over here, forward there.” So, for many of us, it’s about processing large volumes, and having help is awesome. Shout out to my producers. I just forward all my pitches to them and they know what to do. It’s like, “Read all of these thoughtfully and tell me which ones are fantastic finalists.” And so, I don’t read 90% of the pitches in my email, and that’s awesome that they do that for me. I greatly appreciate them.

Randall Dean
And that’s a perfect delegation right there, that not enough people, I think, are doing. And so, I always tell people, “If you’re more of a senior level in your management chain and you feel like you’re spending way too much time, especially on low-level emails, that’s a mismatch because you’re getting paid to do higher-level work than low-level emails.”

So, you got to find a way to sort of fix that a little bit. And it’s probably going to require a reallocation of some of the messaging so that you’ve got somebody else helping you with screening a bit. I think that’s a really good way to put it.

Pete Mockaitis
Okay. Well, I am tempted to jump into tips and tactics, but, first, maybe, can you orient us to, you mentioned, okay, almost none of us get training in this. Can you give us a glimmer of hope or inspiration? What’s on the other side of this? Let’s say we do get some training from this insightful conversation with Randy or more, what’s possible? In terms of when we’ve got our email game optimized, what’s the before-after transformation look like?

Randall Dean
I think email is what you could call a necessary nuisance. It’s something you have to deal with and we’re not going to get rid of it. I don’t see anywhere on the horizon where email is going to completely go away. But when you think about what it is, the vast majority of what’s coming in are what I basically say are a whole bunch of hungry squirrels with the occasional big angry dog, right?

And so, basically, you’re trying to figure out, “Which one of these is the big angry dog that’s barking? And how do I reduce the distraction of all these hungry little squirrels?” And so, when you say “What’s on the other side?” I think having a logical triage mentality with processing your emails that requires some new habits.

But if you get into the habits, and you do it well, you will look at your emails less times per email, you might look at your inbox less times per day in total, you will be able to better identify what’s really important or urgent, and you’ll end up without such a big cluttered mess so that it’s not a distraction in and of itself.

You know, I would bet almost every program I’m into, maybe 15-20% of the audience has more than a thousand emails in their inbox that haven’t even been filed or deleted. And I mean that’s common. So, if you’re in that boat, you’ve got a lot of company. But I can also tell you, I know that when you’ve got just got pages and pages and pages of email streaming in your inbox, some marked unread, some flagged, some starred, most of them not, and you don’t know what is most important, that’s stress. I mean, I just think that’s the definition of stress, and it doesn’t have to be that way.

Pete Mockaitis
Okay, yeah. As you described that scene, I could actually feel my heart rate ticking up a bit. So, okay, less stress, fewer times, fewer total minutes there. Could you ballpark it for us? I mean, I’m sure it varies a lot based on roles and responsibilities and email volume. But in terms of untrained to email Jedi Master, what kind of email time savings might we realize?

Randall Dean
Well, it’s interesting. I had one of my university clients at one time, they had to sort of justify the expense of bringing me in to do the program. They did an ROI justification. And what they did was really cool. They actually asked people about a week or two after the program how much time they thought they were saving from the tips they learned in the program, and how confident they were, they were saving that much time.

And, now, the average person was basically saying they were saving more than two hours a week with a good number of them as much as four to six hours per week. Now, I know that may not sound like a lot, but if you could get a half day to three quarters of a day of additional productivity time every week, I think you’d be pretty happy with that.

Pete Mockaitis
Absolutely. And my mind just leaps to running the spreadsheet. So, two hours a week times 50 work weeks a year, 100 hours. What’s that annual rate for those employees? And now that time spent more valuably. So, Randall, unless your workshops cost a quarter million dollars, I’m pretty sure they got their money’s worth.

Randall Dean
Yeah, I mean, I think it’s easy, low-hanging fruit return on investment. I believe that we figured out that if you extrapolate those findings across all users in the room, that the first year ROI in and of itself was over 2,000%.

Pete Mockaitis
Okay. That’s what I like to hear.

Randall Dean
Because, like I said, it would be a different math if half the people or more already had this training, but if it’s literally 5% or less, it’s almost impossible not to see a significant productivity improvement.

Pete Mockaitis
All right. Well, we’re fired up, Randy. Lay it on us, what do we do to realize these gains?

Randall Dean
Well, when I teach my programs, I’m mostly speaking to professionals using tools like Microsoft Outlook or Gmail, and one of the first things you have to do is just understand how software works. Most people don’t know what the software can actually do. And one of my first tips to anybody is, if you’re using a piece of software frequently, daily, multiple hours per day, there may be no better use of your time if you want to be more efficient to spend a little bit of time at least every week learning another new tip.

Because, by learning that extra tip or two over time, you’re just going to get so much more efficient and so much more time back just by understanding how the software works.

And the one example, really interesting thing, because most people are self-taught, I’m going to play a scenario out for you that happens super frequently for a lot of people. They get an email, they open it, they read it far enough to go, “I don’t have time for this right now,” and then they mark it unread or they flag it or they star it. Okay, now right there, let me share with you the statistic that I believe comes from that behavior right there.

The average professional email user tends to look at each and every email they receive, on average, three to seven times before they finally take a smart action with that item. And I think a big part of the reason that’s happening is because they read it, they go, “I don’t have time,” they mark it unread, they flag it, they star it. It stays in the inbox. This is where your inbox mess is coming from too. And then what happens is you’ve just guaranteed you’ve got to go back and look at it again later.

And so, you’re not doing anything. I mean, you’re really not doing anything with that input, but you are giving it time that is basically worthless time that you’re throwing away. And so, one of the things that I share with the people is a little triage method, sort of based a little bit on the work of David Allen, who wrote the book Getting Things Done. I took training from him all the way back in the early ‘90s. And one of the things that I learned from him is, if something is quick, you do it right now.

Pete Mockaitis
Two-minute rule.

Randall Dean
Yeah. If it’s quick, you do it right now, and don’t you dare keep it for later. I love this. Somebody said, “Let’s go to Ohio. OHIO, only handle it once,” right? So, that should be your philosophy when you run into something quick. And I always challenge people in my programs, “If you’re looking at an email, you figure out what you need to do, and it’s only going to take you a couple minutes, and you don’t have time to do that? Why are you looking at your email? Shouldn’t you just keep working on what’s on fire? Why are you looking at your messages if you don’t have time to handle a quick little thing?” So, keep your focus.

But then, when I talked about what’s inside the software, both Outlook, classic Outlook, new Outlook, as well as Gmail have internal capabilities to take an email and quickly convert it into a related task or calendar item.

And so, I say take a few more seconds to get to the point where you know what you need to do next and then turn that item into a task or calendar item. And then once you’ve done that, if you haven’t got it done, but you got it on your task list or calendar, get it out of your inbox. Because, I mean, you’re done for now. It’s time to either file it for later reference or delete it if you don’t need it. And if you don’t have a good place to put it, make one and put it there. Not really rocket science.

I, sometimes, am surprised I get away with this as a living because, really, it’s sort of advanced common sense, but people just don’t think it all the way through, and they’re very inconsistent with how they’re triaging these messages.

Pete Mockaitis
Well, yeah, what’s interesting is, I think the reason you are getting away with it is because there’s some psychological things at play here.

Randall Dean

Absolutely.

Pete Mockaitis

Because whenever you go to the email, it’s like, “Ooh, here’s new interesting things. Oh, and some of it’s really important and urgent. I better handle it right away.” So, we’re almost never in the mind space like, “Okay, fire up Outlook, fire up Gmail. Hey, you know what? I wonder what all this software is capable of?” Like, we’re not in that headspace to do that.

And those functions, I guess, we’re not as accustomed to them, as well as thinking about the GTD, Getting Things Done, David Allen kind of philosophies of the inbox is merely a temporary repository by which it means, “Hey, you haven’t looked at me yet. Process me out of here in one way or another.” As opposed to, “Let me be the long-term storage facility for messaging.”

Randall Dean

Far too many people are using their inbox for three things. One is to receive and process new items. Two, is their de facto, but very dirty and highly disorganized task list. And, three, is their Uber storage for all things that haven’t left that inbox. And my strong belief, especially with my background understanding some of the GTD-type philosophies is the only one of those three that’s valid is processing new items. That’s what your inbox should be for is processing new items.

If you can deal with it quickly, you get it done. If you can’t deal with it quickly, it then becomes part of your task list or calendar because there, in your task list and calendar, once you understand those tools, you’ll be able to say, “What is the best use of my time right now? Where should I be putting my focus?” And you can’t really do that easily in a big messy cluttered inbox with 200 things marked unread and flagged. It’s just not going to work well.

And then, of course, once you’ve either got it done, got it on your task list, got it on your calendar, get it out of there. You don’t need it in there anymore.

Pete Mockaitis

Yeah. So, help us out, if we’re worried, like, “Okay, I read a message and I realize, hmm, this is going to take some more thought and attention, and it is not to be dealt with now. I’m not leaving it in my inbox. So, what am I doing with it? And how do I make sure I don’t forget about it and lose it if it’s not in my inbox?”

Randall Dean

Now, simultaneously, when I teach the tip about putting it especially into your task list, I also show in both programs how you can turn on reminders. And then, so what will happen is that task will pop back up on your screen at a time when it’s better for you to see it. Not the email, the task, although the email text is typically inside the task that’s been created.

And so, that way you can say, “Okay, I’ve identified what needs to be done. It’s going to come back and find me when I need to see it. I don’t need to leave it where I have it right now. I can put this thing away if I need to keep it for later, or get rid of it if I don’t need it.” And, I think, by utilizing the reminders that are available in both task and calendar, you can relieve some of that stress.

Of course, now I’m going to say this, I regularly get my inbox down to close to zero every day, which makes a lot of sense because I’m teaching people how to work their inbox. But because of that, what I’m trying to teach people is, once you get that inbox down to close to zero, that’s when you shift your focus to your task list and your calendar by habit.”

“If there’s nothing on my calendar right now, no meetings or blocked time for anything, then I work my task list until it’s time to go back and check my email again, or go to my next meeting.” And so, you just sort of get into this habit of where you’re surfing across those three tools throughout the day, balancing your needs to get your critical focused work done with your needs to periodically get back to people.

And I think if you can get yourself into that habit, that flow, you can both reduce the distraction of your email, reduce the time spent on your email, and potentially increase the time you’re spending on your more important stuff, which is the goal of all this anyway.

Pete Mockaitis

Okay. Well, let’s say we’ve scheduled a time, we’re going to spend 30 minutes or so processing this email, and just rocking through it. How do you recommend we execute this step by step? You mentioned triage.

Randall Dean

Yeah. Well, like I said, I think if you’re going to open an email, you look at it once. If you look at it, what do I need to do with it? If it’s quick, deal with it now. OHIO, only handle it once. If it’s not quick, it goes on to your task list or calendar, and then you either file it for later reference or you delete it. And if you don’t have a good place to file it, make one and put it there.

And I will say this, nobody’s perfect at this. I’m not perfect at this. But the closer I get to following that triage mentality when it comes to processing new inputs, especially at the start of the day, but maybe a few more times throughout the day, the more efficient I feel myself getting at dealing with this, once again, necessary nuisance, and keeping the squirrels under control.

So, that’s sort of the goal is, “I want to keep these squirrels from taking over. I want to be in control of this input stream.” And the way to be in control of that is by having a good consistent strategy, habit, routine on how you deal with them and try to stick as close to it as you possibly can.

How much time would you save over a year if you went from looking at the typical email three to seven times, down to once maybe twice max? How much time would that give you in a year?

Pete Mockaitis

Well, it sounds like perhaps 100 plus hours.

Randall Dean

I would think so.

Pete Mockaitis

Well, so you mentioned, learn the software. And I remember there was a day, and I was. I was just goofing around in Gmail, and I think in the settings, I saw enable shortcut keys.

Randall Dean

Yeah, yeah, I show that in my Gmail sessions. I actually go in the settings and I click on the link that says keyboard shortcuts. And, I mean, like that’s a classic example. It’s right there in your settings. You click on it, it opens up. It says shortcuts for computer, for Android, for iPad, right? And I’m like, “My gosh.” And then it’s got like 14 categories of ways you can use the shortcuts; each one is its own drop menu with a whole list of potential shortcuts.

And I tell people, I go in there and I show it, and I say, “Now look at this. This is a classic example. Print that. Print it onto a sheet of paper, set it right next to your computer, highlight two, three, four of these things that you want to get really good at, and then practice them for the next week or so. And then once you feel like you got those ones down, cross those out, highlight two, three, four more.

Once you get those done, then go back to the next drop panel and print that one and do the same thing. And if you just did that, picked up two, three of these keyboard shortcuts a week over the next year, you’d be like a maestro. I mean, you would be fantastic and so much more efficient at just doing the normal little stuff on your computer because now you don’t have to move your mouse to do it.

Pete Mockaitis

Absolutely. When I made the discovery, I was astonished at so many levels. One, I thought, “How is it that these have been here the whole time and I was not aware?” Two, “Why were these not just automatically turned on as the default setting?” because I guess it was not at the time. Maybe it still is not. And, three, “How come none of my friends, who know I love productivity, ever felt the need to share this with me,” probably because they assumed I already knew it, and it would be insulting to bring it up to me.

Randall Dean

I’m going to give you a different assumption.

Pete Mockaitis

All right.

Randall Dean

They don’t know about them either, because nobody has the time to go take a look. That’s why I said, especially if you’re using Gmail, just in the last week, I saw two things that have changed. They’re constantly working on things behind the scenes. One of them was really minor. They moved it from the little three dots at the top of the screen to the little three dots over to the side of the screen.

And so, I was doing a live program, and I go where it’s always been, and I’m like, “Uh-oh, it’s not there anymore.” And then, just out of nature, I went over to the one, “Oh, there it is. They moved it.” And they’re doing that kind of stuff constantly. And so, I think when you’re using a tool like Gmail, as well as maybe the new and Web Outlook because those are sort of Cloud-based, real-time being updated type tools, you want to go in and look into your toolkit quite frequently because there’s new stuff showing up all the time.

Pete Mockaitis

Yeah, that’s telling. And you’re right, and doesn’t take a lot of shortcut knowledge. The ones I use all the time is J for next message and E for archive message.  And you can do a lot of damage if you just say, that’s how I like to triage, I go, “What are the emails I can archive without even really reading? Like, I can just know these can disappear in under three seconds.”

And I go J-E, J-E, J-J-E, E, J-J-J. And it’s just like, boom, flying through it. And it does feel like you’re a maestro. It’s cool. Can you share with us, what are some other software discoveries that are eye-opening and game-changing for people?

Randall Dean

Well, I think one of the biggest ones that most people don’t realize, both Outlook and Gmail, you can actually utilize the Signatures tool as an automated response template manager. So, basically, like let’s say there are certain messages you’re sending all the time, and the same question keeps coming up over and over again. You go into your Sent folder to find the last time you sent it so you can forward it again until the next time you need to send it again.

And every time you’re doing that, you’re spending, I don’t know, a minute, two, three looking for this thing in your sent folder. You could just copy and paste the text of that message. Go into your Signatures tool in both Outlook and Gmail, create a new signature, give it a name, paste that text into the copy field with your signature at the bottom and hit OK. And now from this point forward, that message reply is push button.

So, as soon as somebody sends you the message, you just copy their email address, you go up to your signature, you pop that into the message, put their name in the Send field, personalize the “Hi, Joe” and then, boom, in like five seconds, you’re sending that message. Not two minutes. Five seconds. And so, that’s like a great example of a way that once you learn the way the software works and what it can do. I always tell people get the word signatures out of your head, replace it with automated email sender, and use that three to five times a day, that you just got half an hour right there.

Pete Mockaitis

Lovely. Well, boy, there is so much we could cover. So, Randy, I’ll just leave it to you to curate. Could you give us maybe the top three transformational tips or practices in terms of this takes very few minutes but it will yield you very many hours?

Randall Dean

One of the things, and this is a little bit of a technical tip, so I’ll describe it, but it always gets the oohs and aahs when I’m doing my program. Did you know that you can just highlight a piece of text in Outlook, Word, Excel, PowerPoint, Google Docs? You can highlight it, release the click, then pick it up and move it to a different place.

And here’s the thing, it’s like almost like a shortcut to copy and paste, cut and paste. And the thing is that it works on all of these tools – Outlook, Word, Excel, PowerPoint, OneNote, Microsoft Teams, Google Docs, Google Slides, even on a lot of web forms it works. And if you can get really good at this, it’s like this quick little thing that you can do to allow you to take a piece of information that’s in the wrong place in your document or file, and quickly move it to the right place in your document or file.

And little tips like that, I think, can, you know, I will say, you know, when I show that to people and they’re all going like, “I didn’t know that I could do that.” I go, “Ah, I just gave you three days this year. There’s your three days.”

Pete Mockaitis

Yeah, I guess we’re saving the Command X and the Command V steps in doing that. Okay.

Randall Dean

And, I mean, it’s literally going to save you a second or two every time, but that second or two, multiplied by 40,000 times a year, it’s going to add up. The other one that I love is that a lot of people don’t realize this. When you’re creating folders, that you can use a special character, like an exclamation point, or even a number, and that will allow your folders to supersede alphabetization. So, what you can do is identify the folders you use the most or that are most important, and move them to the top of your folders list.

And that’s another one that is just like a no-brainer, super time saver, because now, instead of having to go all the way through the alphabet, you’re truncating that, and you can get to the folders you use most frequently right there at the top of your list. And that works not just in your email. It works in both Outlook and Gmail, but it also works in tools like OneDrive and Google Drive with your folders for your documents and files. You can actually move up your most used folders to the top and save a ton of time there, too.

Pete Mockaitis

Nifty. Okay. What else have you got?

Randall Dean

The other one that I really love is to get into the settings, you might need to go into rules in Outlook. You can also do this in New Outlook. You might have to go into Settings, Mail, Notifications. So, they’ve sort of moved it just a little bit. And in Gmail, you might have to go in and set up a filter to do this to make it all work.

But the basic tip is this, identify who your most important senders are. You know how I talked about the big angry dog? You want to identify, “Who sends me emails that are my big angry dogs?” Because what you can do in these tools is you can then go in and tell Outlook and Gmail, “These are my most important people. So, when they send me a message, I would like a pop-up or I would like a unique sound.”

And that means that you don’t necessarily have to get distracted by every squirrel, but when it’s one of those most important people, you certainly can. You can be, “Okay, boom! You know what? I’ll make a different sound, ‘Dun-da-dun-dun’ instead of ‘Doo-doo-doo-doon,’” you’ve been here for years and years, you’ll hear the “Duh-duh-duh-duh-duh.” “Oh, I got to stop for a second, I got to see what this one is.”

And so, that way you don’t feel like you have to look at everything coming in right now because you know that the really important things are going to probably jump up and get you, which means that actually, you might feel a little bit more comfortable keeping your focus on things, knowing that it’s going to tell you when the big angry dogs bark.

And I’ll even add one little micro thing about this. That same capability of setting up those rules can also allow you to set rules to auto-delete things that you don’t want to see at all. So, not only can it help you know when your most important people are trying to get a hold of you. It can also get rid of a bunch of the junk and spam automatically so it’s not even taking two seconds of your time.

Pete Mockaitis

Cool.

Randall Dean

So, it’s both sides. It helps on both sides of this. One last thing I’ll say is Outlook, specifically, will even allow you to set a priority level. So, like, I want to know when I get an email from my boss that is marked important. See, and it will only make the special sound when it’s from my boss marked important.

In that way if you’ve got an enlightened boss, who’s also taken my program, they’re going to learn that they should only mark emails important when they want faster action. Everything else can just be processed in normal strategy. And I always make the joke, “If every email you send is marked urgent or important, none of your emails are truly urgent or important.”

Pete Mockaitis

Understood. Well, tell me, Randy, any final things you want to mention before we hear about some of your favorite things?

Randall Dean

Once you get this efficiency regained, then you can actually take advantage of some of the other tools in in the suite – calendar, contacts, tasks, notes, maybe tools like OneNote or Google Keep, Teams, Drive, Planner – to get significantly more prioritized and strategic with that extra time you’ve now created.

And if you can get to where, you know, you get that email under control, it’s not taking quite as much of your day, you’re getting some of these efficiencies in time, then maybe you can actually step your game up to be a little bit more prioritized, more strategic, more effective, because now you’ve got this new necessary nuisance under control a bit.

Pete Mockaitis

Well, thank you. Well, now could you share a favorite quote, something you find inspiring?

Randall Dean

Well, it’s funny. I put it in my book. The quote is from Gandhi. It’s, “Be the change you wish to see in the world.” But I then put right under it, “Be the change you wish to see in your inbox.” 

Pete Mockaitis

All right. And a favorite study or experiment or bit of research?

Randall Dean

It’s more than 20 years old now, it was by the group called Basics. And they actually did a study where they got permission to go into a whole bunch of different organizations, have their researchers stand around just waiting and watching for people getting unexpectedly interrupted, and they tracked what happened.

And they found an interesting thing, that people that get unexpectedly interrupted in the workplace, after that interruption has been handled, they answered the question, they had the conversation, they get off the phone call. The interruption is now over. If they’re not ready for that interruption when it first occurred, they will then spend an additional four to 15 minutes each and every time before they get back to what they were working on, because they lost their place and they forgot what they were doing.

And so, the little micro tip that I share is, if somebody interrupts you, you can just go, “One second, please,” grab a sticky note and write down exactly what it is you need to do next on whatever you’re working on, put that right on your computer screen. And the goal of that is so that you’re basically leaving yourself bookmarks throughout the day, “Oh, yeah, that’s what I was doing.”

So, the interruptions can still happen, and I even say, I think it will help your communication quality because if you don’t do that, what are you very often doing the whole time you’re talking to that person?

Pete Mockaitis

To remember you’re still doing the thing, yeah.

Randall Dean

Trying to remember where you’re at, which means what are you not doing, listening? And that is where mistakes and errors of omission creep in, too. So, I think that’s just a classic little study that can then morph into it. And I always conflate that, you know, four to fifteen minutes per, and then I will ask my audience, I’ll go, “What do you think, 10 to 25 a day, 10 to 25 unexpected phone calls, stop-bys, interruptions, text messages?” And people give me the head nod.

I go, “If I’m right on this, that means you’re losing 45 minutes to as much as two hours a day just because you’re getting distracted that many times per day. And if you can get it down to where you have a strategy for that, that could create another hour or two, daily.”

Pete Mockaitis

Yeah. And a favorite book?

Randall Dean

It’s called Clutter’s Last Stand by Don Aslett.

Pete Mockaitis

All right. And a favorite habit?

Randall Dean

Don’t start your day in your inbox. Start your day in your calendar for a few minutes. Not just looking at today, but looking forward to see if there’s anything coming you need to get ready for. Are there any blocks of time that you could block for more strategic use on your key projects or activities? And then build a short, focused task list for today that matches your key projects and responsibilities, but also your available time.

If you’re doing that right, that should only take you three to five minutes at the start of the day. But you want to do that before you even dare open your inbox. Because if you open your inbox first, it’s basically like going over the door of the office, opening the door, and saying, “Come on in, squirrels! Take over,” right?

So, I want you to get into your time, your projects, and your tasks for a few minutes before opening your email so that you put that email into perspective. And then if the email fully takes over, it probably should. It probably is the most important thing. But if you’re not looking at your calendar and your projects and tasks first, how do you know? You’re just guessing.

Pete Mockaitis

All right. And if folks want to learn more or get in touch, where would you point them?

Randall Dean

I would just say go out and check out my website, RandallDean.com, pretty easy. That’s Randall, R-A-N-D-A-L-L. And if you go out to RandallDean.com, I’m also on LinkedIn. I would say search “Randy Dean” to find me. And I have a popular and growing YouTube channel too, and I think you could just type in Randy Dean, email, and it’ll probably, something of mine’s going to pop up right near the top of the list, so, yeah.

Pete Mockaitis

All right. And do you have a final challenge or call to action for folks looking to be awesome at their jobs?

Randall Dean

Rome wasn’t built in a day. Pick two, three, four pieces of low-hanging fruit, do those first, baby steps. You don’t have to become an expert overnight, but find those really good nuggets wherever you find them and try to integrate those right away, and then build your system from there.

Pete Mockaitis

All right. Randy, this is fun. Thank you.

Randall Dean

Yeah, I had a good time.

1024: Crafting your Own Ideal Time Management System with Anna Dearmon Kornick

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Anna Dearmon Kornick shares essential tools and tricks for managing your time and energy well.

You’ll Learn

  1. What most forget when planning out their day
  2. How to keep little tasks from distracting you 
  3. How to arrange your week to maximize energy 

About Anna 

Anna Dearmon Kornick is a highly sought after time management coach and keynote speaker, top 1% globally ranked podcast host of It’s About Time, and founder of the It’s About Time Academy. A true Louisiana firecracker who has become known for making time management fun, Anna helps busy professionals and business owners struggling with overwhelm manage their time using her personality-driven HEART Method.

Building on more than a decade of experience in the fast-moving, high-stakes world of political and crisis communications, it’s no surprise that Anna thrives on creating order out of chaos. Early in her career, she wrangled media for a Lt. Governor and managed the hectic schedule of a U.S. Congressman. Her rapid response background and relentless approach to problem-solving position her as the go-to expert for purpose-driven time management for busy professionals.

Resources Mentioned

Thank You, Sponsors!

Anna Dearmon Kornick Interview Transcript

Pete Mockaitis
Anna, welcome!

Anna Dearmon Kornick
Hey, Pete, how you doing?

Pete Mockaitis
I’m lovely. How are you doing?

Anna Dearmon Kornick
I’m doing great. Thanks.

Pete Mockaitis
Well, I’m excited to hear some of your time management wisdom. You have had some cool experiences from wrangling some hectic schedules in your professional world, so, I’d love to hear any really surprising insights about time management that you know and we don’t, but we should know?

Anna Dearmon Kornick
Well, I’ll tell you an insight that I learned very early in my, I guess you could call it time management career. My first job straight out of college was as a scheduler to a United States Congressman.

And my very first week on the job, I was so excited to dive in and create the most perfect schedule anyone had ever seen. And on day one, mid-morning on Monday, our chief of staff Clayton walks up to me, and he says, “Anna, we have a problem.” And my heart absolutely sank, I had no idea what I could have done wrong. And he points out that I’d forgotten something very important, and it’s something that a lot of us actually tend to forget.

And he shared with me that the boss was not a robot, and that he needed bathroom breaks built into his schedule. And I was absolutely mortified. And it was such an important reminder very early in my career that we are all human, and that taking breaks is just as important as making sure that there’s time allotted to get things done.

Pete Mockaitis
Yes, we are all human, and time needs to be allotted. As we’re having this conversation, this is the day that, well, President Jimmy Carter’s funeral is occurring in the Washington Cathedral. And I caught some of the news showing that live broadcast. And it was sort of a unique moment watching all these presidents.

Just sitting and waiting. Just like the rest of us, like there are times, it was like, “No, a funeral is about to start. We are sitting and we are waiting for things to occur because even though we are super powerful, wealthy, important, that’s just kind of a reality. Like, they, too, need bathroom breaks and need to eat and sleep and do all the things, though that’s not put on the news stations.” So I think that’s a great point right there, is that whether or not you’ve scheduled it, these things must happen.

Anna Dearmon Kornick
Yeah, exactly.

Pete Mockaitis
And when you’re in a highly scheduled environment, it sounds like that was your duty to literally put a line item in the calendar, which says, “Restroom.” Or, how is that operationally executed, if I may ask, Anna?

Anna Dearmon Kornick
You know, that’s a great question. It really looked like making sure that there was 15 minutes of buffer. Between every two meetings, there needed to be 15 minutes of buffer just in case, so often, when we think about time management, we tend to think about getting as much accomplished as possible and squeezing in as many things as possible into our day. But if that is the only lens through which we look at time management, we’re setting ourselves up for failure because the perfect day, maybe on paper, where you maximize every single minute of your day, it just doesn’t work in real life.

Pete Mockaitis
Well, it’s so funny, I’m so fascinated by the notion of scheduling every minute of another person’s life and what that experience is like for you when you’re fresh into your first kind of professional role there.

Anna Dearmon Kornick
I know it’s a crazy concept to think about that.

Pete Mockaitis
Yeah, so I guess help me out, literally, in that calendar, you’re having sleeping, waking up, and showering. Like, you have this written in there for every piece?

Anna Dearmon Kornick
Yes, that was all completely time blocked. So, I know your audience is no stranger to time blocking. It’s creating a block in your calendar that represents how you’ll spend that time, and we essentially knew that in order. So, as a congressman, as anyone in a high-powered, high-responsibility position, you have to divide your time in a lot of different ways. 

And so, without having a minute-by-minute itinerary for the day, it’s nearly impossible to divide your time between all of these different pieces that have to be tended to.

And, of course, it took a really important upfront conversation of, “What do you want your day to look like? What type of breaks do you need?”

But it really had to look at, “Okay, so you want to work out, in the mornings. How long do you need to work out? What does that transition time look like from the gym back to the office? How much time do I need to block out?” I got really acquainted with using Google Maps and traffic projections in order to understand transition time from point A to point B because that was so key in making sure that buffer time was included.

Really, every single thing had to be thought of and accounted for to ensure that the day went smoothly and that we were able to have him show up everywhere that he needed to be.

Pete Mockaitis
Yeah, what I find intriguing about this notion is, I guess maybe I’m just sort of like a creative, free thinking, I like to get into my flow. Like, that’s my favorite is like, “Oh, there’s nothing this afternoon. Let’s just dream up some things.”

Anna Dearmon Kornick
Well, you should not be a congressman then. I would not recommend that path for you.

Pete Mockaitis
Yeah. Well, I think for several reasons, but I guess what’s funny though is if you are proactively taking into account every minute and the travel time, then it doesn’t necessarily follow that having a schedule that looks visually jam packed actually feels emotionally stressed, rushed, hurried, exhausting. It’s like, “What’s on my calendar? Oh, 45 minutes for strolling to the gym, exercising, and strolling back. All right then, I’ll just enjoy doing that now. Cool.”

Anna Dearmon Kornick
Yeah, I mean, what’s so interesting is that. A lot of my work as a time management coach now incorporates your personality and the way that you think, the way you make decisions, the way you approach structure, closure, open-endedness, all of those things, it deeply impacts the way that you spend your time and manage your time.

And for many people, a minute-by-minute planned-out schedule feels freeing because everything has been accounted for, and they’re not having to make minute-by-minute decisions as their day goes on because everything’s been planned. All they have to do is adapt as they need to. But for other people, having a minute-by-minute planned-out schedule is just an opportunity to rebel and do the opposite of what is on the schedule.

Like, “No, nobody is going to tell me what to do, not even me and my calendar.” And so, it’s really important to understand. I mean, you mentioned, “Hey, if I’m a creative type, I want to have time to think.” Having that minute-by-minute schedule probably wouldn’t be the best route for you to take. I would recommend something else for you. But if you have that type of personality where the structure feels like freedom, then time-blocking the heck out of your day or your week is going to feel right for you.

Pete Mockaitis
That’s handy. Well, I’d love it you could perhaps share with us a cool story of someone who saw a transformation with regard to their relationship to time management, where they were, what they did, and where they landed.

Anna Dearmon Kornick
So, it really makes me think back to a client that I worked with a few years ago. I’m going to call her Amanda. And when Amanda and I started working together, she was completely overwhelmed to the point where she felt hopeless. She was working in a job that honestly had her working 24/7. She was never putting her laptop away. She was missing out on spending time with her family and friends. She felt like life was completely passing her by and that she was completely just drowning in work, and she didn’t know what to do about it.

She reached out, and she said, “I feel like this is my last hope. Let’s work together, let’s figure this out.” And so, working with Amanda, we started, step by step, sorting out what it is she actually wanted her life to look like. And the thing is that, for so long, she had just been kind of swept up in this wave of everyone else’s expectations, of what her parents wanted for her, of what she thought that she was supposed to be doing.

And she realized that she wasn’t really doing anything that she truly wanted to do. And so, for the first time in her life, she actually started to create a vision for her life and what she wanted. And she started getting really clear about what she wanted for her future. And a lot of times you might think, “Wait, what does this even have to do with time management?” But without a vision for your future, you have no direction, you have no decision points about how to spend your time.

And so, I encouraged Amanda to write a letter to herself from a future version of herself. So, we worked together in 2020, and she wrote a letter to herself from 2025 Amanda. And in this letter, she poured into all of the things that she was currently doing, that she owned a home, that she was in a job that she loved, that she worked in an office with exposed brick and huge windows, that she had time to spend with her family and friends, and that, more than anything, she was happy and proud of herself.

Now, staying in touch with Amanda over the last five years, because it’s 2025 now, I’ve had the opportunity to watch her set boundaries in how much time she spends working. I’ve had the opportunity to watch her take care of herself by leaving work in order to actually go to the gym and work out. I’ve watched her invest in her health. I’ve even seen her, she called me the day that she bought a new car, the car that she had always wanted.

And it was such a huge step for her because she was finally doing something for herself that she wanted. And she reached out to me a couple months ago, and she said, “I’m about to step into 2025 Amanda, and almost every single thing that I wrote in my letter five years ago has come true. And it’s come true because of the vision that I created and the way that I shaped my time to match that vision.”

Pete Mockaitis
Very cool. All right. Well, I think we’d all love a little more of that going on in our lives. That’s delightful. So, tell us, I think we’ve all heard some tips or tricks, some listicles, maybe we’ve got an app or some tools that we dig, can you share with us perhaps, fundamentally.

Anna Dearmon Kornick
So, a lot of times when we want to make a change to the way that we’re spending our time, we want to go straight to our calendars or our to-do lists and start rearranging things. We want to download an app or try a habit tracker. But the thing is that, whenever you go straight to trying to rearrange things or add a new hack or an app, you’re starting in the wrong place. The biggest mistake that most of us make when it comes to improving our time management is that we skip the most important first step.

And it’s exactly what I shared about Amanda. It’s creating that vision for your future. And the thing is that, when you have that vision, you have a direction to move in. You know where you’re going because every single decision you make about how you spend your time either gets you closer to or further away from that vision. But let’s say you have that vision, you know what it is that you want, then what? How do you actually make that happen?

So, that’s where I like to share basically my time management Swiss army knife. I really think that there are three core tools that really serve as the foundation for time management once you have that vision in place. And that’s time blocking, task batching, and theme days. Time blocking, task batching and theme days. When you are able to pull one of these tools from that time management Swiss army knife, you’re able to do a couple things.

So, there are two productivity pitfalls that all of us are constantly fighting, whether we realize it or not. One of those is Parkinson’s Law. So, Parkinson’s law tells us that work expands to fill the time available. And you might be like, “No, Anna, I would stop working at some point. Work’s not going to expand all over the place.” But the thing is that it does.

When we don’t have a clear understanding of what done or complete or enough or success looks like, there’s always something else that we can tweak or adjust or edit in order to get ever so much closer to impossible to reach perfection. And so, we just kind of keep going without a limit. But when you use time blocking, you’re able to beat Parkinson’s law because a time block gives you a set start time and a set end time. And it helps you contain that work within a specific timeframe.

Anybody who has ever said, “I am so good at working under pressure. You give me a last-minute deadline and I can crank it out.” That’s Parkinson’s law making that happen. Because when you have that set deadline, you find a way to make it work.

Pete Mockaitis
Well, if I may, when it comes to the time blocking, I totally hear you that the work will expand to fill the time allotted for it. Although, I don’t think that the reverse quite works, in the sense of, if I say, “I’m going to accomplish this thing in 12 minutes,” but, like, it’s actually impossible. How do you think about setting an appropriate amount of time for a thing?

Because I’ve heard studies show that we humans are not the best at estimating how long something actually takes. But at the same time, I see there is value in having a number there that keeps us from spinning our wheels and going to unnecessary layers of iteration that are really not that helpful. So, I think you can assign too much time, you can assign too little time, and we’re not that good at it. How do you go about blocking an appropriate amount of time?

Anna Dearmon Kornick
Okay, I love that because you actually stepped right into the next productivity pitfall, which is the planning fallacy. So, that thing, that study show, it has a name. The planning fallacy states that humans are terrible at estimating how much time things take. And when you know that that exists, then you can do something about it, right? Because it’s kind of like the first step is acknowledging that there’s a problem. Our first step to getting better at estimating how long things take is acknowledging that we’re all naturally pretty terrible at it.

So, I really encourage my clients to kind of create their own formula. My rule of thumb is if you think something is going to take an hour, add an additional 30 minutes. If you think something is going to take 12 minutes, give yourself an additional 12 to 30 minutes, just in case. Because most of the time we are going to underestimate. So, anytime you think, “Hey, I think it’s to take me about this long,” add more time. You’re probably going to need it.

And if you want to take it even a step further, so let’s say that it’s something that you do on a regular basis, maybe it’s submitting invoices, or doing some type of report, or just something that you’re doing on a regular basis, time yourself. Next time you do it, time yourself. See how long it takes because that’s going to give you a much better example to refer to in the future is when you have some actual data to work with.

Me, personally, I am not a huge fan of time tracking for the sake of time tracking. But sometimes one of the most valuable exercises that we can do is a time study where you spend time tracking how you are spending your time for the course of a week in 15-minute increments because it is so telling and it exposes all of those places where we waste time, that we don’t even realize that we’re doing things that we don’t even realize that we’re doing.

Pete Mockaitis
Okay, that is handy, yes. And I also like the notion of when you put more time than you estimate is necessary, I think that creates just really nice psychological feedback things going on because sometimes I get frustrated with like, “Ugh, this thing is taking way longer than it ‘should.’” And that makes it more aggravating as opposed to, “Oh, wow, I allocated an hour and a half for this thing. And by good fortune, it only took 52 minutes.” Well, then, one, I feel like a winner, like, yay me. And, two, it feels like there’s a little bit of a present, like, “Ah, well, here we have this extra time right here.”

Anna Dearmon Kornick
Bonus time.

Pete Mockaitis
Yes, “What shall I do with this surplus?”

Anna Dearmon Kornick
I love that. I love that. You know, that actually reminds me of something that I shared with a client yesterday called the shiny things list. So, we can have the most pristine organized environment to work in, we can turn off all of our notifications, put our phone in airplane mode, but we still have ourselves and we can sometimes be the most distracting thing in the room. We’ll start working on something, like you said, “I gave myself an hour and a half to work on this and it only took 52 minutes.”

And in that 52 minutes, we remember that we need to order toilet paper and have it shipped, and that we need to get a birthday card for our mom, and that we need to follow up with Tony about the Jones report. And so, what we tend to do naturally is we stop what we’re working on to order the toilet paper to have it shipped from Amazon, and we stop what we’re working on to order a birthday card, or to make a note, or to stop what we’re doing and we check in with Tony about that report.

And we end up ping-ponging around to all of these different things, which ends up slowing us down, causing us to make more mistakes on the thing that we’re trying to focus on and just making it take a lot longer. And so, what I encourage people to do is to have a notepad right next to your desk so that, as you are working, let’s say that you have an hour and a half to get something done, so at the top of our notepad, we’re going to write down, “One o’clock to 2:30 because, boom, that’s the time that I’m committing to work.”

And then below that, we’re going to make a list of the three things we’re going to accomplish in that timeframe. Now, you might only set out to do one thing, but what if you finish it in 52 minutes? Then you have this bonus time. And what do most of us do with bonus time, Pete?

Pete Mockaitis
Social media. News.

Anna Dearmon Kornick
You got it. We just kind of flop into default mode when we could transition that focus time into something else useful. So, I love to recommend, “Okay, what are the one, two or three things that you’re going to accomplish during that focus time so that you’re able to go straight into the next thing without having that waffly decision mode?” And then once you have those three things decided, you draw a line underneath it, that’s your line in the sand, and then you write, “Shiny things.” The more scribbly you can write shiny things, the better because it really emphasizes, like, the frivolity of them. And then you get to work.

And every time something pops into your head, instead of acting on it immediately, you write it on your shiny things list. You contain your shiny things instead of chasing them. And so, after you finish this work block, and you have this list of shiny things, now you have some decisions to make. You can decide, “Do I need to do these now? Do I want to defer them to later? Do I want to delegate them to someone or delete them altogether?” But the point is that you didn’t go off on a million different rabbit holes. You stayed focused because you didn’t chase your shiny things.

Pete Mockaitis
Certainly. And it’s a good feeling, too, because there’s a little bit, again, psychologically, when I have the idea, it’s like, “Ooh, there’s a thing that I should do,” and it comes into mind, we do tend to do them right away, because there’s a little bit of a tension. It’s like, “Oh, I don’t want to forget. This is in my mind, and that’s the way to relieve that pressure of it being in my mind.” But you could also just write it down, and then it’s like, “Oh, and here they are all captured here. How handy.” Super. Okay, so we got time blocking, task blocking. And then theme days?

Anna Dearmon Kornick
Theme days, yes. So, I love theme days, and theme days are especially a good fit for people who want flexible structure. So, if you’re the kind of person who, having a minute-by-minute time blocked schedule, makes you feel itchy, then a theme day is probably going to be the best bet for you. So, it’s basically choosing a different theme for each day of your week.

So, let’s say you’re in a marketing role. And maybe Mondays, you want to make that social media Mondays. And that’s the day that you focus on creating social media content. It doesn’t matter if you write captions in the morning or in the afternoon, as long as it gets done on social media Monday. Maybe on Tuesdays, you call it, “Tell them all about it Tuesdays.” And that’s the day that you put together PR pitches and do media outreach and write your newsletter. Again, it doesn’t matter when it happens during the day, as long as it happens.

Go a step further. Wednesday could be website Wednesday. You can come up with a different theme for each day of the week. And what this does is that it creates some mental consistency for you. It puts you in a consistent mindset all throughout the day so that, even though you’re working on a collection of tasks that are related, you’re not jumping from one moment writing a social media post, to then sending an invoice, to then updating a website. Those are all three very different mental processes and ways of thinking.

And so, it enables you to really streamline your energy, your creativity, and your focus and to basically shape your day around each of these themes. It’s also really cool because it helps you create consistency and set expectations for yourself about when you can accomplish certain things. And it helps you set expectations with your team if you’re collaborating with others. Because if your team knows that, “Hey, every Wednesday is Anna’s website Wednesday,” they know that they’ve got to get any updates to you by Tuesday afternoon so that you can incorporate them on Wednesday, you know?

And so, theme days can be a really great way to introduce some flexible structure that helps you be more efficient with your time, your creativity, and, plus, it’s just fun to use alliteration and come up with fun names for theme days. I mean, to me, that’s like half the fun.

Pete Mockaitis
I was asking if alliteration was required.

Anna Dearmon Kornick
I mean, personally, I think it should be, but you do whatever you want.

Pete Mockaitis
And what’s nifty about themes is the organizing principle of the theme can be any number of things. Like, when you say website Wednesday, it’s sort of like, “Okay, on website Wednesday, there are a number of,” let’s say, “environmental context things in play.”

Like, “Okay, I’m going to be in an office at a computer with some quiet. I’m going to have a few pages or tools open and at my disposal.” And so, in so doing, there’s time savings that just shows up because I’m not logging into a new thing, and they got the two-factor authentication, you know, blah blah blah blah. It’s like, “I’m doing that once, and then, all right, and then I’m in the thing, and then away we go. Cool.” And, likewise, you are well equipped. It’s like you’ve got all your stuff for doing the thing at hand.

Anna Dearmon Kornick
Your mise en place.

Pete Mockaitis
Yes, and you’re in the mental groove, and you have like a bit of expectation and understanding of, like, in a way, you’re almost warmed up. So, I see a lot of value in the themes. And in my experience, sometimes you can even just have like a theme half day in terms of, “Well, hey, before lunch is this theme, and after lunch is that theme.”

Anna Dearmon Kornick
One hundred percent.

Pete Mockaitis
And in the startup communities, they talk a lot about the maker schedule versus the manager schedule, which I think is fantastic because those feel wildly different. Like, “I’m creating some stuff thinking deeply and I’m not available to anyone, go away,” versus, “I am super responsive. I am your most accessible, friendly, quick manager and collaborator you could dream of because I’ve got the slack. I’ve got the email. I got all the text, window. I got all the things to message and communicate up a storm quickly,” and they do feel totally different.

So, I would love some of your pro tips from your clients in terms of like themes, categories, contexts, mind states. What are some buckets that you find pretty handy for holding a variety of things together in a theme?

Anna Dearmon Kornick
Oh, I love this. I love this question so much. And if you have not had a chance to read the book, Mind Management Over Time Management, I think is the name of it. It’s by Dan Kadavy.

Pete Mockaitis
Oh, David Kadavy. That sounds like David Kadavy.

Anna Dearmon Kornick
David, yeah.

Pete Mockaitis
Yeah, he’s been on the show a couple times. He’s a buddy.

Anna Dearmon Kornick
Yeah, I thought so. I loved that book so much, and I’ve actually taken a lot of what he shared and incorporated that into some of the way that I teach theme days because it’s just so good. But when we think about different ways to approach theme days, we have to think about the way that our mind works. And that Monday morning time block is when we are freshest, typically when we are most energized.

And so, any opportunity that you have to give yourself heads down work on Monday morning is going to be huge. So, that could look like thinking about what is your most important project right now, what is the most important thing that you need to do in order to move your goals forward, and stick that Monday morning, if that’s when you’re going to be at your best.

I’ve had people make that their book writing time. So, Monday is for content. Monday is for marketing. Monday is for really just that heads-down thought work because that’s when we’re at our freshest. And we decline during the course of the day. Our energy gradually drops. We have a little bit of a second wind in the early evening, but, typically, we start fresh. And so, like you mentioned, using the half day theme concept.

It’s also great to think about your day in terms of two parts, “What is your before-lunch theme? What is your after-lunch theme?” I have some clients who arrange their days based on the different industries that they support. So, I have a handful of consultants or PR advertising agency folks, and rather than, in one day working on an industrial client and a health care client and a food and beverage client, instead, they align their days with, “Okay, Monday is my healthcare day. Tuesday is my hospitality and hotel day. Wednesday is my education and nonprofit day.”

And this, again, allows them to align their thinking in a streamlined way. They get into that groove, that flow state, even though they’re performing different tasks, it’s all under that same umbrella. I have different clients who have created research theme days, if part of their work involves research or academic writing so that they’re able to identify when during their week are they at their best for that type of work, and they arrange their theme days accordingly.

I’ll say that the most consistent theme day on Friday is admin and, like, financial catchup because a lot of the time, by the time we reach the end of the week, we’re kind of spent. We need to kind of take it easy. And so, a lot of times my clients choose to make Fridays either a no-meeting day or a light meeting day, and they use it to catch up on tracking metrics or completing reports or updating databases because it’s a light lift before they do an afternoon planning session heading into the weekend.

Pete Mockaitis
That’s cool. And I also like the notion of when it is, is that groove. Like, sometimes I enjoy, I don’t know what I would call it. I call it in my brain, like, task slaying in that there are many little things.

Anna Dearmon Kornick
Pebbles.

Pete Mockaitis
Oh, there you go. Pebbles. That’s fun. And, I’m just going to obliterate them. And it feels so good because a lot of them, it’s sort of like they’ve been lingering for a while. It’s like, “Oh, yeah, I’ve got some laundry there. I should probably handle that.” So, it’s sort of like, it’s surfaced in my consciousness numerous times. And there are things like tidying, replenishing supplies, email. I like the OmniFocus Task Manager. There’s some time management dork-ness for you.

Anna Dearmon Kornick
Love it.

Pete Mockaitis
Like, old voicemail clutter. It’s like there’s lots of little things and they’re kind of weighing on me a little bit, and have been weighing on me a little bit repeatedly, and to decide, “This is the afternoon in which I’m going to annihilate many of these things in quick succession,” feels just phenomenal.

Anna Dearmon Kornick
Oh, yes, it does. Pete, you would love a pebble power hour.

Pete Mockaitis
Oh, there you go.

Anna Dearmon Kornick
You would love them. So, when I’m working with my clients, we like to break down the things on their to-do list, the things in their life as boulders, big rocks, and pebbles. Boulders being those things that are important and not urgent that help you show up as your best self. Big rocks being your project-oriented tasks, the things that really move the needle in your life and work. But then there are pebbles, and pebbles are everything else. Those are those little tasks and to-dos that weigh on you.

My favorite example of a pebble is filling out a reimbursement form because I can think of a few things that are less mundane than filling out a reimbursement form, and like tidying up your email, and all of those things. And so, I really encourage people, over the course of the week, to put all of those little tiny tasks in a different place. Don’t let them swim alongside your most important tasks.

We want to separate out your pebbles because, let’s say Friday afternoon, you schedule a pebble power hour for yourself. You’ve got just set a timer for an hour and knock out as many of those little bitty insignificant tasks as you can. You’re going to feel amazing heading into the weekend because you’ve just done this total dopamine burst of accomplishing so many little things.

And you’re clearing your plate and you’re lightening your load because individually each one of those tasks is small, but they add up to weigh on you, and they pull you down and they hold you back from really giving your all to what’s most important. So, hey, maybe you need a Pete’s pebble power hour on Friday afternoon to knock out all those little things.

Pete Mockaitis
Oh, yeah, even more alliteration. Okay. And Anna, I’d love your take on what is some common advice that is just wrong or bad or ill-advised and you recommend we disavow entirely?

Anna Dearmon Kornick
I’d say that the worst advice that’s out there, really, can be applied to any, so any time management system, okay? If you do not follow it 100 % and correctly and by the book, the way that it is written, then you are failing. And let me make sure that I’m super clear about that. There are so many different ideas and books and thoughts and methods around time management and organization. And what is so disheartening to me is to talk with someone who has tried to follow a system, but it doesn’t work for them. And they think that they are the problem.

But what’s really happening here is that the system as written is not a match for the way that they think. It’s not a match for their lifestyle. It’s not a match for who they are. And I hate to see people think that there’s something wrong or broken about them because a system that worked perfectly for someone else didn’t work for them. And so, the flip side of that advice is, adapt. Take what’s out there and use what works for you.

If you find an amazing book on time management and you try some things, but maybe part of it doesn’t work for you, it’s not a you-problem. It doesn’t mean that there’s something wrong with you. Just adapt it, treat it like an experiment, keep trying. The more self-awareness that you have and the better you’re able to understand yourself and how you think.

I mean, this is exactly why I have my clients take the Myers-Briggs as soon as we start working together because it’s so incredibly revealing, and it’s such a boost to their self-awareness, which helps them take what they need and leave what they don’t to create a system that works for them instead of trying to copy and paste something else that’s out there.

Pete Mockaitis
Anna, I love that a lot. It reminds me, we had a conversation with BJ Fogg from Stanford, who’s fantastic, and he wrote the book Tiny Habits, in terms of he likes to think about it as, I believe he calls it behavior design, which is just fun because design conjures images of whiteboards and Post-it notes and Sharpies. And it’s, like, we’re trying to design something that works. And if what we have done hasn’t worked, it doesn’t mean it’s a moral failure, “Oh, I’m lazy. I’m insufficiently committed. I have an addiction to social media,” or whatever, and, hey, maybe we do.

But it’s not like, “Through my fault, my own grievous fault, I’m bad and evil.” It’s just that, “No, this design isn’t quite fitting. It’s not quite working.” And I like to think about it sort of like when you’re organizing a space, if an item does not fit on a shelf, it’s not because the item is bad or the shelf is bad. It’s just that these shapes and sizes of these things are not compatible with each other. There’s no value judgment. It just means that shelf is not the ideal place for this item and we have to figure out where is a better fitting place.

And, likewise, with some of this tiny habit stuff or these systems, I likewise feel that satisfaction just as it is, at least I find it, and I’m not that organized of a person, it is delightful when you have an item that fits perfectly into a place. 

So, too, I think about that when you’ve got a real great lock for an activity and a schedule. It’s, like, “Oh, this matches my groove and my mode and my flow and my energy and the time available. Like, this activity matches this space in my calendar, oh, so just right and it feels delightful.” But the flip side, I’m thinking also about David Allen, Getting Things Done, and he’s been on the show, and I think he’s phenomenal.

But he will mention, and I think it’s kind of a tough reality that the mind-like-water mental clarity amazing space is primarily achieved when, in fact, you have completely absolved your brain from the task of remembering things. And so, if you do not have a system that you sufficiently trust and have sufficiently downloaded all of the stuff from your brain into that system, then you will not experience the peace and freedom that comes from exercising the Getting Things Done, GTD system.

So, it’s a little bit tricky because it’s almost like, “If you’re not doing it perfectly, you’re not reaping the benefits.” And yet, I think it’s semi-true that there are tremendous diminishing returns from being able to completely trust your system and having all contents downloaded out of your brain than being able to 92% trust your system and have 92% of the contents downloaded out of your brain.

But at the same time, it’s not like a shame-on-me value judgment thing. The answer is more of a, “Okay, how could I tweak my system to get that lingering 8% out of there and experience all the wonders that can be enjoyed?” What’s your hot take on all this distinguishing, Anna?

Anna Dearmon Kornick
Well, I’ll never forget, I was listening to an episode of Beyond the To-Do List podcast. Love that one. And David Allen himself said that he does not follow GTD 100% all the time. And hearing him say that felt like such a wave of relief washed over me because, to that point, I was struggling because I’d implemented a lot of what was in GTD, and it was before I’d become fully confident in taking what worked and leaving what didn’t.

And it almost felt like permission to customize it to the way that it worked for my life. And I’ve had so many clients come to me feeling like failures because they were unable to use another system 100% copy and pasted. And so, I aim, instead of for, “Hey, let’s go all in on whatever this is.” Let’s not focus on all or nothing behavior, or all or nothing implementation. Let’s look at all or something. What’s the good, better, best?

You know, like you said, the 92%. What if I trusted 92%, and I have 92% of my things downloaded? Sure, there’s still that 8% there, but, like, is it even worth it to struggle and push to get that remaining 8% out of your head when 92% is really freaking good? That’s nice. That’s awesome. And so, like, let’s celebrate getting really far, and let’s celebrate the progress, and let’s be really happy with how far we’ve come instead of how we’re not doing it perfectly.

Pete Mockaitis
All right, sounds good. Well, Anna, let’s hear about some of your favorite things. Could you share a favorite quote, something you find inspiring?

Anna Dearmon Kornick
Oh, my favorite quote of all time is “Imagination is more important than knowledge,” by Albert Einstein.

Pete Mockaitis
Okay. And a favorite study or experiment or bit of research?

Anna Dearmon Kornick
So, actually, I think that instead of jumping straight to something that a scientist has done, I just want to give a shout out to Laura Vanderkam and the work that she has done with collecting time studies and what she has learned about the way that women, professionals, people actually spend their time during the course of a week.

Pete Mockaitis
Okay. And a favorite book?

Anna Dearmon Kornick
The One Thing.

Pete Mockaitis
Oh, yeah. And a favorite tool?

Anna Dearmon Kornick
I can’t live without Asana.

Pete Mockaitis
Okay. And a favorite habit?

Anna Dearmon Kornick
Every Sunday evening, I like to refill all of my supplements while doing a face mask. And I like to pair those, like do some habit stacking, habit pairing, and it’s such a really nice way to take care of myself heading into the week. You should try it.

Pete Mockaitis
That’s good. And a key nugget you share that really connects and resonates with folks; they quote it back to you often?

Anna Dearmon Kornick
It’s that time management doesn’t start on the pages of our planners. It starts by getting to the heart of what matters most.

Pete Mockaitis
Okay. And if folks want to learn more or get in touch, where would you point them?

Anna Dearmon Kornick
Yeah, so I would love for you to head over to check out my podcast. It’s called It’s About Time. It’s a podcast about work, life, and balance, with new episodes that go live every single Monday. You can find it in your favorite podcast app. So, that’s where I would love to keep in touch with you.

Pete Mockaitis
All right. And do you have a final challenge or call to action for folks looking to be awesome at their jobs?

Anna Dearmon Kornick
Yeah. So, if you’re looking to be awesome at your job, my challenge to you is to think about what do you want your life to look like five years from now? What’s that vision that you have for your life, and not just at the job description level? What do you want your house to look like, your relationships, your family, your fitness, your wellbeing, what’s going on inside of your head? All of that is what adds up to create your vision. And when you’re clear on your vision, every single decision you make about how to manage your time becomes so much easier.

Pete Mockaitis
All right. Anna, thank you. This is fun. I wish you many beautiful days.

Anna Dearmon Kornick
Thank you, Pete. This has been a lot of fun. I appreciate you having me.

2024 GREATS: 950: Cal Newport: Slowing Down to Boost Productivity and Ease Stress

By | Podcasts | No Comments

 

Cal Newport shows how to achieve more by doing less.

You’ll Learn:

  1. Why we’re measuring productivity all wrong
  2. The surprising math showing how doing less means achieving more
  3. The trick to eliminating tasks that don’t serve you

About Cal

Cal Newport is a professor of computer science at Georgetown University and a founding member of the Center for Digital Ethics. In addition to his academic work, Newport is a New York Times bestselling author who writes for a general audience about the intersection of technology, productivity, and culture. He is also a contributor to The New Yorker and hosts the popular Deep Questions podcast.

Resources Mentioned

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Cal Newport Interview Transcript

Pete Mockaitis
Cal, welcome back.

Cal Newport
Well, thanks for having me. It’s always a pleasure to chat.

Pete Mockaitis
Oh, I have been loving your book Slow Productivity, and I would like it if you could kick us off with any particularly, strikingly, fascinatingly counterintuitive discoveries you made while putting this one together.

Cal Newport
The importance of doing fewer things is something that I think proved to be a pretty rich vein. So, I have this principle that’s in the book, it’s one of the three principles of Slow Productivity is do fewer things. And when most people encounter that for the first time, what they think I’m probably saying is like, “Look, it’s stressful to do a lot of things. You need to go easy on yourself. Stop trying to be so productive. Like, do fewer things and you’re just going to be happier.” But that it’s a sacrifice, right? You’re going to produce less, but you need to because it’s for your own sanity and psychological health.

As I really looked into this, though, one of the big surprises is, “Oh, wait a second. Doing too many things is like this endemic productivity poison. Like, it’s not just making people miserable, it’s an incredibly terrible strategy for trying to produce valuable stuff with your brain. And when you commit to doing fewer things, it doesn’t actually lead you to accomplish fewer things, and these are somehow separate.” And this was a pretty exciting discovery because I was ready for it to be like, “Look, we got to just reconfigure what we think reasonable amount of work is,” and this ended up to be one of these sorts of win-win situations.

Working on fewer things at a once not only makes your life much more sustainable, you’re going to produce more. Like, over the long term, you’re producing more. You’re finishing stuff faster. You’re producing better work. You’ll actually be better at your job in any sort of observable, measurable way if you’re doing fewer things right now.

Pete Mockaitis
So, doing fewer things in a zone of time, like a week or a month, results in more total things done over a longer arc of a year plus.

Cal Newport
Yeah. So, here’s the math on that, and really, let’s think about doing fewer things at once, like concurrently, “What is my count of commitments that I’m actively working on?” That’s the number that I want to reduce. Here’s the math of why this leads to more accomplishment, is that in knowledge work in particular, when you agree to a commitment, especially if it’s a non-trivial sized thing, like a project, it brings with it administrative overhead, like, “I have to send and receive emails about this project. I have to attend meetings about this project.” So, everything you say yes to has administrative overhead that is necessary to support the work, but it’s not the actual work itself.

So, what happens is when you’ve said yes to too many things, the quantity of administrative overhead goes past a threshold where it’s really sustainable, and now what you have is a lot of your day is now dedicated to talking about projects, like the talking to the collaborators, having meetings, sending emails, and these are fragmenting your day as well. So, it’s not just like, “Let’s do our administrative overhead hour this morning and then get to work.” No, no, no. These emails and meetings are spread out throughout your day, which means you really never have any ability to give something a long period of uninterrupted time to really give it your full concentration.

So, now you have a fragmented schedule, a small fraction of which can actually be spent working with real concentration on the actual projects, the rate at which you’re finishing things goes down. And so, by having, let’s say, ten things on your plate at once, the rate at which you’re finishing things is very slow. Like, most of what you’re doing is being in meetings and sending email. If you instead had three things on your plate, you’re going to actually finish those three things real fast because you have huge swaths of your day to actually work on them. And what happens after finish one of these three things? You can bring another thing on.

And so, if you work through this scenario, “How long will it take me to finish ten things if I work on them all at once versus if I just do three of them at a time?” That second scenario, it’s going to take much less overall time to get through those ten things than the first, and it seems counterintuitive because we’re used to thinking of ourselves like a computer or a robot, “This thing takes this much time, that’s just it. Ten things take ten units of time, that’s just it.” But it’s not like that. The overhead matters. So, doing fewer things at once actually moves things through faster and at a higher level of quality.

Pete Mockaitis
That’s beautiful. And not only that, so there’s the administrative overhead situation fragmenting our time and our attention and our energy, and there’s also the psychological factor of, “Oh, hey, I’ve made some great progress today,” or, “Oh, hey, celebrate. That whole thing is done. Feel good.” And then there’s just the market responding.

Like, I remember when I was land-lording, because if I had a unit that was almost ready to go, it did not produce rent. It’s like, “Oh, no, it’s really close!” I could maybe have someone come tour and say, “Now just imagine this, this, and this will be different when you move in.” And that didn’t really work for them, in terms of like, “Yeah, no, I’m ready to go with another option, because that place already looks done and beautiful, and maybe I can imagine what it would look like done but it’s not done now, and it’s not visually appealing,” that’s why they stage homes, you know, all that stuff. So, there’s benefits on numerous dimensions psychologically, and then starting to reap the rewards of what you have sown.

Cal Newport
Well, it’s important to remember busyness doesn’t create revenue. So, just like you don’t get rent for the days you spent painting and working on a unit you owned. You have to do that stuff, but it generates no money. And if you spend more time painting and spend more time rearranging, it doesn’t generate more money. You have to actually rent it. The same thing is true in knowledge work. Emailing about a project doesn’t generate revenue, attending a meeting about the project doesn’t give you revenue. Finishing the project does, right?

And so, what we should care about is, “How quickly am I completing projects? How good are they?” because that’s what actually generates revenue. But in knowledge work, more so than in like renting buildings, it’s also obfuscated and complicated because, “Well, I was working on this but also this, and I have seven different things I kind of do, and other people are involved, and no one really knows what I did.”

In that obfuscation, we get a lot of the problems with modern knowledge work because it’s hard to just say, “You produced nine this year, and last year you produced six and you’re doing better.” Because it’s hard to say that, we tend to fall back on what I call pseudo productivity, which is, “Well, let me just focus on this high granularity activity that’s highly visible, emails, meetings.” I just see you doing stuff and so I assume you’re productive. Like, that’s the core of the knowledge work dilemma, is we’re focusing on visible activity in the moment as opposed to quality accomplishment over time. From that fatal mistake comes like almost everything negative about the current knowledge work experience.

Pete Mockaitis
Cal, this is beautifully articulated. Thank you. We love actionable wisdom here, but let’s go meta and slow down, and say I would love for you to take us through that whole journey of history, philosophy, perspective, principles on this very concept of pseudo-productivity, knowledge, work, and how we have found ourselves in this current state that is kind of jacked up.

Cal Newport
Yeah, I mean, it’s a fascinating story. It’s what the first part of my book delves completely into, is just understanding how we got where we are. Because this is, by the way, just as an aside, it’s a big part of my approach is because I’m also a professor and a founding member of the Center for Digital Ethics at Georgetown. I think a lot about culture, society, and technology and their interactions from the sort of removed of, “How do these systems work?” I think the systems matter.

And there’s a fascinating story when we look at what’s happening in knowledge work that spans from basically Adam Smith to Slack. Okay, so here’s what we get. Before knowledge work emerges as a major economic sector, which is really the mid-20th century, the term “knowledge work” is coined in 1959. Before that occurred, we had a pretty good handle on what we meant by productivity. It goes, “An economic concept that we could measure pretty accurately within specific organizations.” It goes all the way back to Adam Smith.

So, we first get good with measuring productivity in agriculture, and it’s a ratio, “How many bushels of wheat do I produce per acres of land I have under cultivation?” It’s a single number. And we also had in agriculture well-defined production systems, “Here is how I rotate my crops. If I change how I do this, and that number goes up, then I say, ‘Oh, this is a more productive way of doing it.’ And so, what we get here is sort of rapid innovation in cultivation of crops and planting systems because we have a number we can track.

Okay, we go to mills and factories. We could do the same thing, “Now I’m going to measure how many Model Ts are we producing per labor hour I’m paying for,” and that’s a number. And we have a very clearly defined production system, “And if I change something in that, we can see if that number improves.” This is what happened with automobile manufacturing. Henry Ford innovates the continuous motion assembly line with interchangeable parts and that number went up by a factor of 10. They’re like, “Oh, great, this is a much better way to build cars.”

And this sort of quantitative productivity journey was massively successful. The industrial sector, the wealth created by the industrial sector, grew at a staggering rate from the 1800s into the 1900s. Some economists would say, essentially, all of the capital in which the modern Western world was built came from the productivity miracle of being able to measure these ratios, adjust systems, see how those numbers got better.

Then we get knowledge work. None of this works anymore because we’re not producing Model Ts, and we’re not just producing wheat on acres of land. It’s a complicated position where I could be working on a lot of different things that shifts over time. It’s different than what the person right next to me is working on. How we do this work is highly personal. There is no production system we can tweak as an organization. Everyone manages their own work and time internally however they want to do it. So, we have no systems to tweak, no numbers to measure, and this was really a big issue because, “How are we going to manage knowledge workers without these numbers?”

What we introduced was pseudo productivity. A crude heuristic that says, “We can use visible activity as a proxy for useful effort.” So, I see you doing stuff that’s better than not. So, let’s all come to offices where we can have bosses. So, let’s make sure that you’re working all day. And if we really need to get ahead, let’s come in earlier and stay later. We can just increase the window of visible activity. So, we use this crude heuristic.

What happens where this goes awry is when we get to the front office digital IT revolution. So, we introduced computers and networks and then mobile computing and ubiquitous internet. And now suddenly, you can demonstrate visible activity, the thing that pseudo-productivity demands. You can demonstrate this at a very fine granularity, like sending individual email messages anytime, anyplace, and this is where pseudo-productivity begins to go off the rails.

Once I can be engaged in pseudo-productivity and measure pseudo productively anywhere at any time, and it has to be at this really fast, fine-grained granularity where it’s not just, “You saw me in my office during this hour,” but, “How many emails did you send to that hour? How quick were you to reply? How many things are you saying yes or no to?” It’s spun off the rails.

And we see this sharp discontinuity, if you study knowledge work, study how people talk about productivity in knowledge work, study how people talk about what’s good and bad about knowledge work, you get to the early 2000s, there’s a sharp discontinuity where suddenly we become unhappy. Just as email and laptops and then smartphones arrive, we suddenly begin to get much less happy.

Pete Mockaitis
Intriguing. And, Cal, what is the measure of that and what’s our approximate year when we start seeing that go, “Boom,” downhill?

Cal Newport
Well, you can see it in survey data, but where I like to look for this is actually in the tone of productivity books, because I’m a collector of business productivity. Look at the business productivity books from the ‘80s and ‘90s, like what are the big players here? It’s like Stephen Covey.

Pete Mockaitis
Getting Things Done, yeah.

Cal Newport
The 7 Habits of Highly Effective People, First Things First, you know, Eat That Frog. These are very optimistic books. Like, Stephen Covey’s whole thing is, if you’re careful in identifying what’s important to you and what’s urgent and what’s not urgent, you can figure out what to do with your day with the goal of actualizing all of your deepest desires and dreams as like a human, “We’re going to self-actualize you.” What’s the first big business productivity book of the 2000s? David Allen, Getting Things Done.

Pete Mockaitis
Oh, that was 2000, okay.

Cal Newport
And if you look at that, the tone is drastically different.

Pete Mockaitis
We’re overwhelmed. We’re drowning. We need help.

Cal Newport
We’re drowning, yes. I profiled him for The New Yorker. I really went deep on David Allen. It is a nihilistic book. Getting Things Done is like, okay, forget Stephen Covey trying to self-actualize our deepest goals as a human being. What is the goal of Getting Things Done? Can we find a few moments of Zen-like peace amid the chaos of the day?

Pete Mockaitis
After your weekly review, you can, Cal, and then it’ll pass.

Cal Newport
He’s trying to reduce work to this agnostic widget polling, like at least we can find some peace. It’s a very nihilistic book. But what changed between 1994 and 2003? Email. So, we see it. It’s just a change. And then what are all the biggest business productivity books of 2010s? We got Essentialism, The ONE Thing, my own book, Deep Work. All of these are books that are about, “How do we push back against the overload? How do we resist this? How do we find the things that really matter?”

I mean, it’s a complete tone shift where overload, having too much to do, being stressed out, becomes the defining feature of knowledge work once we get to the early 2000s. You don’t pick that up at all in the ’90s, in the ’80s, in the ’70s, and in the ’60s. So, the technology had this huge discontinuity in our experience of this sector.

Pete Mockaitis
Okay. Understood. And so then, when it comes to the measurement has broken down, what is to be done there in terms of like there are, I think in your book you said, we’ve tried some really stupid things, like, “How many lines of code have you written?” or, “How many words have you produced?” And it’s like, “Well, I mean, were those lines of code brilliantly efficient? Were those words tremendously insightful?” or, “Are they kind of like bloated and lame and blah?” So, it’s like those might have a purpose of, “Kind of, if I can constrain them with a quality-paired metric as well.” It’s a real tricky beast, Cal. What is to be done here?

Cal Newport
Well, as long as you’re in the pseudo-productivity mindset, all the solutions are going to be like that. It’s going to be, if activity is what matters, my biggest concern, if I’m a manager, is you’re taking breaks from activities. So, I want to make sure, like, what was the big concern of managers about remote work? It’s like, “Well, what if there’s periods of the day in which the person is not doing things? That’s taking away the bottom line,” because we imagine knowledge workers like they’re on an assembly line, “Hey, if you stop putting the steering wheels on the Model T for an hour, we can’t produce Model Ts for an hour.”  It’s just this very direct.

So, what is the solution? We have to move away from this activity-based notion of productivity towards something that’s more outcome-based. And that allows for a much slower definition of productivity that has a lot more variation, a lot more idiosyncrasies, and is a lot more sustainable and meaningful for the people involved.

Pete Mockaitis
All right. Can you give us some cool examples, or stories, or metrics, or numbers we might use when we talk about outcome-based? I’m thinking, in some fields it seems pretty straightforward, like sales. Like, okay, there’s revenue or gross profit generated from the sales that you’ve made. And that could look very different in terms of you were cultivating a relationship with a multimillion-dollar account for months or years, and you landed it, and we can measure that, and it’s way bigger than you hustling with your cold-calling, your cold-emailing to get dozens of smaller clients. So, there’s one outcome.

Cal Newport
And sales is an interesting example because I just met a salesman from a big tech company at a book event talking about Slow Productivity. And you know what he said? He said, “Look, in our company,” because sales is clear, unlike almost every other knowledge work, you have these metrics, like, “What did you bring in?” And so, it’s an interesting natural experiment. If we take a knowledge worker where there is a clear metric of success, do we see a drift away from pseudo productivity? And we do.

This is what the salesman told me. He said, “Yeah, in our company, the sales staff doesn’t have to go to meetings. Everyone else does. Everyone else. You got to go to meetings. If someone invites you, whatever, everyone in these more ambiguous jobs, yes. But the sales staff, all meetings are optional because they have this number and they want that number to be better. And the sales staff is like, ‘That number is worse if I’m going to meetings.’”

Pete Mockaitis
That’s true, “What you do is so important, we’re not even going to put that at risk for anything.”

Cal Newport
Which shows how important were those meetings in the first place, right? Another place where we’ve seen innovation, like this actually is in software development, because software development, it’s knowledge work in the sense that it’s all your brain, but it’s pretty closely aligned with industrial manufacturing because you’re producing products. So, there’s much more of this notion of, like, “We’re shipping something. How long did it take to ship?” Like, it’s more measurable than other types of knowledge work.

We’ve seen tons of innovation, tons of innovation in software development that try to get away from just this completely generic activity base, because they learn, like, “I don’t care if you’re busy. What I care about is do we get these features added quickly? What’s our turnaround cycle on updates to the software?” Like, they have things to measure. So, what do you see in software development? You see a move towards these agile methodologies where, A, workload management is transparent and centralized. It’s not just, “I have a bunch of junk on my plate.” It’s, “No, no, it’s all on the wall, and this is what you’re working on, and it’s just this one thing.”

You see things like sprinting in software development, “We want you to do nothing but work on this feature until it’s done, and then we’ll talk to you again tomorrow,” because, again, whenever we begin to see adjacency, the actual measurable outcome, all of these tropes of pseudo-productivity that are really killing us in digital age knowledge work, they all begin to shatter and fall away. So, it’s like we have to take that mindset from sales and software development, and we need to move this into more types of jobs, we’d be clear about the workload management, work on fewer things at a time.

Just measuring performance at the scale of the year makes a big difference, “What did you produce this year?” Because when you’re talking at the scale of the year, you don’t talk about meetings or emails or small things you did. You talk about things you finished. So, just having like an annual perspective for thinking about productivity, that makes a difference. So, all of these types of things, we see it in software, we see it in sales, we need to move that to many more jobs.

Pete Mockaitis
I like that a lot, the thought associated with, “What is the time horizon we’re looking at?” Because if it is a day, and I’m looking at, “How many emails did you send?” or, “How many hours were you logged on?” it’s like that tells me very little. If I look at a year, that could tell me a whole lot. And then, I guess, in a way, there’s some art and science right there in terms of evaluating, “What’s the ideal period by which we should be looking at and thinking about these things?” Do you have some perspectives there?

Cal Newport
Well, even allowing people to figure this out on their own can be really effective. Like, you say, “Okay, I want you just to make your pitch to me as your boss, like what you did that was valuable this last quarter or this last year.” Like, you can kind of figure out the timeframe when you write about it, just allowing the individual to report like, “Okay, here’s what I’ve been working on. I completed this and this, and we’re working on this big project, and we made this much progress on it. And I think this is all really important.”

Like, letting someone just describe why they’re valuable, because it’s not going to work if I ask you to describe why you’re valuable. You said, “Look, I just looked up my statistics. I’ve been sending 150 emails a day. I’ve been logging seven hours a day in Teams meetings. I’ve been in a lot of meetings.” Like, it sounds absurd when someone’s asking, “Quantify why you’re valuable.” You think about the big things. You think about it at a bigger time scale.

There are organizations that do this super explicitly. I profiled these in The New Yorker a few years ago, these organizations that had a very hardcore way of doing this, called ROWE, results only workplace environment, where it was all that matters is results, including when you show up to work, when you don’t, what days you don’t work. Everything is up to you, but they’re really, in these environments, they’re really hardcore about what are your results.

And because of this, it really banishes pseudo-productivity culture. If you’re like, “Hey, come to all my meetings,” you’re like, “No, because in the end, I’m going to be measured by these things I’m producing, and that’s going to hurt me. So, no, you’ve got to convince me to come to your meeting. And if it’s not going to be worth the time, I’m not going to do it, because all people care about is what I have produced.”

And they’re really interesting to study because, you see on the positive side, these hardcore results only environments, a lot of pseudo-productivity falls away. On the negative side, it is really difficult for a lot of people to leave the comfort blanket of all the obfuscation you could generate by just sending lots of emails and meetings because you can’t hide anymore. You produce or you don’t.

And there is, I think, a certain segment of knowledge workers, and it should be acknowledged, that do find some comfort or peace in being able to be much more obfuscated about their work, like, “It’s not really clear what I’m doing, but I answer my emails a lot, and I’m in a lot of meetings, and I sort of just, I’m around, and so it feels like I’m being productive.” When that goes away, it gets exciting for a lot of people, but it gets scary for some people as well.

Pete Mockaitis
Yeah, I’ve heard that in particular about the culture at Netflix, in terms of, like, it’s exciting and terrifying for this very reason. I think ROWE could also have some potential downsides with regard to collaboration and team camaraderie culture. It’s like, “I’m out to get my results. Period. So, get out of my way.”

Cal Newport
“Get out of my face.”

Pete Mockaitis
So, it’s tricky to get all the pros without the cons. Well, the security blanket, you might feel secure in the moment, but I would venture to say, “If you’re not clearly creating value in excess of your salary and payroll costs, your security is quite slim come lay-off time.”

Cal Newport
I think that’s right. In the good times, where no one needs to be fired, it prevents you from being noticed in a negative light. Like, “Yeah, I’m not thinking about Pete. Like, I see him a lot. I’m sure that’s why I’m not thinking about them.” But you’re right. When times get tight, “All right, now we have to start reducing staff,” that’s suddenly when people shift their thoughts to not, “Are you doing something bad?” to, “What good are you bringing?” And, right, that’s when things get to be dangerous for you.

So, when times are good, you can just be really active and you’re not going to draw any attention. But when times are bad, ultimately people are going to wonder, “Hey, what do you do? What’s the value? Like, what would happen?”

Pete Mockaitis
“Like, what is it you do here?”

Cal Newport
I would say people, by the way, so my column for The New Yorker during the pandemic was named Office Space, in part because of exactly that reference that there was a lot of people in the pandemic, especially when they were forced to do all their work from home, and they could see like their partners and what their partners were doing for their jobs, and I think a lot of people in knowledge work had that same reaction of like, “What would you say I actually do here? Is it “I’m a professional Zoom meeting attender?” Like, is this really a good use of my graduate degree?” I think a lot of people had that crisis.

But, yeah, back to your point. If you’re producing stuff that’s valuable, not only does that give you security, it begins to give you leverage to slow down your definition of productivity. Because the more you can point towards, “I do this and I do this really well, but that’s also why I’m not just sending emails all day and a bunch of meetings. Hold me accountable for this. But in exchange for that accountability, you’ve got to give me more autonomy.” Like, that’s a fundamental exchange of trying to negotiate for a more sustainable, slower definition of productivity.

Pete Mockaitis
That’s good. And when it comes to this notion of doing fewer things, you mentioned the book The ONE Thing, which I love. And it’s so funny, when I read it, also with Greg McKeown’s Essentialism, it’s so calming to me, and I guess I like productivity books or non-fiction business-y books. But I think it’s also just like, “Oh, I don’t have to do everything. Okay, okay, that’s nice.” So, it’s just sort of reassuring.

But I’d love your perspective on, “How do we really select from a noisy world of thousands of options? What are those few things I’m going to do?” And the number you suggest is it, “It’s probably going to be more than one, but hopefully is less than five?” Is that the range you are shooting for?

Cal Newport
Yeah, for major projects. Yeah.

Pete Mockaitis
Okay. And so, how do I pick and choose, like of hundreds of potentially good things, what really, really, really deserves my one to five?

Cal Newport
Well, there’s two environments here. So, one is you work for someone. So, if you’re in an organization, what really seems to matter is just add constraints, and then you will see pretty naturally like what makes the cut. So, for example, one of the things I recommend if you work within an organization, where you can’t just directly say no to a lot of things, what you do instead is saying, “I’m going to keep a two-tier list of what I’m working on. Tier one is actively working on. Tier two is queued up for me to work on next. And as I finish something in the active tier, I pull in the next thing from the waiting tier, and that becomes something I’m actively working on.”

So, you artificially constrain the number of things you’re actively working on. And the rule is why this works is you say, “Okay, administrative overhead can exist for the things I’m actively working on. If it’s in my queue, then I don’t do administrative overhead. So, if you give me something to do and I put it on my queue, and I make this public, and you can look at it, and it’s a shared document, you can watch it. I can tell you, ‘Watch this march up my queue until it gets to my active work tier.’ Once it’s there, email me about it. We can have meetings about it. You can ask me how it’s going. But until it’s there, the answer is ‘I’m not working on it yet.’ And where is it in my list? You can look at it yourself.”

So, now you’ve restricted the administrative overhead that’s being generated to only a small number of the things that you ultimately have committed to. Once you have those constraints, it leads to better selection because other people are now involved. So, a boss comes in and says, “This thing, I want you to do this thing.” You say, “Great. It’s on my queue, it’s back here.” They’re like, “No, no, I need this. This is way more urgent.”

Well, now you can involve the boss, and be like, “Great. Well, which of these three things that I’m working on now should I swap out?” And now they’re kind of involved. Like, “Actually, you know what? Stop working on that thing. I don’t think that’s as important as I thought it was when we first thought about it. Move this in here instead. And now that I’m looking at your queue, take out these four things as well. That’s not where the priority is.” So, once you have constraints, you begin to get wisdom.

So, another, this is an example from the book, but another place where this began to happen was a division within a large research lab where they had a lot of projects coming at them. And what they did is they centralized this, they said, “Okay, we’ll put every project we want to work on, on an index card and we’re going to put it on the wall under this certain column. These are all things we want to work on. And then here next to it are the ones we’re actively working on now, and we label it with who’s working on it. And so, when someone finishes something, we pull something else in here, we decide together what to do next.”

And they have this heuristic that arose over time, “If something’s been on that left side of the wall for a while, and we keep pulling other things in but we’ve been leaving that alone, that’s probably not that important. You know, let’s take it down.” Like, if you’re on the wall too long and it never moved over to, like, “Let’s work on it actively next,” that was their cue of, “This was exciting when we thought of it, but it’s not that important.” So, once you have constraints, wisdom about what’s important and what’s not, it begins to emerge because you’re thinking about this in a way that you don’t, when all you’re doing is just saying yes to things and trying to keep up with everything at the same time.

Pete Mockaitis
So, if you have the constraints, it’s almost like a forcing mechanism such that it’s not so much like, “Oh, there’s a magical measurement, there’s a magical question, or a magical metric by which we use to measure that answers this question for us.” It sounds like you’re saying, “Yeah, that doesn’t really exist across all industries and types of work but, rather, put the constraints in and you’ll feel the tension, and you’ll see what just really, really has to get done soon and what can wait.”

Cal Newport
Yeah, just being forced to continually make the question of “What next?” forces a lot of wisdom. And I keep having to say, “Okay, what am I going to pull in next? What am I going to pull in next?” And making that decision again and again, what emerges from it is, like, a better understanding of, “Oh, this is the type of stuff that’s important to me. And this stuff I keep leaving over here, and moving other stuff ahead, oh, I guess that’s not really that important to me.” And it’s a lesson that comes out from people who use these two-tier pole systems.

It’s something I talk about often. You build up the muscle of understanding over time what matters and what doesn’t, because you keep making these decisions and keep getting feedback on what stays and what moves. And, then over time, you stop adding the stuff to your “to-work-on-next” list that you know, like that’s never going to be pulled off. And then you become much better at being like, “No, we don’t do that anymore,” because you’re like, “I’ve seen too many things like that type of project that we put on this list or we put on the wall and it sits there for two months that we finally take it down. I have now learned, I’ve gained wisdom, this is not the type of thing that we really need to be working on.”

So, you become much more self-aware of what you can actually do with your limited time and what’s worth doing with your limited time when you’re explicitly and consciously having to make these decisions again and again.

Pete Mockaitis
And when you say “explicitly and consciously,” that reminds me of some of the interviews we’ve had about decision-making with Annie Duke and others who suggest having a decision journal. And I think the practice perhaps of writing out, “What is the rationale by which I’m using to place this in the top tier or not?” And then having that written enables you to kind of reflect on it and say, “Oh, yeah. Well, that was true at the time, but things have shifted,” or, “Yes, this is the pattern I see over and over and over again. Like, it’s really important to a really big client. Okay, that seems to be a prioritization principle that we keep going back to again and again.”

Cal Newport
I love that technique. By the way, yeah, I know Annie talks about it. My friend Dave Epstein from “Range” and “The Sports Gene,” he was on the show recently, and he was telling me about how he does this as well. And part of the reason why I think this technique, like a decision journal, is effective in knowledge work is that we don’t otherwise have clearly defined processes.

One of the defining features of knowledge work is that organizational strategies, processes, how I figure out what to work on or not, how I figure out how to manage my day, all of this is informal and personal, and most people just wing it, it’s like, “Oh, my God, I just got this urgent email, so let me do this. Oh, and there’s a deadline. I’m going to stay up and do this.” When you keep a decision journal, what you’re actually creating over time is process, you’re like, “Oh, this is how I deal with this. This is the right way to figure out what to work on next.” We forget the degree to which, in knowledge work, we just wing it all the time.

It’s not like we have, “Here’s how I build cars. How do I improve that?” It’s the equivalent in knowledge work, if the way we built cars was just put a bunch of tools and parts in a warehouse, threw a bunch of engineers in there like, “Guys, build me some cars. Let’s go.” Everyone was just running around like, “Hey, can I have the wrench?” That’s the way we do knowledge work. So, if in that world, you’re starting to actually think, “How do I figure out what to work on? What didn’t work? What did work?” you start to think about that clearly.

It’s like the one-eyed man in the world of blind people, you’re going to have this huge advantage, you’re like, “Oh, my God, I’m just really…why are people working so hard? Like, I’m really killing it over here, and I’m not even working,” because no one else is doing this. They’re just getting after it with Slack and email in their calendar, and just saying yes to everything, and trying to be busy. So, there’s a huge advantage once you start thinking process-centric within knowledge work.

Pete Mockaitis
That’s beautiful. And to The ONE Thing, that is one of my favorite questions I think about often, “What’s the one thing I can do such that by doing it everything else becomes easier or unnecessary?” And I think that is one handy question. I’ve learned it’s not applicable in all situations, in all domains. But I’m curious, have you discovered any other organizing principles or questions that tend to serve people pretty well, pretty often?

Cal Newport
Well, I mean, first as an aside, have you heard Jeff Bezos’ version of The ONE Thing idea?

Pete Mockaitis
Well, no, until you articulate it. Lay it on me.

Cal Newport
So, this is like the big idea within Amazon when to figure out “What are we going to work on? And what are we not going to work on?” Bezos has this thing, “Is this something that’s going to make our beer taste better? And if it’s not something that makes our beer taste better, we shouldn’t be in that business.” And the case study he’s referring to was when, I guess, German brewers, beer brewers used to generate their own electricity. And then at some point, they plugged into a grid instead of generating their own electricity. There’s a lot of annoyance and logistical overhead with running your own generators and dynamos.

Pete Mockaitis
It sounds tricky.

Cal Newport
It’s tricky, right? And they said, “Oh, we should just plug into the grid.” Why? “Because making our own electricity doesn’t make our beer taste better so let’s not put any energy into that. We want all of the people we hire to have their energy into making our beer taste better.” And so, Bezos brought that over to Amazon, “We should be focusing on the things that makes us money, that our customers really care about. Anything else, if we can outsource it, we should, or just not do it at all.”

And so, I really love that way, like, “What makes our beer taste better?” But that brings me to, I think back to your question, one of the other big principles is obsess over quality. And what this is really doing is, basically, in knowledge work, in some sense, figuring out, “What’s your equivalent of brewing beer?” Like, figuring out, “Me, as an individual employee, what’s the thing I do that’s most valuable? And if there’s nothing really there that’s valuable, what’s something I can learn to do that’s going to be really valuable?”

And once you identify that, you can focus more of your energy in, “My goal is not to be really responsive. My goal is not to make sure that everyone gets everything they need from me as fast as possible. My goal is not to be in every meeting where you need me. No, my goal is to do this thing better. I want to do this better and better because this bottom line helps our organization.” And one of the keys behind this idea is focusing on something that’s really valuable to your company or your organization, is like the foundation on which all radical engagements with slow productivity will eventually be built because it gives you leverage.

It gives you control over your job. It makes your value clear. You’re playing the right game. It allows you to focus on what matters and not these sort of accessibility routines that everyone else is trying to do with their email and with their meetings. And when you really begin to care on making your beer taste better, all of the busyness becomes unnatural to you. So, you say, “I don’t want to be on email or in meetings. That’s getting in the way of getting better at these marketing strategies or at writing this code.”

And so, slowness becomes natural, and as you get better, you get more leverage to make your work slower. So, that idea of figure out like what your equivalent is of brewing beer, what’s the thing you do best and focus on that, that unlocks almost everything else.

Pete Mockaitis
That’s cool. So, if I’m doing marketing, what’s giving me more impressions per dollar, or more purchases per, whatever, what’s boosting my conversion rate, etc. Or if you’re creating products, it’s like the beer tastes better, what will delight the customer all the more, and make them say, “This company rocks. I love their stuff. I would tell more people about their stuff. I’m going to buy more of their stuff.” Very cool.

All right. Well, so we’ve talked about, so we got three principles here. We’ve spent some good time on do fewer things, and we hit the obsess over quality. Can you unpack the third one for us a bit?

Cal Newport
That’s work at a natural pace. And the argument here, it’s a psychological argument, the way that we work in knowledge work, which is all out, all day long, year-round, is really unnatural. It’s unnatural in a sort of literal sense that human beings throughout our whole history as a species are used to having huge variations and intensity of what we’re doing. There’s really intense periods during the day and really quiet periods. Some months are much more intense than other months. In the winter, we’re kind of hunkering down. And in the fall, we’re doing the harvest, and it’s super busy. And we have all this variation, that’s what we’re wired for.

And then we got mills and factories. And in mills and factories, it made more money if people just worked as hard as they could as much as they could. And so, we switched for the first time in human history to just like work hard all day long, but it was very unnatural and very intolerable. We had to invent labor unions and regulatory frameworks just to try to make these jobs survivable, essentially.

When knowledge work emerged in the mid-20th century, we said, “Okay, how are we going to organize this labor?” And we said, “Well, let’s just do the factory thing.” Because that’s what was going on, that’s what was in the air. The core of the economy was industrial manufacturing. So, it’s like, “Great. We’ll just approach knowledge work like we do building Model Ts, eight-hour days, work as hard as you can.” Like, if you’re resting at all during the day, that’s bad. Pseudo-productivity activity matters, and it’s the same all year round.

So, we adopted this way of working. It was actually super unnatural and required all these safety mechanisms. We adopted the same thing without the safety mechanism, and it’s an exhausting way to work. It doesn’t, over time, produce more productive effort even if in the moment it seems more satisfyingly frenetic. So, work at a natural pace says, “You need more variation in your intensity on all sorts of time scales. It shouldn’t all just be all out.”

It also says, “You should take longer to work on your projects, that we make our timelines too small. Give yourself more time so that you have room for these up and down variations.” Like, this is the way all the great thinkers through time past work, up and down in intensity over time until eventually something good came out. That’s how we produce things with our brain, not the Model T model of just, “Clock in and turn that wrench as fast as you can until you clock out.”

Pete Mockaitis
Okay. Well, so then any sense for how do we tune in to knowing if we’re overall too much or overall too little? I know there’s going to be variability, busy seasons, lighter seasons, but any clues that we might focus in on to go, “Ooh, let’s crank it up,” or, “Let’s tone it down”?

Cal Newport
Well, that’s not the hard part. The hard part for people, actually, is just being comfortable with the idea that you shouldn’t always be cranked up. And then once you have that realization, there’s a lot more variation that just becomes natural. So, like a couple of things you can do. One, just start doubling your timelines for everything you agree to do. Instead of doing the typical trick of, “In theory, what’s the fastest possible time I could get this done?” and then falling in love with that timeline, “Oh, my God, that’d be great. If I could get this done before Christmas, this would be great,” and then we commit to this impossible timeline.

Double everything. So, give yourself much more breathing room. And, two, actually engineer seasonality. You don’t have to tell people about this if you work for someone else, but just schedule out your project so that the summer is going to be slower, but you’re really going to be getting after November. You can just start engineering variations in your workload. No one is tracking your workload so carefully.

There’s no graph somewhere in the central office, where they’re like, “I’m looking at Pete’s daily work project touches here, and they’re down in July versus whatever.” People, it’s all just chaos. They don’t know what’s going on. So, take longer and engineer seasonality explicitly into your project flow and your workflows. Just doing that is going to be like taking a deep breath.

Pete Mockaitis
Lovely. Cal, tell me, anything else you really want to make sure to mention before we shift gears and hear about a few of your favorite things?

Cal Newport
Well, I mean, again, I think the key thing to keep in mind is don’t use the word productivity so confidently.

Pete Mockaitis
You live it.

Cal Newport
I mean, there’s a lot of talk where people are like, “I want to be more productive,” or, “Productivity is bad,” but people aren’t really defining their terms, and that’s a big problem. We all just assume we all know what productivity means, but we don’t. Like, when people say, “I want to be more productive,” what they really mean often is, like, “I want to produce more stuff over time.” When people are critiquing productivity, what they’re often doing is critiquing a sort of industrial notion of productivity, like, “The effort per day needs to be large.”

We’re not talking about the same things. Like, let’s define our terms. This is why I think it’s helpful to say pseudo-productivity is what we’re doing. Pseudo-productivity is different than quantitative productivity, which is what we used to do. Slow productivity is itself an alternative. Like, once we get clear about terms, a lot of the absurdity of what we’re doing just becomes self-evident. Like, a lot of this idea of, “I want to do this now instead of that. I’m going to do fewer things. I’m going to have more variation.”

When we realize that’s in contrast to pseudo-productivity, and that’s a part of slow productivity. Just having the terms clear, I think, really makes it better, much easier for us to make progress. So, that’s my final thing I would say is don’t be too confident that you know what people mean when they use the word productivity. I actually push on it, “What specifically are we talking about here?”

Pete Mockaitis
Lovely. Thank you. Now, could you share a favorite quote, something you find inspiring?

Cal Newport
Well, there’s an obvious answer to this question because I actually wrote a book with this quote in the title, so maybe I’m telegraphing I like this. Steve Martin, doing Charlie Rose interview about his memoir, “Born Standing Up.” And Steve Martin says, “People are always asking me, ‘How do you succeed in the entertainment industry?’” And he says, “The answer I give them is never what they want to hear. What they want to hear is, like, ‘Here’s how you find the right agent,’ or, ‘Here’s how you like get onto the writing staff.’”

And he says, “No, what I tell them is, ‘Be so good they can’t ignore you. If you do that, all the other good things will follow.’” I wrote a book called “So Good They Can’t Ignore You” 10 years ago, 12 years ago now that was just inspired by that quote because that’s how important it is to me, because I ultimately think, especially in creative work, that’s what it all comes down to, “Be so good they can’t ignore you. The other stuff will work itself out if that’s where you’re focused.”

Pete Mockaitis
And a favorite study or experiment or bit of research?

Cal Newport
Well, this always shifts, but there’s a new study someone just showed me, which I found very satisfying, because I don’t use social media, and I’ve often argued with people for various reasons why I should. And one of the reasons they give me is, like, “Well, this is how, like, you’re an academic, and this is how people know about you, and know about your work. You have to be yelling at people on Twitter about Trump. And if you’re not, you can’t be a successful academic.”

A new study just came out where they studied the citation count of academics correlated to Twitter engagement, and found Twitter engagement does not lead to more citations. It does not lead to more notice to academics’ work. What does matter? Doing really good important work. And so, I found that study very satisfying. You’re not going to be able to tweet your way into intellectual significance. You just have to do good stuff.

Pete Mockaitis
And a favorite book?

Cal Newport
A book I just read, which I really liked, was Abraham Joshua Heschel’s The Sabbath. It’s a 1950’s-era book by a great Jewish theologian, talking about the Shabbat. But I found a lot of secular resonance in this book because he was looking at the theology of Shabbat, taking a day off of work, like as it said in Genesis, right in the Bible. And he has this really cool argument. I wrote an essay about it.

But he has this argument that’s like, “Look, you take a day off from work. This is not instrumental. This is not you have to take a day off work so that you’ll be able to do work better when you get back. It’s not instrumental. You take a day off of work so that you can appreciate all the other stuff in life that’s important.” In Genesis, it was like God looked at what he had done and said, “It is good.” It’s like gratitude and presence.

I just thought it was, from 70 years ago, looking at something that was written 3,000 years ago, is a really sort of timeless idea that it’s not just, not everything is just the work, and breaks from work is not just about making the work better. It’s about all the other stuff that’s important to you. And it’s a slim book, it’s beautifully written, it has these original woodcut illustrations which are fantastic. A really cool read. I recommend it.

Pete Mockaitis
All right. And a favorite tool, something you use to be awesome at your job?

Cal Newport
I recently have gone down the mechanical keyboard rabbit hole.

Pete Mockaitis
Oh, yeah.

Cal Newport
Yeah, because I wore off on my MacBook, I wore all the keys off because I write a lot, and the plastic was cheap in this generation. I wore every key off. You can’t see any key. And so, I got a cover for it with the keys on it, and I wore all those off too. So, I finally bought a nice, a NuPhy, N-U-P-H-Y mechanical keyboard, and, oh, I love it. Just the click and the clack. It’s substantial. I love writing on it. Your fingers spring back up with the keys so that you can type faster. I don’t know, I’ve enjoyed it. I write all the time. I enjoy writing more on this than I did when I was on just the MacBook keyboard, so I love my NuPhy wireless mechanical keyboard.

Pete Mockaitis
Alrighty. And is there a key nugget you share that really seems to connect and resonate with folks; you find it’s quoted back to you often?

Cal Newport
I think people, really, like more recently, one of the things that come back to a lot is this idea that activity doesn’t matter, busyness isn’t monetizable, your email inbox is not going to be remembered 10 years from now, but what you produce that you’re proud of, that’s everything, and just this idea of output over activity. That’s what keeps coming back to me. That’s what people seem to be quoting when they’re talking about this book or calling into my podcast, so I like that. Busyness is maybe satisfying in the moment, but is forgotten in the mist of history.

Pete Mockaitis
Okay. And do you have a final challenge or call to action for folks looking to be awesome at their jobs?

Cal Newport
Do fewer things. Like, trust this idea that if you cut down the number of things you’re working on right now, you will look back when this year is over and be much more impressed, and proud of what actually got accomplished.

Pete Mockaitis
Cal, this is fantastic stuff. I wish you much fun and slow productivity.

Cal Newport
Thanks, Pete. I’m going to go slowly get some things done.