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907: Building Unwavering Confidence with Paul Epstein

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Paul Epstein reveals master keys to building confidence and making better decisions faster.

You’ll Learn:

  1. The fundamental key to feeling more confident every day
  2. How to improve your decision outcomes in just two minutes
  3. The head-heart-hands equation for making better decisions faster

About Paul

PAUL EPSTEIN is a former high-level executive for multiple NFL and NBA teams and the bestselling author of The Power of Playing Offense.

In 2022, he was named one of SUCCESS magazine’s top thought leaders who get results and his work has been featured on ESPN, NBC, Fox Business, and in USA Today.

In fifteen years as a leader in the world of pro sports, Paul helped take NBA teams from the bottom of the league in revenue to the top two, broke every premium sales revenue metric in Super Bowl history, opened a billion-dollar stadium, and founded the San Francisco 49ers Talent Academy.

As an award-winning keynote speaker, Paul’s impact continues offstage, providing leadership development and culture transformation programs for companies and teams including Amazon, Disney, Johnson & Johnson, NASA, the Los Angeles Lakers, and the Dallas Cowboys.

He’s also the founder of the Win Monday Community and host of the Win Monday podcast, where he interviews high-profile guests who reveal their secrets of confidence and work-life mastery.

Resources Mentioned

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Paul Epstein Interview Transcript

Pete Mockaitis
Paul, welcome to How to be Awesome at Your Job.

Paul Epstein
Yeah, Pete, fired up to be here.

Pete Mockaitis
Oh, me, too. I’m excited to get into some of the wisdom of your book, Better Decisions Faster: Unshakable Confidence When You Need It Most. But, first, I think we need to hear a fun story involving you and a famous athlete. How would you kick us off?

Paul Epstein
Ah, me and a famous athlete. Actually, you know what, let me give this a little spin, but if you want to talk athlete, let’s keep it in the NFL. Let’s go to one of the more powerful and influential people in the entire sports business, none other than the NFL Commissioner Roger Goodell. So, can I dive down this story of me and Roger?

Pete Mockaitis
Take it away.

Paul Epstein
Okay, good. All right. So, I’m in the NFL League office, 345 Park Ave. I’m in New York, running a national sales campaign for Super Bowl 48, which was over a handful of years ago, and it was a mega, mega Super Bowl. It was the biggest ever because it was the first time that it was in New York. So, you had these massive expectations, massive pressures, massive everything, and my boss, who’s the head of revenue for the NFL, he always served as kind of the buffer. It’s like NFL Commission, Roger’s down the hall, and Paul, “I got this.”

So, whenever Roger was close, my boss’ name is Brian, he now runs business for the LA Olympics, wonderful, wonderful guy, but he always kind of serves as that buffer. So, anyways, one day Brian is not around, he’s in a meeting. Commish walks down the hall, and he sees this pinboard that has all of the inventory for the Super Bowl mapped out, and there’s three colors of pins – green, yellow, and red. So, green is sold, yellow is in conversation with a prospect, and red is no action.

Well, this is really early in the campaign, we’re in like month two out of ten, so let’s just say the board had a lot of red pins. So, Commish comes over, and he says, “Tell me about the board.” And I’m like, “Oh, my gosh, oh, my gosh, where the hell is Brian when I need him?” But needless to say, it was just me and the Commish. And I said, “All right. Roger, yes, green is sold, yellow is in conversations,” so far so true, and I’m like, “Oh, my gosh, oh, my gosh, oh, my gosh, I can’t practically reveal what the red is.”

I’m like, “Red is red hot prospect.” And he made eye contact, and he says, “Well, looks like we’ve got a pretty hot market,” and went off. And so, my career was saved. Thankfully, I’m around to tell this story with a smile on my face, but you want to talk about thinking on your feet in a high-stakes situation. You talk about unshakeable confidence when you need it most, well, let’s just say I wish I had a book like Better Decisions Faster before that moment because I was just kind of winging it on impulse, but there you go.

Pete Mockaitis
Okay. And is it your perception that had you say, “Oh, well, Roger, those are the seats that are unsold, and no action have yet been taken,” that he would lose it?

Paul Epstein
Yes.

Pete Mockaitis
Okay.

Paul Epstein
Yeah, look, NFL, it’s a high-pressure, people get what they want. There’s no mistake that it’s one of the more powerful businesses in the world, and I loved every moment of it, but, yeah, I’m just happy that I didn’t quite have to reveal what the reds truly were.

Pete Mockaitis
All right. Well, so let’s talk about Better Decisions Faster. Any particularly surprising or counterintuitive   discoveries you made about decision-making and confidence when researching and putting this together?

Paul Epstein
Yeah, it was massive. Well, there’s a huge statistic that just blew me away. To this day, it’s almost hard for me to even fathom, even though I fact-checked it and we do the research on the research on the research. You really make sure that everything checks out, and here is the stat. The average adult makes 35,000 decisions in a day. So, think about that.

Pete Mockaitis
Yeah, I’ve heard something like that.

Paul Epstein
If you’re listening to this right now, 35,000 decisions, which is absolutely, it’s part mind-blowing, it’s part mind-numbing, I don’t even know which one it is, but that’s a lot. And so, of course, I think a lot of them are going to be on autopilot – turn left in the driveway, brush your teeth – but then there’s those critical few that can really make or break quality of life, quality of business, quality of career, quality of health, quality of relationships.

So, I wrote the book more for those. I call them MVDs, so the sports metaphor. MVP is the most valuable player. I wrote it for our most valuable decisions but still, to know that we have the expectation and the weight of 35,000 of anything in a day, I don’t know about you, but that kind of scared the crap out of me the first time I heard it. And, thankfully, I figured, “Hey, might as well write a playbook on how we can navigate and conquer those decisions with more confidence.”

Pete Mockaitis
Absolutely. And, Paul, I love that you were shaken and wanted to triple-check what is up with this huge number. So, let’s get your hot take. So, if we’re awake for, like, a thousand-ish minutes in a day, and there’s 35,000 decisions, we’re talking about 35 decisions a minute, or a decision every one or two seconds. So, I’m imagining the weight or gravity of most of these decisions might be along the lines of, “Should I have another sip of water?”

Paul Epstein
Oh, no, you’re so right.

Pete Mockaitis
“And I will.”

Paul Epstein
Like, “Should I look this person in the eye?” “Oh, hey, I got to scratch the itch.” Like, whatever it is. Yeah, most of them are kind of in this autopilot inconsequential, but, still, that’s kind of a crazy thing. It’s almost like taking a breath. Is that a decision? Like, you think about kind of those moment-to-moment things.

Pete Mockaitis
Yeah, and you’re right. That would be fun just because I am similarly curious in such a way. I guess that there are some things that, like taking a breath, I think that’s right on the border because it can be automatic or not, versus your heart beating, it just does, decided. Heart beat now or heart beat faster or slower.

Well, before we get into the particulars of how we make these most valuable decisions most excellently, could you share with us a story of someone who started kind of unconfident and indecisive, and then did some things to make the leap, the transformation to confident and decisive?

Paul Epstein
Yeah, so part of this is really, I’ll look in the mirror when I tell you this story. This was what turns out to be this Jerry Maguire leap from sports, and I’ll tell you that I had a coaching conversation along the way that, fundamentally, changed my life. Her name is Sue Ann, and I’ll share this story of Sue Ann in a second, but Sue Ann gave me this gift of unshakeable confidence when I needed it most.

Because before that, and maybe this resonates with everyone listening in, my life, I could describe in two chapters: pre-confidence and post-confidence. And by pre-confidence, I don’t mean that I didn’t have confidence but it was inconsistent at best. I had moments where I did show up with unshakeable confidence, but I had others where I played pretty small.

And that was a byproduct of stress, or anxiety, or maybe I wasn’t happy or fulfilled, or whatever the case was, but it was just this weight of decision fatigue, decision overwhelm, and then you get paralyzed, and then you make the worst decision of them all, which is indecision. So, I suffered just like the majority of us. I think we all suffer from those things.

Now, a decade later, you write a playbook on it, and that’s kind of the happy ending of this story, and it’s going to be a lifelong journey. But I’ll tell you the story where prior, and I think this connects with a lot of folks out there, the way that we’re raised, and I don’t just mean by parents, I mean more in society, especially here in the US, it’s so success-driven, it’s so goals and metrics and outcomes, and we chase these things, and, “Where did you go to school?” and “What’s the first company you worked for?” and “What does the resume look like?” “What does your LinkedIn profile look like?” and it’s all this external stuff.

And when you’re in the NFL and NBA, and you’re achieving all these things, and you’re supposedly getting all the things that matter in life, but then you don’t always feel like you’re winning on the inside. So, you’re winning on the outside but not winning on the inside. And what’s that gap about? And I would’ve told you that my entire career, I was going to hang out in the sports industry because it was a total dream come true. It was a kid in the candy store type of experience.

But then when I realized that you consistently reach these peaks, and these summits, and these places that are supposed to feel so amazing, and sometimes they do, but then it expires really quick. Like, within a day or two you kind of have this crash because I think there’s this reality check of, “Is this it?” Like, I spent months or years or the better part of the decade to get to this summit and this peak, and then, poof, it’s gone in like a day or two.

And that’s where I found myself, I’m heading up revenue for the San Francisco 49ers, and I go to this retreat where I started to tap into my why, and my values, a lot of personal discovery work. I started to figure out who I am. But then I was this crazy guy in the retreat that wasn’t happy with leaving those things as a distant north star. So, I got obsessed with, “How do I apply them on Monday morning? How do I connect these things that feel like a distant north star, like your why and values? How do I connect them to my decisions, to my actions, to the way I show up?”

And that process is what leads me to make big decisions, like doing things I said I would never do, “I’m never going to go back to school.” Well, growth mindset, growth is one of my core values, so I go back to school. I meet this wonderful woman named Sue Ann, my executive coach, first time I ever had an executive coach. And, Pete, what was really cool about this is this was the first time in my entire life, professionally speaking, that I felt comfortable going there, meaning, like, 100 out of 100, raw truth, vulnerability, authenticity.

Because before Sue Ann, I had mentors in the sports industry. The problem was they probably knew my boss better than they knew me. So, put yourself in this scenario if you’re listening in here. Have you ever been asked, “How’s it going? How’s it going?” and your default answer is, “Great. Great” even if you’re not great?

Pete Mockaitis
Sure.

Paul Epstein
And I think a lot of us have been there where you’re like, “Yeah, yeah, yeah, like it’s totally great.” And you say that because you don’t want to reveal if you’re 60% good, you don’t want to talk about the 40%, or you don’t know how this person is going to react, you don’t know if a negative domino follows. So, that was my mindset for a lot of my career as I’m growing and climbing and succeeding and winning on the outside. But then I talked to Sue Ann, and this was the conversation that changed my life.

She said, “Paul, I know what you do. You’re head of sales for an NFL team. What do you love about it? What do you hate about it? And what do you tolerate?” So, love, hate, tolerate. Great questions for all of us to evaluate – love, hate, tolerate. And I answered all three, and then she said, “Go deeper on the love bucket.” I’m like, “Okay, Sue Ann. Well, I love the people side of business, I love the culture side, I love being a coach just like you.”

And she said, “Awesome. On a good day, what percentage of your time do you do that?” So, now I’m slouching down in my chair, kind of the embarrassed at the answers, so I plopped it up a little bit. I said, “Sue Ann, 20%.” The truth is probably five or ten, but I’m like, “Sue Ann, 20%.” “All right. Paul, I wave a wand, you become your boss tomorrow. Does that number 20% go up, down, or sideways?”

And I thought about my boss, they were almost all strategy and nothing coaching people, so I said, “You know, Sue Ann, it’d probably go down.” And this was it, Pete. This was the question she asked, “So, what are you after?” Such a simple question but it has such profound meaning because I hadn’t asked myself that question in a very long time. I was just busy climbing, and winning, and succeeding what I thought was growing, but I forgot what I was after. And then she made me realize I don’t even want what’s next. I’m climbing this ladder, and I don’t even want what’s next.

So, to put this all together, when you want to talk about decision-making, when you want to talk about playing from a place of confidence, here’s why she gave me the gift of confidence, here’s how it went down. She cemented this belief that if I can connect my values to my decisions and actions, then I will become the most confident version of myself, beaming with strength and authenticity and purpose. So, the next decision I made after I talked to her, I asked myself, “What’s my strongest core value?” And its impact.

And I define impact as making a difference and leaving people in places better than I found them. That’s it. So, I then go back to the drawing board, and I asked myself, “Can I create more impact inside of the walls of the sports industry or beyond the walls?” And that, Pete, was the question that leads to the moment, and the aha, and eventual transformation, and eventual Jerry Macguire leap. That’s the moment I knew I was going to leave sports after 15 years of thinking that everything was perfect, and Sue Ann shining a light on this gap that I had, why I was showing up as a work Paul and a personal Paul.

And, really, you want to talk about making better decisions faster and being confident, I think that it is simply the consistency by which we act on our values, and that’s the backstory of how I came upon that transformation. And ever since then, I’ve been coaching others, and I implement it in my speaking, in my training, in my consulting, all of that, but that’s how decision-making became my competitive advantage.

Pete Mockaitis
That makes a lot of sense in terms of when you’re connected with the values, and those are guiding your decisions, you’re not wishy-washy waffly, like, “Hey, sorry to bother you. I hope this isn’t too inconvenient but I was…” as opposed to, like, “Yeah, this is just sort of how it is, and I believe that in my inner core that this is what is optimal, what needs to happen, what is good, proper, right, and just. And, thus, I’m going to feel like I can go forth and march on that.”

So, Paul, I’m imagining the hard part is getting that crystal clarity on “What are your values? And how can those connect to the decision or action that’s right in front of you in the next moment, the next hour?” So, any pro tips on how you illuminate these things?

Paul Epstein
Yup. So, I’ve got an old-school and a new-school way, and I’ll give you the fast pass because here we are in a podcast, so I want to give folks something they can do immediately. So, I’m talking to everybody out there. To find a value, the old-school way is, hey, you bring in a guy like me, and you go through some life-reflection exercises, and we unpack the peaks and the valleys, and we look for themes. And then those themes become your values. That takes time and energy and process. Let me give you the fast-pass way, and this works ten out of ten times. It’s just not as deep of a process.

You can, literally, Google top core values personally. And if you look at a list of 50 or 100, ask yourself, “Which one jumps off the page? Which one resonates?” I love this perspective. The Latin definition of inspire, which your value should inspire you, the Latin definition of inspire is to breathe life into. When you look at a list of 20, 50, 100 words, which one breathes life into you? And then just pick that value.

And then here’s the process that you do on the backend. So, now let’s say you lock in. Like, my core five: growth, belief, impact, courage, authenticity. Those are my five. Everyone has their own. There’s no better/worse, there’s no right/wrong. It’s just you do you. But here’s where we go. There’s a journaling exercise that I introduce to all of my coaching clients, and it works ten out of ten times if you do the work. And here is the process.

Now that you picked your value, once a week, this takes two minutes, so busyness cannot be an excuse, we all have two minutes in a week. We sit down, and we say, “For the week ahead, I will live my value of blank by blank.” The first blank is the value you chose. The second blank is an action, a single action that you connect to that value. So, I’ll give you two examples.

Let’s say that you choose the value of joy. Awesome. Okay. So, sit down, you journal, “For the week ahead, I will live my value of joy by cooking my favorite meal.” Cool. Super simple, super accessible, very easy, like joy. Hey, for me, I’m cooking bacon, I’m a happy camper. All good. That would be me. What is your favorite meal that brings you joy? That’s your one action.

Okay, let’s pivot. Instead of joy, what if your core value is courage? So, we’re raising the stakes. We’re getting a little feistier here. All right, journal, “For the week ahead, I will live my value of courage by having that challenging conversation that I’ve been putting off.” You’re not having that conversation because Paul said. You’re having that conversation because courage is a core value. So, those are just two quick-hit examples.

And then the last piece that I’ll say is, if that was your first journaling sit down, the reason why this works, and the reason why New Year’s resolutions don’t is a couple of things that are pitfalls that I’m about to coach through. So, the reason New Year’s resolutions don’t work, a couple things. One is we lack process and system. So, if we had a journaling exercise, or some sort of process and system, we would be much better at achieving our New Year’s resolutions.

The other reason why a lot of New Year’s resolutions, for myself included, don’t work is because we don’t stick with them long enough. We think we’re going to do something once or twice, and we’re like, “Oh, voila.” That’s just not how we’re wired. So, if you study habit formation, what the average research will tell you is that habit formation takes between three and four weeks. So, if you have a consistent process or system, and you do it for, in this case, I’m going to advise, do it for four weeks so you pass the threshold of habit formation, so you know where I’m going with this.

Do this journaling exercise four consecutive weeks. Two minutes a week, less than 10 minutes in a month, you can develop muscle memory, and you can internalize for four journaling sit-downs, do joy. For four journaling sit-downs, do courage. Do whatever your core value is. And here’s the beauty, and I want to share a gift with everyone listening in as well, if you were to go to my website, PaulEpsteinSpeaks.com, and take the confidence quiz, which, in less than five minutes, it gives you a confidence score of one to 100.

In the resource that you’ll be emailed after, I have a template for this values journal, so it’s just a free gift from me to everybody listening in because I believe, like this is something I implement with pro athletes, with Olympians, with high-growth founders, with Fortune 100 CEOs. It works ten out of ten times for those that do it for four consecutive weeks. So, that’s the process.

Pete Mockaitis
Okay. Very cool. And I dug how, when you mentioned impact, you had a particular Paul-definition of it, “This is what I mean by impact.” Likewise, could you give us some examples of courage or joy? And do you recommend that in the process of you find the value that breathes life into you, and then you expand upon it with some specific definitional verbiage?

Paul Epstein
Yeah, I love where you’re bringing this, Pete. So, when I was introduced to this back in 2016 when I had that life-changing retreat, the process that was shared with me, I did not have that journaling exercise as teed up as the way I just described it. But what the facilitator did tell me to do, and I followed it to a tee, they said, “Screw what the Webster Dictionary thinks. What’s your definition of your core values?”

And so, I was like, “Okay, cool. Like, that’s an interesting exercise. Let me totally go down this rabbit hole.” So, I’ll give you my five, and I’ll give you my five quick definitions, this is all muscle memory at this point. So, growth was my first value. Growth is the mindset that I’ll attack each day with. That’s it. That’s Paul’s definition.

Then I had courage. You mentioned courage a few moments ago. Courage is standing tallest when fear and risks are highest. That’s my definition. I already talked about impact. Making a difference. Leaving people in places better than you found them. Let’s go authenticity. This was an interesting one. Never sell out because I have and it sucked, and I’ll never do it again.

So, you could see how you can kind of dance with these. I don’t really care what the dictionary says. I hit a rock-bottom moment professionally a year or two before this when I went against my authenticity, and it served the company well but it didn’t serve me well, and my heart and all of these things. So, that pain point turned out to trigger my definition of one of my core values.

So, those are just some quick hits on how you can look at a word, and you should intentionally not look up what Google says, or what Webster says. You shouldn’t do it. What does it mean to you? Because if you struggle to find a unique definition, then it might not be a core value.

Pete Mockaitis
And when you talk about sort of the emotional resonance, it breathes life into, I imagine that can have different subtleties or flavors or nuances. Sometimes the ‘breathe life into’ feels like, “Yes, that’s awesome.” And other times it’s like, “Ahh, yes,” there’s a deep peace associated with it. And so, can you give us a few of the different styles of being inspired by the stuff?

Paul Epstein
Yeah, I love this so much. Yeah, let me pick on one of my core values, which is courage. And this is not going to be the, “Rah, take the hill and let’s go conquer.” Like, a lot of people would think of courage or bravery as this very much like we’re going to battle. And, for me, it’s not about that at all. I actually, emotionally, I tie it back to one of the worst days of my life, which is I lost my hero, my dad, at 19 years old, and I’m an only child.

And when I went home after I got that phone call that nobody wants to get, and I saw my mom, and she’s crying on the floor, and as we hugged, and I still feel the tears on my shoulder, and I saw how she showed up that day as a parent, as a concealer, as a consoler, I should say, as a healer, then as a planner, and then all these things, she breathed courage into me, and it never left.

I am convinced that courage would not be a core value had I not been through that horrible experience, had I not lost my hero, had I not seen how my parent grew into a partner, how my mom turned into a best friend. Like, it was this pain, this tragedy, that really helped color it for me. So, yeah, Pete, I agree, man. I don’t think of inspire purely as the blue skies.

One of my buddies, he has a great way of thinking about the pain that you’ve experienced in life can be tied to your purpose once you heal. So, pain can tie to purpose once you heal, and I think that quick story I just shared is an example of that.

Pete Mockaitis
That’s powerful. Thank you. I also lost my father as a teenager, and, yeah, it is tough and things sink in in that context, for sure. Well, thank you. I appreciate the depth and the heart here when talking about values and making it real. So, now, I guess I want to shift gears a little bit in terms of, let’s say you’ve done a lot of that good, reflective, soul-searching work, whether you’re Googling a list of values, and journaling, or going full bore with some assessments and some consultant coaches.

Now, I’m curious about in the heat of the moment when you’re feeling nervous, some pressure right then and there, how do you recommend we go about keeping cool and finding that unshakeable confidence right in those moments?

Paul Epstein
This is, literally, the entire playbook and the application that’s inside of the covers of Better Decisions Faster. So, I’ll give you the 60-second masterclass here. How we make better decisions faster, the application, I call it the head-heart-hands equation. So, the equation is head plus heart equals hands. To define each: head is your mindset, heart is your authenticity, and hands are action.

So, with head plus heart equals hands, another way to think about this is when deciding whether to use your hands, whether to take action, there’s two checkpoints: head and heart. The questions are, head. “Do I think it’s a good idea?” Heart. “Do I feel it’s a good idea?” And just like when you and I, when we’re driving up to an intersection, we know exactly what to do. Green is go, red is stop, yellow is assess. And that’s exactly how the head-heart-hands equation works.

So, when your head and your heart are both on board, it is a green freaking light. Ten out of ten times, go. Take action. Your head and your heart are ignited toward that action. Now, when there’s no head and no heart, that’s a red light. And so, we don’t want to run red lights. We now have the awareness and the consciousness to not run them. No head, no heart. When one of the two, either head or heart, is on board, that’s a yellow light.

So, if you ask me in simple terms, why write a book like Better Decisions Faster? Why apply the head-heart-hands equation? It’s because when the fear, and the stress, and the anxiety, and the pressures of day-to-day life, which are real, when they strike, we need a faster way to understand where we are with that decision in that moment.

So, while green, yellow, and red, it doesn’t get you to the finish line, the outcome, after the action within seconds but the equation does. So, now as I’m sometimes feeling stuck, or lost, or paralyzed at this fork in the road, I can now apply the head-heart-hands equation, and, boom, like the snap of fingers, I do a head check, I do a heart check, and almost instantly, I know, “Is this is a green? Is it a yellow? Is it a red?”

So, I write a book to attract more greens into our life. I write the book to raise awareness to stop running reds. And I write the book because yellow is the messy middle, and we need to have a playbook for how to navigate and conquer that messy middle. That’s Better Decisions Faster.

Pete Mockaitis
I hear you. That’s cool in terms of so we can eliminate a lot of second guessing in terms of the clear reds, clear greens. Like, head yes, heart yes, like, “Hey, that seems like a good idea, a good price. Heart, yeah, I really freaking want it, so, all right, let’s get it. There we go. I want to buy that thing,” or, “I want to take that course or do whatever.”

So, yeah, yellow is, indeed, the messy middle because I think a lot of times, it’s like, “Well, that sort of seems like a good idea but I’m not really sure. I’ve never done anything like this.” Heart. “I’m pretty excited about it but also kind of worried, like, this might turn out really bad.” So, when we’re in that messy middle, what do we do next?

Paul Epstein
It’s so funny, Pete. As soon as you started describing, in this case, greens and reds, I was like, “Oh, my gosh, I hope he goes to the yellow,” because that really is the meat of the conversation. Now, that everybody heard this, hey, head and heart on board, greens. No head, no heart, reds. You don’t need a book for that. Like, that’s just a matter of being aware and doing the head check and heart check, and you’re good to go. Like, you can do the green and red thing.

Here’s the interesting part about yellows. Not all yellows are created equal. I actually have a very different recommendation for when only the head is on board versus when only the heart is on board, and I actually believe that one of the two is more deadly than a red, so let’s unpack that. Pete, I’ll ask you this question. This is a good segue into it. If I asked you, Pete, which one is more likely to be able to change over the weeks, over the months, over the years? Do you think your head can change or your heart changes?

Pete Mockaitis
I think the head changes faster, easier. It’s like, “Oh, here’s a new fact I didn’t know. Cool.”

Paul Epstein
Yup, exactly. Yeah, and I think most people would agree and subscribe to that. So, you’re not going to wake up with a new heart tomorrow. Your heart is probably not going to change over the weeks, months, maybe years. But even then, there’s just no guarantee, versus a head block, sometimes there’s a self-limiting belief that we need to untangle, sometimes it’s coached, sometimes it’s our partner, sometimes it’s a therapy, sometimes it’s like…whatever it is, there’s ways to untangle pollution in our mindset. No doubt about it. Like, I am a firm, firm believer in that.

So, if we’re not going to wake up with a new heart, the bad yellow, the hard yellow, the one that can be more deadly than red is when only our head is on board because our heart is never going to join for the party. So, that’s a yellow light that’s never going to be a green. Think about that. A yellow that’s never going to be a green.

At least with a red, it’s done. You decide to stop doing it or not do it, but this bad yellow, it lingers. And so, a quick example, and this could apply to a relationship as well. I’ll use a professional example right now, but this applies to any person. All right, work context. I used to lead really big sales enterprises and sales teams. And the person that often was the top performer or top producer, so they sold a lot of widgets.

Your head, of course, loves the production, loves the performance. It made you look good to your boss. It helped you achieve your goals. So, your head said, “Keep them.” But let’s say they were a pain in the you-know-what, bad in the locker room, sometimes toxic, so your head might’ve said, “Keep them,” but your heart knew that they weren’t a keeper. Think about all these people that we might be surrounded by, that we have a head reason for them to stick around, but our heart knows that they’re not a long-term play.

And so, if you think about it from that lens, you’re like, “Man, now, all of a sudden, as a sales leader, my culture, three, four years here, it’s all wonky and screwed up. And now I’ve got engagement problems, and, oh, I’m losing some of my better people. So, now I’ve got retention problems. And maybe the marketplace heard a little bit about my culture, so I’ve got recruiting problems. I don’t have an engagement or recruiting or a retention problem. I had a yellow light problem. I hung onto the wrong yellow lights.” And that yellow light can be more deadly than a red.

So, my advice there, as difficult as it is, if your heart is never going to join for the party, short term, sure, you could survive a couple of these bad yellows, but, long term, you’re going to bleed out. So, the head-heart-hands equation gets you to quickly identify, like, “Dang, this is not a long-term play. Yeah, I need the paycheck but this job is soul-sucking to me.” That would be another example. I’m not telling you to bounce tomorrow. We have families. Be responsible. But if you know that’s never going to be a green, then we’ve got to make some decisions here.

And that decision, you might not pull a job trigger for 12 more months, but are you doing the work, nights and weekends? Are you doing the research? Are you doing the informational coffee meetings? Are you taking those positive steps to create potential future green lights because this yellow is never going to be a green?

And in the flip, and I won’t be as long with this one, the flip is a beautiful yellow. When your heart is on board because it’s so rare that your heart is a, “Hell, yes” for something, that yellow, you want to stay in the fight. You want to untangle whatever cobwebs or pollution you got from the neck up because, I’m telling you right now, there are so few opportunities in life that your heart is a “Hell, yes” so we don’t want to screw those up. We don’t want to waste those.

We got to figure out how to potentially transform that good yellow of the heart being on board, and if our head can eventually join for the party, that yellow to green transformation is as big of a payoff as you could ever imagine.

Pete Mockaitis
That’s beautiful and thought-provoking. Thank you. It’s really juicy. My thoughts are jumping all over in so many places.

Paul Epstein
Yeah, yellow is juicy, my friend. Yellow is very juicy.

Pete Mockaitis
I think sometimes, call it intuition, but you know your head or your heart isn’t on board, or is on board, but you don’t even know why. To what extent is that important? And how do we solve for that?

Paul Epstein
So, this is the classic gut or impulse, which, by the way, off-camera, what I’m asked all the time by a lot of folks is, “Okay, Paul, cool. I love this. All right, head, heart, hands, fully understand it. I’m going to apply it. Where does the gut fall into this?” Like, I get asked that all the time, and it’s a great question. So, my piece here is when you think about the origin of your gut, the origin of your impulse, that’s kind of you without much reaction time, just saying, “This is naturally how I’m feeling. Like, my gut feel.”

You often hear that, “My gut feel.” Okay, head is a thinking, heart is a feel game, hands are a do game. And so, while they’re not exactly alike, if I had to connect the dots, your gut and your impulse is closest to your heart.

Pete Mockaitis
True.

Paul Epstein
So, a big part of me writing Better Decisions Faster and being around these 12 green lights, which are 12 values, which I shared earlier, when we have our values in action, those are when we’re most confident. And the more confidence we have, then we can make better decisions faster. This is all one connected conversation but I share all these with you because I think we live in a world where we go, go, go, and we do, do, do. I don’t really need to convince folks to think more or to do more.

Now, are we thinking in the right way? That’s a fair conversation. Are we doing all the right things? That’s a fair conversation. But we think so much and we do so much. I think the gap in the world is the heart. And to no fault of anybody’s, I just think it’s so complex, and fast-paced, and up-tempo, and the pressure, and the stress, and the anxiety, sometimes we’re not checking in with our heart.

But when we do, and that’s the beauty of this head-plus-heart-equals-hands equation, Pete, because, like, let me just ask you, Pete, a quick question. If you had to choose a side, are you hardwired, as your default setting, more logic or emotion?

Pete Mockaitis
It’s funny that you asked. We’ll say more logic, although it’s close.

Paul Epstein
Okay, cool. Yeah, and, again, I don’t care if it’s a 51/49 but the only answer you cannot give is 50/50. So, let’s say you were to lean towards the logic. I’m quite the opposite, so I am hardwired to just be emotional. And so, here’s the beauty. It’s not head or heart equals hands. It’s not head minus heart. It’s head plus heart.

So, what that tells me is if Pete is on one side, if he leans logic, and if Paul leans emotion, well, this equation is going to force Pete to check in with his emotion. This equation is going to force Paul to check in with his logic. It’s head plus heart. So, it un-exposes our blind spots. I might not always do the head check, that’s just not how I’m always wired but now this process forces me to.

And, on the flipside, Pete, whether you’re a 51/49, or whether you’re a 90/10 on the logic side, either way it works. Now you’re going to have to do the heart check, and you’re going to have to make sure that, emotionally, you’re feeling it as well. So, that’s the beauty. It can take two opposite folks that are wired in very different ways, and it takes us through the same funnel, the same process. That’s why I’m such a massive believer in it because it’s not about how you’re wired. It is literally about getting to the best decision possible in a faster amount of time.

Pete Mockaitis
All right. Beautiful. Thanks, Paul. Anything else you want to make sure to mention before we shift gears and hear about some of your favorite things?

Paul Epstein
No, no, we’re good to go, man.

Pete Mockaitis
All right. Now, could you share with us a favorite quote, something you find inspiring?

Paul Epstein
Based on what changed my life, from Mark Twain, “The two most important days of your life are the day you were born and the day you find out why.”

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

Paul Epstein
Yeah, here’s one. This is a real-life example from one of my first sports jobs. It was a survey. I think this is very, very applicable for a lot of us. So, the question was, “One day, do you want to be the team president?” There were two sample sizes. Two groups of folks. One was frontlines and entry-level workers, the next was vice presidents.

And here’s what the study showed. Practically, 100% of entry-level folks wanted to be the team president. Of course, right, first job in sports. Of course, I want to be at the top.

The number was drastically different for the vice presidents. It dipped just below 50%. So, think about that. When you’re just starting, 100% want to get to the top of the mountain of an org chart. But 50%, once you’ve climbed five rungs up the ladder, and now you understand what it means to be at the top.

And I just think it’s a beautiful insight that, over time, different things matter, and you evolve, and you change, and you start to appreciate not just winning the outside game but also what’s the inside game that makes you happy and fulfilled, and what’s the lifestyle you want to build and have. And so, I think that’s a really cool survey that the meaning of that survey has carried my spirit ever since.

Pete Mockaitis
All right. And a favorite book?

Paul Epstein
Well, aside from The Power of Playing Offense and Better Decisions Faster, of course, I will tell you, man, there are so many, there are so many, but I’ll tell you the book that’s made the most impactful…that’s had the most impact on my life recently, Essentialism by Greg McKeown. I read it last December, I started to apply it immediately, and by any measure or metric that is important to me, by mid-April, I had already surpassed all the things I was measuring from the year before, and it’s because I truly locked in on what’s essential. And I have Greg McKeown to thank for that.

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

Paul Epstein
A microphone. But a microphone as a metaphor. I happen to use it physically as a speaker. I believe that everybody in the world deserves to have a voice. So, when I see a microphone, or speak into a microphone, I believe that everybody should feel like they deserve a seat at the table with a microphone.

Pete Mockaitis
All right. And a favorite habit, something you do that helps you be awesome at your job?

Paul Epstein
Fill my life with green lights. No joke, the head-heart-hands equation has fundamentally changed my life. I feel privileged and honored and humbled to be able to share it with the world. But when you get your head and your heart on board, and it tells you it’s a green light, that’s a life that I believe in, and that’s a life worth living.

Pete Mockaitis
Okay. And is there a key nugget you share that really seems to connect and resonate with folks, and they quote it back to you often?

Paul Epstein
“Actions over outcomes.” “Actions over outcomes” is one. Another one that’s really resonating, “Standards over goals.” That might actually be the more impactful one. “Standards over goals.” The whole world tells you to care about goals. I believe that standards are more closely aligned with who you are at your core, and things that are meaningful and that matter to you. So, I’m a big subscriber of standards over goals.

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

Paul Epstein
PaulEpsteinSpeaks.com, that’s the treasure trove, all things speaking, the confidence quiz gets you to one to a hundred within five minutes. Everything that you need is all at PaulEpsteinSpeaks.com.

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

Paul Epstein
Use the head-heart-hands equation. I’m just going to be very blunt about this. You don’t know what the impact of your work is until people actually start to use it. So, I can write a book all day long, and if nobody ever used it, there’s no impact. What I have seen in the earliest chapter of launching “Better Decisions Faster,” a lot of people bought it because of their work. They said, “Well, I want to make better decisions in work.”

But almost every single DM that I’m getting on social, almost every text message, almost every private email, some of them are work-related, 70% are not, “You’ve helped me make better decisions in my relationship, in my health, as a parent, how I manage my time, how I set my priorities.” It’s just been a really cool holistic life play. And I believe that that’s what the head-heart-hands equation can do for everybody listening in.

Pete Mockaitis
All right. Paul, this has been a treat. Thank you. I wish you much luck and fun and many great green lights.

Paul Epstein
Yeah, likewise, buddy.

900: Six Mindsets For Thriving in Uncertain Times with Charles Conn

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Charles Conn shares how to be strategic and make breakthroughs when things are uncertain.

You’ll Learn:

  1. How talented people unknowingly self-sabotage
  2. The simple question that leads to clever breakthroughs
  3. How to communicate your ideas so people will care

About Charles

Charles Conn is an investor, environmentalist, and entrepreneur. He is co-founder of Monograph, a venture firm, and was previously CEO of the Rhodes Trust in Oxford. He is Board Chair of Patagonia and sits on The Nature Conservancy European Council. He was founding CEO of Ticketmaster-Citysearch, and was a partner at McKinsey & Company.  He is a graduate of Harvard, Oxford and Boston Universities.

He is co-author with Robert McLean of Bulletproof Problem Solving: The One Skill That Changes Everything, published with Wiley in 2019, a best-seller now in six languages, and The Imperfectionists: Strategic Mindsets for Uncertain Times, 2023.

Resources Mentioned

Charles Conn Interview Transcript

Pete Mockaitis
Charles, welcome to How to be Awesome at Your Job.

Charles Conn
It’s great to be here, Pete. Thanks for having me.

Pete Mockaitis
Well, I’m excited to dig into your wisdom and the book, The Imperfectionists: Strategic Mindsets for Uncertain Times and general problem-solving wisdom you have to share with us but, first, I’m curious, so you’re the board chair of Patagonia. I’m imagining that you’re an outdoorsy person then. Is this fair to say?

Charles Conn
Yeah, my big passion is to spend time outside.

Pete Mockaitis
Are there any particularly memorable tales of outdoor adventures that leap to mind?

Charles Conn
Yeah, I have explored on several occasions the very upper regions of the Skeena River in British Columbia which runs almost the entire length of the province, and goes from these incredibly beautiful mountains, all the way down to the sea. That one is deep in my heart.

Pete Mockaitis
That’s beautiful. And have you ever had any brushes, close encounters with death in your adventures?

Charles Conn
Yes, on several occasions, once involving a landslide and also, in northern Canada, this time on a lake called Mistassini in northern Quebec, and a couple times in boats.

Pete Mockaitis
Hotdog. And what does that do for you, like, internally and how you view the world and your priorities?

Charles Conn
That’s a good question. I think it sharpens you up on what’s important and makes you focus on not all the little things that are the day-to-day but on the bigger things that actually matter.

Pete Mockaitis
Well, I think we’re talking about something that matters a whole heck of a lot in terms of strategic mindsets and problem-solving. Could you kick us off by sharing a particularly surprising or counterintuitive discovery you’ve made about mindsets and problem-solving and such while putting together The Imperfectionists?

Charles Conn
I think perhaps the one that’s hardest for people to get their own heads around is to be comfortable with the idea of collective intelligence or outsourcing wisdom, whether that’s outsourcing it to ancient wisdom, or outsourcing it to artificial intelligence swarms. It’s very hard for people to think that they don’t have everything inside themselves. But, of course, we don’t and we can’t.

Pete Mockaitis
Well, now, what I find counterintuitive is that people find that counterintuitive, that’s so meta. Maybe I’m humble or just a dummy but I’m thinking, “Of course, I don’t have the answers.” And, in a way, that’s kind of a relief. I’m not on the hook, on the spot, expected to. Can you dig into this mindset a little bit?

Charles Conn
Yeah, I think what happens in big organizations, and you’ve worked for fancy consulting organizations, people, over time, sort of overcome that natural humility that you just described and begin to think that their organizations can do remarkable things. And it’s that idea that… you remember Enron, they thought they were the smartest guys in the room.

And that kind of idea, like the arrogance of thinking, “We’re the smartest guys in the room, and, therefore, all of the pieces of the solutions to the problems that we’re trying to solve can be found here,” is a fundamental delusion that especially talented people tell themselves.

Pete Mockaitis
Okay. Well, good to know that that is widespread. And I guess that kind of hits me interestingly because I’m thinking about, boy, there was a quote. I got to get this guy on the show. I think he was in the Bush cabinet, he said, “Some people are more certain of everything than I am of anything.” That is exactly how I feel all the time because people will say things with such definitive language and tone of voice and use the word obviously, it’s like, “Oh, it’s obvious.”

And I was like, “I don’t know. I’m not so sure that that’s the case.” And, occasionally, they’re just dead wrong. And so, I’ve sort of had to, in my mind, mentally attach a disclaimer to all things being shared in general casual conversation.

Charles Conn
And don’t you find, as we get older, that instinct to humility should get stronger and often it doesn’t?

Pete Mockaitis
Well, I think so.

Charles Conn
And that’s what makes someone boring, right, that they’re confident that they know everything there is to know and they’re not open to new mindsets and new ways of seeing things, new lenses.

Pete Mockaitis
Certainly. And I think about just how many times I’ve been dead wrong about things, so it’s, like, I have evidence to suggest that it’s quite probable that I may be mistaken about something, especially with my first impressions pre-research.

Charles Conn
When we’re young, we often have that kind of confidence, never in doubt, occasionally correct. Hopefully, the world gives us the evidence that you just described. Usually, it does.

Pete Mockaitis
All right. Okay, so there’s something surprising that popped up. Could we maybe zoom out and hear kind of the big picture or the thesis behind the book The Imperfectionists: Strategic Mindsets for Uncertain Times?

Charles Conn
Yes. So, here’s 30,000 feet on it. There’s always this sense that the world’s getting faster and faster, and now it really is. There’s objective evidence with the amount of new data that’s being produced every day, the impact of artificial intelligence, computational biology, robotics. It’s a blur. And no young people today can look at their parents or their grandparents’ careers and think, “I will have something like that.”

This idea that you could gather a body of knowledge, in high school or university, and then put that to work over 40 years, if it ever really did hold, certainly doesn’t hold now. And that creates a feeling of anxiety and anomie, and you see this a lot in young people. There’s an epidemic of anxiety and also depression because of that sense that we’re unmoored.

And my sense is that, instead of looking for perfection so that we know all of the moving parts and we can confidently solve the problems in our lives, that we should actually let go of that idea, and we should lean into the risk and uncertainty that the world is delivering up to us by using some mindsets that actually tame that or make sense of it for us. So, that’s the 30,000 feet of what the book is about.

Pete Mockaitis
Okay. Well, there’s so much great stuff to dig into here. So, let’s hear about the anxiety and depression coming from a sense of being unmoored. Can you expand on that?

Charles Conn
Yeah, I think the way we’re all taught to think about our lives, and companies are taught to think about strategies, to think that there’s a structure out there that you can understand, markets have structures, lives have structures, and that there are agents that operate within this structure. And if you do some thinking about what their incentives are, you can actually deduce what the right strategy for you is. That’s a very standard model of strategy sometimes called structure conduct.

And I think the world that we operate in now, that structure is changing so quickly that understanding the rules or dynamics of how agents will behave in those fluid structures has diminished or gone out the window. And that leaves many people who are looking for structure conduct rules feeling anomie. And in the businesses that we all operate in today, compared to the past, you don’t even know who the disruptive entrant is going to be to your nonprofit or to your business. Maybe one of these super competitors like an Apple or an Amazon who you don’t even think of as operating in your sphere.

And I think that creates a kind of a feeling of uncertainty in a world that’s changing quickly that makes many people freeze, paralyzed, or makes other people leap before they look, both of which are pathological responses to uncertainty.

Pete Mockaitis
Okay. And just a definition check for anomie. What does this word mean?

Charles Conn
So, anomie is this sister to entropy, the idea that we’re lost in a world where there’s no meaning and no touchpoints or milestones.

Pete Mockaitis
And so, I can see how depression or anxiety, might be in the sense of, ‘Oh, this is solvable but I just can’t so I guess I’m no good” is one direction versus anxiety, like, “Ahh, there’s nothing to hold on to.”

Charles Conn
“I don’t know what to do.”

Pete Mockaitis
And it’s freaky. Okay.

Charles Conn
Exactly.

Pete Mockaitis
And so then, you say if we let go of this notion and that there are structures, this is solvable, etc., that we can feel liberated from that.

Charles Conn
That’s right. It doesn’t mean we just sort of lean into anomie. It means we actually have some tools that are well within our capabilities to make sense of this faster-moving world. The fact that we don’t have simple structure in conduct doesn’t mean there isn’t structure in content. We can actually learn the game that’s being played. It’s just the rules are changing and it’s unfolding quickly so we need an orientation toward uncertainty and change, which helps us gather information to make good decisions and to be successful even when things are changing quickly.

Pete Mockaitis
Okay. Well, so this sounds super beneficial, we can let go of some of that anxiety and depression. And what are some of the other benefits associated with mastering these skills and mindsets?

Charles Conn
So, I think you said mastery, and I think a feeling of mastery, even in a world when things are changing, a feeling, a quiet confidence that even when things are changing, you can actually chart a course that makes sense, not a course without mistakes because mistakes and learning from mistakes are a critical part of this framework for getting comfortable operating in this world of change.

Pete Mockaitis
Okay. And could you share a cool maybe case study of someone who felt some of these challenges and adopted some new approaches and saw cool results?

Charles Conn
So, I think the very most important mindset will sound incredibly obvious but I think it’s actually really profound, which is curiosity. Humans are pattern recognizers when we’re young. We look for patterns that help us make sense of the world. And then, as we get older, we become pattern imposers so that we can make sense of confusing things.

The problem with pattern imposition is we often get it wrong. This is what Daniel Kahneman wrote about when he wrote about all the cognitive errors that humans do in Thinking, Fast and Slow. If we can stay curious even as we get older, we can actually be open to learning in this world that’s going faster and faster. And I’ll give you two little case studies.

One is Nespresso. So, everybody knows what Nespresso is. It was created by Nestle, which is one of the world’s biggest food companies, the biggest producers of coffee. Nestle had a young engineer, his name was Eric Favre, and he happened to be with his wife visiting Rome. And he was standing there thinking he wanted a coffee, and he noticed that there were a whole bunch of coffee shops in Rome, and only one of them had a queue out the door.

And instead of thinking, “Well, I don’t want to stand in that queue. I got to go with this one,” he said, “I wonder what’s going on here? Why are people queueing outside the door?” And the name of the coffee shop was Sant’Eustachio, so he waited in the queue, and he went inside. And there was this whole barista in there called Eugenio. And he thought the machine was broken so he was pumping the espresso machine and putting extra bars of pressure into everybody’s coffee.

And the result was this incredible thick crema on the top of everybody’s coffee, and that’s why people were waiting. And Favre’s curiosity didn’t stop there. He obviously enjoyed the coffee, but he went away and he thought, “I wonder how we can make that, give people that experience, that actual experience of being in a Roman coffee shop in their home?”

And he tinkered and experimented, he was actually a rocket scientist, and he figured out how to create pressure via the machine, what we now think of as a Nespresso machine and a Nespresso capsule, so that you can produce that wonderful thick crema in your coffee at home. It took eight years to do it. Nestle gave him the time and the space to do it, and he created a business that does about 10 billion a year in revenue, all from curiosity.

Pete Mockaitis
Absolutely. And I think that line, that really is where the rubber meets the road when it comes to curiosity. It’s like, “Are you impatient, in a rush, need to do what’s latest and loudest and now, now, now? Or are you like, ‘Hmm, what’s that about? It’s going to take more time and maybe be kind of annoying but let’s go with it, see what happens here’?”

Charles Conn
Right. And in this world, this feeling of anxiety that we’ve got to just to keep our nose at the coal phase, we often let those experiences pass by, and those are the experiences that give us insights that actually give us that feeling of mastery and confidence when things are changing quickly.

Pete Mockaitis
Okay. And so then, when it comes to the mindset of curiosity, what do we do with that sort of actionably, “Just be more curious”?

Charles Conn
Well, yeah, so that doesn’t sound right but the truth is we can put it into practice by stopping to notice. And that thing, as kids, we always ask the question “Why?” In fact, there’s all this research, kids ask something like a hundred questions an hour. It’s incredible. And what they’re doing is trying to find patterns that make sense.

And when they eventually learn how to tie a shoelace with a double bow, that problem is solved and they become a pattern imposer after that, “This is how we tie a shoe,” they learned an experiment of how to tie their shoe. How can you leave open that childlike way of asking why. Eric Favre stood there on the cobblestones of Rome, and asked, “Why?” And I do think curiosity can be as encouraging, or spurring curiosity can start with putting questions when we see phenomenon that we don’t immediately impose a pattern on.

Pete Mockaitis
And so, we just ask why about anything and everything that pops on up.

Charles Conn
Everything, especially stuff that’s anomalous. So, we tend to look at things that are anomalous, and we put them into the bucket of not an important datapoint because it doesn’t confirm something that we wanted to confirm or that’s natural to confirm. Or, we bucket it very quickly into, “I guess they’re short a barista there, and that’s why there’s a queue.” We use the wrong framing because, and you said it, we’re impatient creatures.

Pete Mockaitis
And so, once we ask why, I guess then the next step is to try to see what’s going on.

Charles Conn
Yeah. Another great case study, which I wouldn’t go into in detail, is how instant photography was invented. Edwin Land, now a famous chemist, was walking around Sante Fe, New Mexico, with his daughter, and he was taking pictures with his conventional film camera. And his little daughter, Jennifer, pulled on his sleeve, and said, “Let me see the picture, daddy.” And he knelt down and he said, “Oh, well, that doesn’t work because we’re exposing a film emulsion to light, then we send that to the drugstore.”

And he stopped himself, and he realized, like, “No, why can’t we see the picture?” And it was his curiosity, instead of just brushing his daughter off, that led him to spend the rest of the day walking around Santa Fe, thinking, “I wonder if I could make the pictures appear instantly.” And he was working with a patent attorney that night, that very night, to develop what we think of as the Polaroid instamatic camera.

Pete Mockaitis
That’s cool. Okay. So, we got curiosity. What’s next?

Charles Conn
So, the next one, I think, is really important. It’s kind of a sister idea is one we call occurrent behavior. Occurrent behavior means what actually happens in the world as opposed to what you wish would happen or think will happen, and for us it means an experimentalist approach. You can see why that’s a cousin to curiosity.

It means instead of accepting existing datasets, you actually create your own data. When you were a Bain consultant, and I was a BCG consultant, one of the first things that they tell you when you started a new piece of work or study or a case, it’s called different things in different places, is you’d look out for the existing datasets that you could purchase or rent so that you can begin to immediately draw insights, but everybody has access to those purchasable datasets, and they don’t represent whatever current reality is because they were collected before.

And an experimentalist or a current behavior mindset says, “I wonder if we can test or taste the market ourselves,” and you can do this in any part of your life, rather than accepting what exists to see if you can generate your own perspective. So, occurrent behavior is trying it. And I think we think of that a lot when we think of internet companies.

So, in internet companies, we think, “Oh, you can just try interface B or interface A, and you can see which one generates more traffic or more revenue.” But you can do this kind of thinking in any business. One of my favorite crazy examples is SpaceX. Whether you’re a fan of Elon Musk or not, what he’s done in only 15 or 20 years with SpaceX is incredible. You had NASA for 60 years sending parcels into space, including people, and during that entire time, they didn’t drive down the cost curve.

In a period of only 15 years, because he was willing to relentlessly experiment, going from sending three or four missions into space a year, which is what NASA was doing, to sending 15 or 20 missions into space a year, which is what SpaceX has been doing, and each time trying something new, including using technologies from the automotive industry, like heat shielding, using innovations like using a basket or a net to catch the nose cone, which is an expensive part that you might otherwise lose, they’ve been able to drive down the cost curve by about 95%, so cutting the cost of sending a kilogram into space from 50,000 to just over 2,000.

It’s remarkable. And it shows that even in the ultimate of heavy industries, experimentation can lead remarkable results.

Pete Mockaitis
That’s good. And when you say experimentation, I’m thinking SpaceX, they’ve had a number of things explode, and I guess that’s part of it.

Charles Conn
Right. And I think this is part of imperfection. Obviously, unplanned disassembly, which I think was the term that they used in a hundred-million-dollar mission is an extreme example of what sometimes comes at a cost. Experiments come with a cost. But there were 20 different things, according to the commentary by SpaceX at the time, that they were trying to experiment with in that launch, and that they learned from, and that they’ll improve from.

In any of human enterprise with relative low cost, in this case, it was relatively high cost, we can generate new data that gives us a better sense for how the world is actually unfolding.

Pete Mockaitis
Well, this is sparking some cool connections. We had Suneel Gupta on the show talking about being backable, and he said one thing that makes you phenomenally persuasive is you have an earned secret. It’s, like, you know something that other folks don’t know, and one of the best ways to do it is just do those experiments.

And then it speaks to fundamental problem-solving process, whether we’re in uncertain times or not so uncertain environments, just that hypothesis-driven thinking approach that we’re into in consulting, is so huge. It’s like, “What must be true for this to be a good move or workout? And then how do we test that?”

And so, just for funsies, could you share with us a couple really cool examples of means of experimenting and testing that are accessible to the typical professional in the midst of problems they bump into?

Charles Conn
So, one is an old story from some friends of mine in McKinsey, which is another firm that I worked at, who were trying to solve a really difficult problem when they were working with the Federal Reserve, which is, “How do you count money?” And this is in the days before counting machines, so in the late ‘70s, they were actually counting money by hand, and they would double and triple count the big bundles of hundred-dollar bills and twenty-dollar bills, if you can believe it, and they thought that that was a far more accurate approach than any other approach.

And one of these clever consultants said, “Hmm, seems like a slow and error-prone approach,” because they would often do tests and find that the counts were off, “Why don’t we weigh the money?” which was a crazy idea. But with a very accurate scale and money at a particular humidity, so specific gravity, weighing is much more accurate than counting, and they were able to demonstrate that.

And I think that’s just one of those really cool little examples, which is exploring your curiosity by doing a mini experiment, in this case, weighing the money, led to kind of a breakthrough how the Federal Reserve thought about counting money. Later on, that was bypassed by great counting machines, but I just think that’s one beautiful example.

Pete Mockaitis
That’s fun and it reminds me of my favorite TV show ever, Breaking Bad, in which they all have to weigh the money, the stacks of it in the storage facility.

Charles Conn
Oh, dear, yes.

Pete Mockaitis
That is a good one. I’d also love your take on experiments about if we have to predict the future. And so, for example, one of my favorite encounters of one of my failures in using good hypothesis-driven thinking was I was exploring making an investment – this was back in the day – in a magazine that went to producers of TV and radio shows, because I wanted to sell a book and associated speaking services, but the price tag for that ad was sort of substantial for me at the time, and I was like, “Oh, is this going to work out?”

“At the end of the day, am I going to recoup more money than I invested in this thing?” And that’s all based on the responsiveness, both of the producers and the consumers listening or watching? I was like, “How can I even know?” And so, I went in the wrong direction, as a consultant, I was like, “Well, let’s just assume this, and this, and this, and this, and this, and make a spreadsheet.” I’m just making up numbers, and I was like, “Well, those numbers seem reasonable. Let’s go for it.”

And it was a total bust, I very much regret that investment. And then months later, I got a phone call from someone, who said, “Hey, Pete, I noticed your ad in this publication. Can you tell me how that worked out for you?” I was like, “Oh, not well, but what I should’ve done is what you’re doing. I had a whole content info of all these people who bought the ad and I could’ve just given them a ring, and say, ‘Hey, how did this work out for you?’ and then I would’ve known and saved some money.”

Charles Conn
And that’s one of those great problem-solving techniques, which is called Occam’s razor, which is a 15th century idea, which is the best solution to the problem is usually one that requires the least assumptions. And you could’ve started with that approach, which is the simplest one right in front of our nose.

And we often, especially clever people, and I think that’s what’s amazing here, is that these techniques are not to help ordinary people behave like clever people. These are techniques that help clever people even more because we’re the worst pattern imposers, the people who are very confident about their abilities.

Pete Mockaitis
Yeah, Occam’s razor or with this book, I think it was called Obvious Adams, the idea was, “Hey, just do the obvious thing in business and it will take you really far,” which, in some ways, is I think is best about AI. And there was a Wall Street Journal article about AI coming up with creative business ideas more so than ten MBAs.

I’m a little skeptical but, either way, I’ve heard elsewhere, it said that AI tends to give you the most obvious answer because it’s like picking the words that are next to other words around this thing, large language models. But that in of itself is super helpful, it’s like, “Oh, yeah, let’s do that obvious thing. That’s pretty handy. Let’s go ahead and do that.”

Charles Conn
I think that’s right. Basic large language models that are trained on the internet, which is the junkyard of HTML that is the internet, are likely to give pretty obvious and not creative solutions. I do think AI trained on better databases, and particularly the kind of underlying databases, can actually generate surprising and sometimes creative outcomes because it isn’t looking to impose a particular pattern. It isn’t working with a set of assumptions the way you and I often do.

Pete Mockaitis
All right. Okay. Charles, well, we talked about curiosity, occurrent behavior, experiments. Is there another key mindset or piece we should dig into?

Charles Conn
So, the other mindset that we think is really powerful, we call dragonfly eye. And the analogy of the dragonfly eye is because they have these incredible compound eyes that have all these different lenses, more than 30,000 lenses, and a couple of different types of receptors that allow them to see almost 360, and also allow them to see spectra of light that no human can see.

We don’t really know how that insect experiences the world but we like this idea, when you’re problem-solving, of making sure to test different perspectives than your own. And sometimes people will call that perspective-taking, so maybe that would be a simpler way of putting it. When you’re solving a problem, remember to step out of your shoes because your shoes are the shoes of the organization that you’re working in, and your particular set of beliefs about how your organization competes in the world.

So, what we’d encourage people to do is see the problem through the eyes of others. So, that might be your suppliers, it might be your employees, it might be from one of your existing competitors, or it might be a perspective like an incipient or potential competitor, and we think that’s a particularly useful lens. So, trying your problem on through the perspective of others, which is a relatively straightforward thing to do, you can workshop this, gives you insights that other people just don’t have. And I’ll give you an example, this one that I love, and done by a friend of mine, is Invisalign.

So, you’re familiar with Invisalign, which are these clear braces that have just taken the orthodontic world by storm over the last 20 years or so. Were those invented by an orthodontist?

Pete Mockaitis
I’m guessing not, but I don’t actually know. Lay it on us, Charles.

Charles Conn
You got it. So, why not? There had been various forms of braces around since actually the time of the pharaohs but the kind of metal tracks that we have today have been around for something like 70 or 80 years. Why is it that orthodontists who get paid so much money to put those tracks on didn’t think of these clear progressive teeth corrections that Invisalign thought of?

It was thought of by two students at Stanford Business School. One of them was a kid who didn’t have the money to get braces until he was in his mid-20s, actually at business school. He was noticing how awkward it felt to have braces as a mid-20s person. He also noticed that, when he got his braces off, that if he forgot to put his retainer in for a couple of days, when he put it in, it hurt, and then it stopped hurting.

And what he noticed, therefore, was that his retainers were also moving his teeth, and he and his colleague, who’s called Kelsey Wirth, thought, “Huh, I wonder if you could do 3D printing, using a hard clear plastic like this retainer, that would move people’s teeth just like the ugly braces do.” They were taking the perspective of a brace patient, or braces user, not the perspective of an orthodontist who was just looking for the technical teeth correction.

With a different lens, they ended up creating a business, a very difficult to do because no one wanted to support them in dentistry, but eventually they got a school of dentistry to help them do the engineering. They got some engineers at Stanford to help them do the 3D printing, and they created a business that’s worth $20 billion market capitalization today, and have totally democratized orthodontics. It used to be just a small group of people who made that money. Now, any dentist can fit it.

So, I think it’s an incredible insight. It came from seeing things through a different perspective that other people didn’t think, and it’s one of the most powerful ways that you can improve your own life, which is to stop and see things through a different perspective.

Pete Mockaitis
So, I get with the Invisalign story that it was an atypical perspective that we wouldn’t expect it to come from. And so, in practice, if we’re trying to take other’s perspectives, how do you recommend we do it? We just ask, “Hey, any ideas for how to correct teeth?” Or what’s the process?

Charles Conn
I love workshops and maybe you do, too. I love getting people in a room. One of the most powerful things you can ever do is get your customers in a room. Never understand why people don’t do that, and whether you work in a nonprofit or for-profit organization, you can bring the people into the room who you’re trying to provide services to, and ask them, “How do you see my product?” and listen to what they’re saying.

Now, sometimes that doesn’t work when the products super breakthrough. In this case, they wouldn’t have told you that they wanted Invisalign. What they would’ve told you is how awkward they felt getting braces, how painful it was getting braces, how they couldn’t wait to get their braces off. So, imagine the original Sony Walkman. A focused group wouldn’t have created the Sony Walkman, they didn’t have it in their minds to do so.

But asking people how they wanted to consume their music, which was increasingly mobile, actually could’ve created the Sony Walkman. And I think that’s the kind of insight that comes from stepping outside your own pattern imposition framework, and thinking about whatever the problem is from the eyes of others.

Pete Mockaitis
I think that’s well said there. What is the Henry Ford quote – “If we ask the customers what they wanted, they’d say they wanted faster carriages,” or something like that. And so, some would say, “Oh, well, customers don’t know. You’ve got to figure it out for them.” But I think that what you’re saying is, within that, it’s like, “Well, you’re getting at something. If the customers say that, then, well, that can spark some things to go forth and innovate.”

Charles Conn
Customers know their pain points and customers know their druthers even if they couldn’t conceptualize the Walkman or Invisalign. So, I’ll give you one more example. The biggest player in cloud computing isn’t IBM, and it’s not Microsoft. Why? Because they didn’t get the idea first. Someone else got it first. And the people who got it first was Andy Jassy at Amazon, and he got it first because he saw something they were doing internally for their own computing power.

And he realized, “What if we could offer this by the minute or by the byte instead of having people have to create their own server farms? What if we rent this capacity?” And, of course, that’s where the idea of cloud computing came from. He saw things through a different perspective. They developed something internally, and then he thought, “Huh, I wonder if there’s a business here?”

Pete Mockaitis
And that’s exactly what happened with me, as well with podcast production. So, that’s cool. All right. Well, then can you give us some views on when it comes to the notion of being an imperfectionist, or embracing imperfectionism? Can you talk to us maybe a bit about the emotional hang ups? Or how do we make that journey, so it’s like, “Oh, yeah, now I’m just totally cool making lots of mistakes, and being totally imperfect”? That could be quite a leap for some.

Charles Conn
Yes. So, I think the overarching mindset is imperfection or imperfectionism, and that really brings together all of the mindsets, two we haven’t talked about, or we talked about briefly, collective intelligence and show and tell, together with the ones that we have talked about. The overarching idea is to go ahead and lean into risks, and I think this is the emotional thing that causes people either to freeze, “I better wait till things are more stable,” or to just like, “Ahh, jump,” and you could look at Elon Musk’s purchase of Twitter, and think, “Hmm, he probably should’ve thought about that a little harder.”

I think the way to get over the emotional either paralysis or impetuousness is to think about what things you can do – so curiosity, dragonfly perspective-taking, or experimentation – that you can do that are relatively quick, relatively low cost, and relatively low consequence when it goes wrong.

So, if you had those three things, “I can get feedback quickly, it doesn’t cost me too much to make this experiment, and the consequences of it going wrong are relatively modest, I can lean in and learn more about the game that’s being played, see the structure,” and, again, we can’t count on some historical structure, “see the structure that’s in the current game, and look at the behavior of the players that’s in the current game. That gives me information and allows me to be more confident about my next step even if what I did originally has some failures in it.”

I’ll give you an example because it’s always better to bring things to life, and it’s another Amazon example. So, Amazon is now a big player in what we call consumer financial services. They have something like a 24% share of all the transactions that occur online because people use Amazon Pay even when they’re not on the Amazon site. How did that happen?

Well, did Amazon use its giant balance sheet to buy a huge bank or consumer finance company? Nope, they didn’t. Well, why? So, what they did instead is, starting around 2008, they made a couple of little investments in fintech companies, they hired a team from a failed fintech company, they tried to build their own version of what was then called Square, which was a little payment device, which is now called Cube, and they bought some IP.

Almost all of those specific steps that I’ve just described ended in failure, meaning they no longer exist today, but each of those things built their understanding, built their skillset because they brought in people, and built their capabilities, ultimately, to become a competitor. And that allowed them to climb kind of an invisible staircase to be competent enough to begin to do the things in consumer financial services that they’re now known for, ultimately including an Amazon credit card and Amazon Pay. They did small low-consequence steps that, when apparently failed, actually helped build their capabilities and their confidence to become a real competitor in the space.

Pete Mockaitis
That’s great. Well, Charles, I really geek out at all the stuff. I love problem-solving and decision-making stuff. I think it’s just massively leveraged powerful skill that makes a world of difference in terms of if there’s a thing to learn, or to really invest in, it’s probably this and several organizations said, it’s like, the top skill for the decade or century that we’re in.

What I find interesting and intriguing is that sometimes in episodes where we’ve covered this, I see the data that my dear listeners aren’t as jazzed about this as I am, or so it seems, in terms of, “Huh, I thought this was one of the most killer episodes ever,” and then the download and engagement numbers are, like, modest, like, “Oh, yeah, it’s all right.”

And so, I scratch my head a little bit, but my leading hypothesis is that people say, “Well, yeah, I know I got tons of problems solved. I got lots of answers, and it doesn’t seem to go anywhere when I share them with my collaborators and colleagues in the organization.” So, I’d love to hear, you got Chapter 6: Show and Tell, Storytelling to Compel Action, what are your pro tips for when we’ve got a great solution ready to pop into the world, make its debut? How do we lead other people on board with that?

Charles Conn
What a great segue and setup. Yeah, no matter how good a problem-solver you are, on your own, you won’t make any change in the world. And I think it’s almost an icon, the brilliant person laboring by themselves without recognition or understanding, and I think that exists for a reason, which is the independence that allows some people to come up with brilliant ideas and solutions that are out of the norm doesn’t necessarily make them compelling to others.

And we love to go back to this very simple concept you did as a kid, probably in kindergarten or first grade, which is show and tell. And the way to bring people on board with your idea is to, literally, think about, “How would I show and tell this?” And sometimes smart people think, “Well, I’m going to give them the data. I’m going to give them a graph that tells them what the output is.”

What we’ve learned is, in a world where there’s more and more data produced every day, in a world of polarization that we live in today, that people don’t trust information the way they used to anymore. So, to break through with your idea, is actually much more difficult than it’s ever been before. And the critical insight here is to speak to people’s hearts, not just their minds. So, when you construct your stories, think about what people’s values are.

And I’ll give you an example here, which is if you’re in the nature conservancy, you want people to change their behavior about how they interact with the natural world. You could do that just by pointing out that we’re destroying the world, the temperature is going up, and species are dying. But people often don’t pull their Subarus over to the side of the road and change their behavior unless you talk about something they really do care about, which is, for example, their kids.

And even people who have very different political perspectives love their kids, and you can use something like that as a common ground to begin to build the story for change, which people will actually sign up for. And one of the reasons The Nature Conservancy has been quite a successful conservation organization is that it has incentives when it comes to telling stories that speak not only to the facts but also to the values that people care about.

Pete Mockaitis
So, that story can sound like, “Don’t you want your children to be able to enjoy these beautiful spaces? Or you want them to not live shorter lives because of pollution?” like that sort of thing?

Charles Conn
Better yet a demonstration. Sure, what you just said makes sense but what about a demonstration? So, I’ll give you a physical demonstration done by The Nature Conservancy. They were trying to convince wealthy donors that they should invest in building shellfish reefs in estuary areas because estuaries are where fresh water comes out, but there’s often pollution in that fresh water. And when it gets mixed with the saltwater, this is where a lot of creatures grow up in estuaries. This is where we create some of the biggest environmental crises.

If you put in oyster reefs, for example, or rather shellfish reefs, those tiny creatures that are inside the shells actually are filter feeders, and they filter out a lot of the toxins and pollution that comes out of estuaries. What the Conservancy did in one famous presentation in Australia is they put 17 10-liter buckets at the back of the room stacked in a beautiful pyramid.

So, everyone came into the room, and the first thing they noticed is these 17 beautiful green buckets stacked in a pyramid. Even before they said anything, they had the audience’s attention, the philanthropists’ attention, “What’s going on here?” And they said, “Do you know that each oyster filters 170 liters of water a day and cleans that as much as those 17 10-liter buckets holds each day?”

And by using that physical demonstration and tying it in, again, with values that people cared about, clean water for their kids, that demonstration opened up people’s wallets in a way that a PowerPoint presentation never could.

Pete Mockaitis
And it’s fun, as I imagine the philanthropists, which I’ve done on a very tiny scale, is you get excited, like, “Wait, one oyster and all that water? Well, that sounds just like a kill on return on investment. Where do I write the check?”

Charles Conn
Exactly. So, here’s another example. Richard Feynman, he’s speaking before the Space Shuttle Disaster panel, and he thinks that the problem is with the O-rings because the launch was done at a low temperature. And he could’ve presented a table of data showing that O-rings fail at lower temperatures, which is true. What did he do? He had a glass of ice water on the desk in front of him, and an O-ring in his pocket.

He took out the O-ring, held it in the water with a little clamp that he purchased at the hardware store next door, and then he twisted the O-ring to show that it deformed and then cracked at that lower temperature, the temperature of ice water. Well, no one will ever forget his testimony. Even though he had a Nobel Prize and could’ve used all kinds of data, what he did was a short demonstration that grabbed people.

And if you want your ideas, after you’ve done your clever problem-solving, if you want your ideas to have currency, if you want your ideas to break through in the world that’s a blizzard of ideas, think about how you would do show and tell.

Pete Mockaitis
I love it. Well, if you could just give us a few rapid-fire bullets of examples. So, we’ve got the ice water O-rings. We’ve got the big buckets of water. What are some other ways that we show stuff visually that’s powerful?

Charles Conn
Well, there are some famous graphics in history that I always go back to. So, you know that there’s a famous nurse called Nightingale, Florence Nightingale. Very few people realize that Nightingale was also one of the best statisticians of her day, and she drew this thing that’s now sometimes called a rose crescent diagram to show the impact of, basically, the filthy conditions during the Crimean War in the middle 1800s.

And she showed that way more soldiers were dying from the bacterial infection of their wounds, or bad water, than were actually dying from bullets. And she did that by showing this amazing graphic that’s famous to this day, that grabbed everybody’s attention. She could’ve written 150-page or 250-page finding but that single graph convinced the British military that they needed to upgrade the public health facilities that were in the hospitals in Crimea, which eventually led, by the way, to a public health revolution back in the home country, Britain, because Queen Victoria paid attention to what was going on in Crimea.

And we don’t know this for sure, but apparently met Florence Nightingale. That’s a person who figured out show and tell, and she changed the world. That’s how we get public health. Not just a nurse, someone who changed everything.

Pete Mockaitis
Beautiful. Well, Charles, tell me, anything else you really want to make sure to mention before we shift gears and hear about some of your favorite things?

Charles Conn
Yes. So, I’ll give you one more, which I think, in the world we live in today, we talked about it very briefly at the beginning, but think about collective intelligence whenever you’re trying to solve a problem, and where you can outsource incredibly great ideas that will help you solve your problem. There are platforms like Kaggle which allow you to bring in other people’s ideas for a small amount of price money, maybe an AI algorithm, maybe an AI swarm.

The Nature Conservancy used that very effectively to create a program called FishFace that allows computer recognition aboard boats to identify which fish are endangered species and should be put back in the water, and which fish are okay to eat. They didn’t have that capability internally at The Nature Conservancy so they outsourced it for $150,000 price via Kaggle.

That’s just one of thousands of good ideas that come from bringing other people’s expertise inside your organization even when you’re full of clever people. And so, that would round out the six mindsets that I think will give people confidence that despite the pace of change, and all the terrible things that are happening in the world, that we can step into that risk and confidently navigate our way.

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

Charles Conn
Einstein is famous for saying if he had an hour to spend solving a problem, he’d spend 55 minutes thinking about the nature of the problem, and five minutes solving it. So, he was a predictably clever guy, I think we can all agree, but there’s so much benefit that comes from thinking through your problem from different perspectives before you run off and try your favorite technique. So, that’s one of my favorite quotes.

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

Charles Conn
Yeah, I think the research behind the book called The Selfish Gene, which was a book published by Richard Dawkins in the late ‘70s, is the most concise encapsulation of how evolution works, which is this powerful engine that’s behind everything in the world today, including how humans compete with each other.

Pete Mockaitis
All right. And a favorite book?

Charles Conn
I think my favorite book is probably E.O. Wilson’s Biodiversity which sort of naturally flows from the Dawkins book. Biodiversity comes from the impact of how evolution works.

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

Charles Conn
I actually love old-school woodworking tools. So, my personal favorite tool would be a woodworking plane. I think it’s amazing. They’ve been around for 3,000 years.

Pete Mockaitis
And a favorite habit, something you do that helps you be awesome at your job?

Charles Conn
Climb the stairs.

Pete Mockaitis
All right. And is there a key nugget you share that really seems to connect and resonate with folks; they quote it back to you, they retweet it, they Kindle book highlight it?

Charles Conn
Yeah, I think the thing that I’m hearing back now is around curiosity, which is people are thanking me for awakening them to their own curiosity and to the wellspring that comes from asking the question why.

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

Charles Conn
Yeah, so you can find me on LinkedIn, or you can find both the books I’ve published on LinkedIn, or you can find them on Amazon, or any other great booksellers. We also have a website which is called TheImperfectionist.org, or BulletproofProblemSolving.com.

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

Charles Conn
Yeah. So, don’t be afraid to lean into risks using relatively low cost, relatively reversible moves. You may make some mistakes but you’ll learn tons.

Pete Mockaitis
All right. Charles, thank you. This has been so fun. I wish you lots of fun problem-solving and imperfection results, and, yeah, thanks for taking the time.

Charles Conn
It’s been terrific. Thanks so much for having me, Pete.

889: Deploying Your Unique Problem-Solving Strengths with Cheryl Strauss Einhorn

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Cheryl Einhorn provides tools to improve your decision-making skills.

You’ll Learn:

  1. The key to countering bias in decision-making
  2. The five Problem Solver Profiles–and which one you are
  3. How to work with different types of decision-makers

About Cheryl

Cheryl Strauss Einhorn founded Decisive, a decision sciences company that trains people and teams in complex problem solving and decision-making skills using the AREA Method. AREA is an evidence-based decision-making system that uniquely controls for and counters cognitive bias to expand knowledge while improving judgment. Cheryl developed AREA during her two decades as an award-winning investigative journalist writing for publications ranging from The New York Times and Foreign Policy Magazine to Barron’s and The Stanford Social Innovation Review. Cheryl teaches at Cornell University and has authored three books Problem Solved, A Powerful System for Making Complex Decisions with Confidence and Conviction, about personal and professional decision-making, and Investing In Financial Research, A Decision-Making System for Better Results about financial and investment decisions. Her new book about Problem Solver Profiles, Problem Solver, Maximizing Your Strengths To Make Better Decisions, was published in March 2023 by Cornell University. Learn more by watching her Ted talk and visiting areamethod.com.

Resources Mentioned

Cheryl Einhorn Interview Transcript

Pete Mockaitis
Cheryl, welcome back to How to be Awesome at Your Job.

Cheryl Einhorn
Thank you. So good to be here with you.

Pete Mockaitis
Oh, I’m excited to talk about your book, Problem Solver, and get some more insights into problem-solving goodies. But one problem I understand you’ve been working to solve for years is the perfect spice cookie. What’s the story here?

Cheryl Einhorn
Oh, I’m always experimenting. They say that cooking is an art and baking is a science, so that means that you can keep experimenting until you find what you think is just right.

Pete Mockaitis
And so, when you say spice cookie, what spices are we talking about here?

Cheryl Einhorn
Oh, I really throw in the kitchen sink. I like a lot of ginger. I think ginger is, like, this secret ingredient. And then a little bit of cayenne and all sorts of nuts thrown in so you get really good texture.

Pete Mockaitis
Do you go with the spice ginger or the powder ginger? Sorry, not spice, the fresh ginger or the…yeah.

Cheryl Einhorn
No, no, I like the fresh ginger. I like the fresh ginger, and I think something that people don’t appreciate enough is that you actually don’t have to peel it. The peel is actually good for you.

Pete Mockaitis
No kidding?

Cheryl Einhorn
So, I do recommend cleaning that first, but make sure that you leave that on.

Pete Mockaitis
Well, you’ve already blown my mind about one minute into the interview, so this bodes well for the future. You don’t have to peel your ginger. Who knew? Okay. Well, talking about your book, Problem Solver, any particularly extra-surprising or fascinating or counterintuitive discoveries you’ve made about problem-solving while putting this together?

Cheryl Einhorn
Well, absolutely, because what the research talks about is that there are five dominant ways that people approach their decisions, and that each of these different decision-making archetypes, I call them problem-solver profiles, and that’s why my book is called Problem Solver, each of them has some beautiful strengths but each of them also is correlated to a couple specific cognitive biases.

Those mental mistakes that can impede clear thinking and, therefore, each of them is actually optimizing for different things in their decisions. And if we can learn about which problem-solver is ours, we can better understand why we engage with our decisions in the way that we do, what kind of information do we think is important for making a decision, and we can also learn how to make better decisions with others based on understanding the other problem-solver profiles that are not our own.

Pete Mockaitis
Oh, Cheryl, this is exciting stuff and I’m eager to almost just dive in, table format, what’s the archetype, what are they optimizing for, what’s their strengths, what’s their bias. But maybe before we get to that level of meat, could you first share what’s at stake in terms of if we are great at problem-solving versus just okay at problem-solving, if we really know our archetype and we’re dialed into it versus we are just blissfully unaware of that knowledge?

Cheryl Einhorn
I think it’s a great question. The only thing that we truly have agency over in our lives are our decisions. And so, our decisions are the data of our lives. If we feel confident as decision-makers, if we have conviction that our decisions can move us forward into our good future, we can have a greater sense of wellness and of resilience. We can take on bigger challenges, and we feel like we can move through our day more easily.

Pete Mockaitis
Certainly. Do you have any cool stories of someone who learned some of your stuff and was able to upgrade their decision-making, problem-solving to see some cool results?

Cheryl Einhorn
Well, absolutely. My company, Decisive, we work with decision-makers around the world. And what we’ve found is that, as we begin to work with almost anybody, whether it is somebody who would like to help their aging parents find the right house or housing accommodation as they age, or whether it is somebody who’s thinking about starting their own business, as people learn their problem-solving skills and feel better about what actually is a quality decision-making process, they feel better about themselves, and they feel like they can reach their goals and their dreams.

Pete Mockaitis
Cool. Any particular goals and dreams reached that was super inspirational?

Cheryl Einhorn
Well, we recently worked with a team that had been together, a senior leadership team, at an organization, a big international company, and what they had found is they had been working together for so long that they had sort of fallen into certain habits and patterns where they had some preconceived notions about who they can work well with, and who they kind of wanted to go around.

And by working together to uncover these problem-solver profiles, they now really felt like they could reduce their friction and work better together because they understood why each person was approaching a decision a certain way, why they were asking the questions they were. They weren’t being sluggish, or slow, or confrontational, but they needed to understand certain parts of the process in order for them to feel confident in the decision that they were making, and it really amplified and reignited what this team could do together and for the company.

Pete Mockaitis
All right. Well, Cheryl, I’m curious, in terms of our direction here, do you think it would be worthwhile to provide a refresher on the AREA Method for those who missed our first interview or do you think we can jump right into the archetypes?

Cheryl Einhorn
I’d be happy to give a refresher. So, AREA is an acronym for my system of complex decision-making that uniquely controls or counters cognitive bias so that we can expand our knowledge while improving our judgment. And, basically, it’s an order of operations where the A, absolute, gets up close on the target of your decision, the R, relative, then puts that decision into the broader context and collects information from related sources.

E, exploration upgrades your research beyond documents to identify good people and ask them great questions, it’s interviewing. Then AREA exploitation is a series of creative exercises to test your evidence against your assumptions. This is a new piece of decision-making which really helps you to strength-test your decisions.

And then the final A, analysis, helps you think about failure, which is so important because if you can identify how and where your decision could fail, you can shore up and prevent that weakness and also have a signpost to tell you when something is going awry in the execution phase, and when you might need to make a new decision.

So, that is just a brief summary of the AREA Method as an end-to-end system for complex problem-solving that includes all of the different perspectives, and really helps you to end up with a decision that has a good chance of succeeding.

Pete Mockaitis
Okay. Cheryl, that’s lovely. Thank you. So, we’re all situated there. And now, okay, so we talked about cognitive biases a couple times. Now, I am familiar with this term and I find them so fascinating. I, one time, in my prior home in Chicago, had this beautiful poster, the Cognitive Bias Codex. Maybe you’ve seen it. It’s got a brain in the middle, and then it’s just nicely sorted, like all these cognitive biases.

I think they’re, like, over 150 into segments. It was lovely but it didn’t successfully make it through the move but we’ll link to that in the show notes for anybody who wants to buy this beautiful piece of art. But what is a cognitive bias?

Cheryl Einhorn
So, basically, it’s a heuristic. It is a mental pathway, a way of thinking that actually can help us to make the many small decisions that we have during the day but that don’t go away when we’re solving for complex problems. Let me give you a couple examples of things I think we all do. One is the liking bias. We tend to overweight information that comes from somebody that we like. Or the planning fallacy, which is even if we’ve done a task before, we may believe that it can be done faster than actually the number of steps and the time that it takes.

Or, another one is the confirmation bias where we look to confirm a favored hypothesis instead of thinking about disconfirming data which has far more diagnosticity. So, those are just a couple of examples of how we sort of move through the world to help us go a little faster but they don’t necessarily help us to really be present in the moment to think about the decision that we’re actually facing on its own.

Pete Mockaitis
Oh, that’s good. That’s good. And I pulled up the image of the Cognitive Bias Codex in terms of it has categories, like, “Why do we have these shortcuts? Well, it’s sort of unclear. What should we remember? We’ve got too much information. We can’t make enough meaning out of something and we crave meaning. Or, we got to act fast and we can’t analyze every tidbit.”

Cheryl Einhorn
Our brain likes to conserve energy and it likes to take these shortcuts, and it definitely allows us to multitask. If you’re in the supermarket and you know exactly where the box is in the cereal aisle that you want to get, you can also be on the phone and maybe thinking about something from earlier in the day. So, you can be doing many things, but by reducing that cognitive load, it’s also not actively thinking through whatever it is you’re facing.

Pete Mockaitis
That’s great. All right. So, lay it on us, these archetypes. We’ve got the adventurer, the detective, the listener, the thinker, the visionary. I guess that’s alphabetical. Is that how you like to, the sequence you like to move in or should we go at it? What’s your order of preference?

Cheryl Einhorn
That’s perfectly fine. One is not better than the other. As I said, they each have beautiful strengths but each of the problem-solver profiles are optimizing for different things in their decisions. So, the adventurer is a confident decision-maker, and he or she really favors making a lot of decisions. And there’s an underlying optimism bias to this because if they make a decision and it doesn’t work out the way they want, guess what? They always can make a new decision. And so, this is really a great person to have in your friend circle, in your colleague circle. They really help to make sure that you continually have momentum.

The detective, that’s what I am, this is a slower and more evidence-based decision-maker. For me to make a decision, if you don’t come to me with data, I really have trouble hearing you. I want you to substantiate it. And that has an underlying confirmation bias to it, which is that I can find the facts that I need to be able to share with you why my hypothesis is the correct one. And so, this is somebody, when you really want to be able to prove it, the adventurer can help you find the data that you need.

The listener is a relational, collaborative, inclusive decision-maker. And for this kind of a problem-solver profile, they have an underlying liking bias. They tend to have a trusted group of advisors, and they tend to overweight information that comes from those people, and they are people-centered. The thinker is your slowest decision-maker. This is somebody who really likes to explore their options. This can have a kind of frame blindness to it because they tend to look at the options against each other, which can circumscribe how they see and understand the problem.

And then the visionary is a creative open-ended decision-maker. This is somebody who has an underlying scarcity bias. They overvalue things that are original and things that maybe have not actually been on the table in the discussion, and that can also make them seem off-topic. And so, what I think you can see is that each of these different problem-solver profiles value different parts of decision-making.

And in order to make better decisions, alone and with others, you can really rapidly build trust and increase the speed of your decision-making by knowing the problem-solver profiles of the people who you’re making decisions with so you can come to them with what it is that they need to be able to discuss their decision.

Pete Mockaitis
Okay. Well, so let’s do a rapid recap there. So, the adventurer is optimizing for what?

Cheryl Einhorn
Forward momentum.

Pete Mockaitis
Forward momentum. And their cognitive bias is?

Cheryl Einhorn
Optimism bias.

Pete Mockaitis
All right. And then the detective, they’re optimizing for?

Cheryl Einhorn
Data.

Pete Mockaitis
And their bias is the confirmation bias.

Cheryl Einhorn
That’s correct.

Pete Mockaitis
And the listener is optimizing for what?

Cheryl Einhorn
Collaboration, cooperation.

Pete Mockaitis
And their bias is what?

Cheryl Einhorn
Liking bias.

Pete Mockaitis
Uh-huh. And the thinker, likewise?

Cheryl Einhorn
The thinker is somebody who wants to understand their options, and a bias that would be associated might be the relativity bias.

Pete Mockaitis
And how do we define the relativity bias?

Cheryl Einhorn
Relativity bias is like the frame blindness. They see the world in a relative, “This versus that,” over a…

Pete Mockaitis
Oh, right. Option A versus option B.

Cheryl Einhorn
Yeah.

Pete Mockaitis
And, finally, the visionary?

Cheryl Einhorn
The visionary is creative and really optimizing for originality. And one of the biases associated for them would be the scarcity bias. And in my book, I go through this in much more detail and I give you lots of what I call cheetah sheets. Can I describe why I call them cheetah sheets?

Pete Mockaitis
Oh, sure.

Cheryl Einhorn
So, the cheetah, while she’s the most fearsome hunter and can accelerate up to 60 miles per hour, her hunting prowess is actually from her deceleration, and she decelerates up to 9 miles an hour in a single stride. That gives her agility, flexibility, and maneuverability. And that’s what you need in quality decision-making.

And so, throughout all of my books, Problem Solved, on personal and professional decision-making, which introduces the AREA Method, Investing in Financial Research, about business, financial, and investment decisions, and this newest book, Problem Solver, I have cheetah sheets throughout which are worksheets that help you be a more agile and flexible decision-maker.

And each of these worksheets allows you to take the skill that you’re building and, basically, plug it right into your day. It gives you a series of questions that I ask that, as you answer them, help you to really be able to use the tools and the skills of each of these problem-solver profiles.

Pete Mockaitis
Nifty. All right. And I’m curious, do you have a sense of what proportion of people are adventurers versus detectives versus listeners?

Cheryl Einhorn
So, so far, I’ve collected information from well over 5,000 people. And for the people that take the problem-solver profile, we do have the largest group as thinkers. And I have been thinking about why that might be, and one of the things that occurs to me is the thinker is going to be very open to taking a quiz to help them to self-identify how they make decisions. They want to understand. The option for them is between the ears. They want to know the why.

An adventurer might hear about the problem-solver profiles on a podcast like this, and say, “I don’t need to take the quiz. I know I’m an adventurer.” Again, that forward momentum and the different ways that people are thinking about how they make their decisions, and the time to the decision.

Pete Mockaitis
Okay. And perhaps, to make it all the more real and concrete, could you walk us through a problem to be solved, or a decision to be made, and how each of the five archetypes would approach it?

Cheryl Einhorn
Yeah, one thing that I think is, in all of our common experience, might be going out to dinner with the five problem-solver profiles. When you get the menu and the adventurer looks at the menu, sees something on the menu that speaks to her, and she can put the menu down. She doesn’t have to read the whole menu because it’s not about all options. It’s about picking the first one that seems good to her.

The detective looks at the menu, notices that one of them has olives, loves olives, and thinks about, “Okay, based on that specific ingredient, that’s a dish that I’m probably going to like.” The thinker looks at the menu, and thinks about, “Well, what else have I had today? How do I want to balance out my diet for the day?” and maybe thinking about all of the eating that he or she has done as she looks at the menu to pick the dish.

The listener may be waiting to hear what all her friends order because she wants to hear what they think sounds good as well. And the visionary looks at the menu, likes the dish that has the olives, but looks at another dish and sees that the sauce might be better on that particular dish, and create something of her own. So, just from that example, I think you can see, again, that these different problem solvers are either skipping to decision-making or staying in problem-solving from very different vantage points.

Pete Mockaitis
Okay. Now, I have my own guess, but I’d love for you to diagnose me. When I’m looking at a menu, I find what I most often after is I want to be full and satisfied in a very efficient way per calorie while also experiencing deliciousness and novelty. So, I am looking at every option, and I’m sort of crossing them. I look at every option, and I eliminate every one until I’m left with perhaps two or three finalists.

And sometimes one just pops off because, hey, someone else is eating the other one so we’ve got the variety. And other times, I will, I’ve asked this question many times to wait staffs, like, “Which one is heartier? Or, which one is the most delicious and unique in your opinion?” And so, yeah, I guess I really am kind with everything. I’m all about optimizing experience relative to the criteria and values that matter most to me.

Cheryl Einhorn
Well, first, just the sheer amounts of things that you’re thinking about, and that you’re weighing against each other – hearty, savory, new, what does the waiter think – oh, my goodness, this sounds like a thinker to me. You’ve really got a lot going on. And while you can certainly have elements of listening, and elements of novelty, you’re not optimizing for forward momentum.

Pete Mockaitis
That’s true.

Cheryl Einhorn
The pace of the decision doesn’t matter to you as much as making the right decision according to the criteria that you’ve identified.

Pete Mockaitis
That’s fun. And when I do want it to go fast, I use the Chipotle app because I’ve already done all the thinking, and this is the exact bull that I want.

Cheryl Einhorn
And that’s very exciting to the thinker. The thinker, having it be like the three bears just so, that’s important. And that is in part why the thinker is such a slow decision-maker because the thinker has huge loss aversion. They are not optimizing for the best possible outcome. They are optimizing to mitigate the downside risks.

Pete Mockaitis
It’s true. I have had moments in a restaurant where I have intense regret, like, “I absolutely should’ve ordered what you had ordered.” And I regret having made the choice that I did.

Cheryl Einhorn
And that is something that really plagues the thinker. And regret is an emotion uniquely about our decisions, and it’s a very difficult decision. It’s a very difficult emotion.

Pete Mockaitis
All right. So, let’s say we are resonating with a particular archetype, or we take the assessment. Well, first of all, let us know, what is the quick and easiest way we can learn what our archetype is?

Cheryl Einhorn
Well, you can go to App.AreaMethod.com and you sign up for it, and you can take the problem-solver profile. And then you can learn more about it and how to use it by reading Problem Solver, my new book which goes through how to really put it into practice, or, obviously, by getting in touch with me, and working with me to help you and your team, or your family, or your friends, in making decisions using this new knowledge.

Pete Mockaitis
All right. So, let’s say we’ve got a sense for, “Okay, I’m a thinker and I’m working with an adventurer,” just for example, what do you think are the key implications in terms of, “So, now how do I live my work life differently with this knowledge?”

Cheryl Einhorn
Well, you have a really asymmetric risk-reward between these two because the adventurer wants the forward momentum, and the thinker wants to understand the why and to explore the options. And so, in a way, this can be just a wonderful group together because they’re really thinking about the problem differently.

And if you understand that, the adventurer then doesn’t have to feel frustrated that the thinker really needs to know that he or she has understood the why and the options, and the thinker doesn’t have to look at the adventurer, and say, “Why is this person in such a rush?” And together, you can really use each other’s strengths to make a decision that you both can feel good about.

Pete Mockaitis
All right. Well, tell us, any other top tips or implications that we should bear in mind as we explore this stuff?

Cheryl Einhorn
Yeah, I think this is transformative. First, I don’t think that we really think that much about intellectual diversity, and the fact that the different problem-solver profiles are optimizing for different things means if you can bring in questions from all five of the vantage points, you can have a much more fulsome understanding of the problem that you’re solving.

And you also no longer, as I was mentioning, need to denigrate how other people approach their decisions. Somebody is no longer hasty. They are optimizing for forward momentum. And somebody is no longer sluggish or too slow, for instance, like the thinker. This is somebody who really wants to make sure that they’re mitigating the downside risks.

And so, I think it can give you a really beautiful appreciation for these different ways that people problem-solve and reminds you that your way is not better. It’s just different.

Pete Mockaitis
Well, so I’d like to delve into that a little bit in terms of I can understand the style and process can be neither better nor worse, just different. I suppose I’m wondering about if someone has a capacity as an officer, executive, director, agent of an organization, whether it’s government, or nonprofit, or corporation, like, “To maximize shareholder wealth” is the sacred, I guess, oath of executives of publicly-traded corporations, according to my finance curriculum from the University of Illinois.

So, in that world, in some ways it seems like what is to be optimized for is kind of the part of the job description, if you will. And so, from like a results perspective, I guess not so much from a process perspective, so just wrestling with that, how do you think about these matters?

Cheryl Einhorn
All of these problem-solver profiles are excellent leaders and bring very different kinds of energy to their leadership. So, all of them can be very successful no matter where they are in the for-profit or the nonprofit world.

But just like when we all were going to school and we needed to figure out how to succeed for a particular teacher, when you’re working with different problem-solver profiles, you will have an easier time building trust, strengthening the relationship, and making more successful decisions together if you have a window into which of the problem-solver profiles they are.

Pete Mockaitis
Alrighty. Cheryl, any final thoughts before we hear about some of your favorite things?

Cheryl Einhorn
No, I just think that this is absolutely transformative. In my own life, as I have applied this, I never would’ve imagined how this was able to help me with relationships, both new and ones that I’ve had for my entire life. So, I think it’s an incredible piece of research, and I really hope that it can help other people in feeling better about their own decisions, but also very much in making decisions and having good relationships with others.

Pete Mockaitis
All right. Well, now could you share with us a favorite quote, something you find inspiring?

Cheryl Einhorn
Yeah. So, one of my favorite quotes is, “If you think you can, or if you think you can’t, you’re absolutely right,” which I think was said by Henry Ford. And this is really about you putting in some of your own motivation and your own effort, and it’s this idea that the agency that you bring to something is what really can help you to succeed.

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

Cheryl Einhorn
I’ve got a favorite study or piece of research, which is this research study about teachers, that the most success that the students have is, in part, by having a teacher who really believes in them. And I would think that this would be true outside of the world of education, that having somebody who really believes in you helps to give you incredible motivation and resiliency.

Pete Mockaitis
All right. And a favorite book?

Cheryl Einhorn
One of my favorites is The Art of Learning by Josh Waitzkin. He is a former chess champion and also a champion in the world of martial arts in what’s called push hands.

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

Cheryl Einhorn
I would say that one of the things that I use is this idea of not leaving before you leave. When I finish something, or get up from the day, or finish a meeting, I stay with whatever that topic is for a few minutes after to sum up my thoughts and make sure that I can re-enter well.

Pete Mockaitis
All right. And a favorite habit?

Cheryl Einhorn
Well, I think it’s the same idea of not leaving before you leave.

Pete Mockaitis
Okay. And is there a key nugget that you share that really seems to connect and resonate with folks; they quote it back to you often?

Cheryl Einhorn
I think it’s this idea that there’s two kinds of learning – there’s knowledge and skill. And, for me, decision-making is a skill, which means I can teach you those skills and they can be yours.

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

Cheryl Einhorn
I would point them to my website, which is AreaMethod.com. And there, you can learn about my books, and my research, and my articles, and get in touch to work together.

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

Cheryl Einhorn
Yeah, if you can invest in your decision-making, it can unlock everything that you’re doing, personally and professionally.

Pete Mockaitis
All right. Cheryl, thanks for chatting, and good luck with all your decisions.

Cheryl Einhorn
Thank you so much for having me today and for this conversation.

882: Setting your Future Self up for Success with Dr. Hal Hershfield

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Hal Hershfield discusses how to make–and stick with–better decisions to enrich your future self.

You’ll Learn:

  1. Why you should build a relationship with your future self
  2. How to motivate yourself to do the hard things now
  3. The key to creating lasting habits

About Hal

Hal Hershfield is a Professor of Marketing, Behavioral Decision Making, and Psychology at UCLA’s Anderson School of Management and holds the UCLA Anderson Board of Advisors Term Chair in Management.

His research, which sits at the intersection of psychology and economics, examines the ways we can improve our long-term decisions. He earned his PhD in psychology from Stanford University.

Hershfield publishes in top academic journals and also contributes op-eds to the New York Times, Harvard Business Review, the Wall Street Journal, and other outlets. He consults with the Consumer Financial Protection Bureau, many financial services firms such as Fidelity, First Republic, Prudential, Morgan Stanley, Merrill Lynch, and Avantis, and marketing agencies such as Droga5. The recipient of numerous teaching awards, Hershfield was named one of “The 40 Most Outstanding B-School Profs Under 40 In The World” by business education website Poets & Quants. His book, Your Future Self: How to Make Tomorrow Better Today, will be published in June.

Resources Mentioned

Hal Hershfield Interview Transcript

Pete Mockaitis
Hal, welcome to How to be Awesome at Your Job.

Hal Hershfield
Hey, thanks so much for having me, Pete.

Pete Mockaitis
Well, I’m so excited to dig into some of the wisdom in your book, Your Future Self: How to Make Tomorrow Better Today. But, first, I wanted to hear from you, could you share one of the best and one of the worst decisions that you’ve personally made on behalf of your future self?

Hal Hershfield
That’s a good one, ooh. Okay, the easy answer there is marrying my wife. That’s got to be the obvious one.

Pete Mockaitis
Yes, she’s listening. It’s the obvious one, yeah.

Hal Hershfield
Yeah, so I don’t know. Should I come up with another answer?

Pete Mockaitis
I’ll count it.

Hal Hershfield
Worst decision, oh, man, it’s like there’s so many to choose from there. Okay, worst decision is more of a sort of perpetual thing and not one specific decision. But I tend to be really bad at taking care of small tasks. I procrastinate on them and it is regularly bad for my various future selves.

Pete Mockaitis
Is there a category of task that gets procrastinated all the time?

Hal Hershfield
Oh, yeah, anything with regards to administrative, filling out receipts, or like submitting a claim for insurance, or putting in my car registration. There are sorts of things that requires some amount of work, I don’t know why. I know why. I know why. I don’t like doing them. I always find them, sort of I’m worried that I’m not going to fill it in right, and then I just keep pushing it off.

Pete Mockaitis
That’s right. And then sometimes, I don’t know what this says about me, I’m frustrated that the system isn’t easy. In a world of apps, and iteration, and cost and improvement, and our technology and processes, and web forms, and apps and stuff, it’s like, “Wait, seriously, I got to mail you a check? I’m going to print something out or…really?”

Hal Hershfield
Game over. As soon as it says, “Print this out,” it’s like game over because the chances that the printer at my office or the printer at home will work is considerably low.

Pete Mockaitis
Or, do you have the paper? Do you have the ink? And what I love is that Amazon is super customer focused. I now notice when I try to print a return label, it said one of the options was, “We’ll print it for you and mail it to you in four business days for 50 cents.” I don’t remember, the price was pretty good. It’s like they know. They know that printing a label is too much for me.

Hal Hershfield
It’s such a sad comment but it’s so true. And I love it, remove the friction. Make it easier.

Pete Mockaitis
All right. Well, so I’d love to hear, while putting together and researching the book Your Future Self, any really surprising or extra-fascinating and counterintuitive discoveries you’ve made in the research?

Hal Hershfield
Yeah, I actually think one of the more counterintuitive parts that I came across in researching the book was the idea that we can experience what’s known as hyperopia. And what that means is, well, in my research, I focus on what’s called myopia, when we’re too sort of tunnel-focused, we have tunnel vision on the present. Hyperopia is when we reverse that. We focus so much on the future that we miss the present. And the irony there is that, in doing that, we end up making things worse for ourselves in the future as well. And that was a bit of work that really surprised me. I hadn’t really thought about that possibility before.

Pete Mockaitis
Can you give us an example?

Hal Hershfield
Have you ever had a gift certificate for a restaurant and you’re just waiting for the perfect opportunity to use it?

Pete Mockaitis
Oh, yeah.

Hal Hershfield
And you’re doing it because you’re thinking, “I really want to maximize this, and I want this to be good for…so that future version of me that gets to go there,” and you wait, and you wait, and you wait, and it closes. That is hyperopic. But there’s obviously more serious versions of that. There are versions of that, in fact, with our professional lives where we tell ourselves that we’re taking care of tasks, we’re doing things because that’s good for the future. And we somehow end up prioritizing the urgent over the important.

It’s like a version of this because we’re telling ourselves that we’re doing something, we’re doing something good for the long run, but, in reality, we maybe sort of shortchanging ourselves and actually making things less good for ourselves in the long term because we’re not focused on the big, important things that will actually move the ball down the field for ourselves. And that’s true both professionally and personally.

Pete Mockaitis
Okay. Well, it sounds like maybe we’ve already touched on it, but, zooming out a bit, how would you put forward the main big idea or core thesis of the book Your Future Self?

Hal Hershfield
Yeah, sure. So, I think the core thesis of the book is that there are different versions of ourselves that exist over time, and, in some ways, we think about our future selves as if they are other people. And that’s okay so long as we focus on the relationship that we have with that other person. And so, the book is really aimed at understanding the relationships that we have with our future selves, and then figuring out how to improve them so that we can do things that benefit us both in the future and now.

Pete Mockaitis
Okay. So, we talk about relationships. Are there some categories or archetypes? Does anybody hate their future self, like, “My relationship with my future self is my future self is my nemesis”? Or, what’s the palette or menu of choices for how that relationship can be?

Hal Hershfield
Right. That’s a fantastic question. Empirically, I’ve never asked people, “Do you hate them?” That said…

Pete Mockaitis
That’d be sad.

Hal Hershfield
It would be really sad if somebody said that. In my research and the research that others have done, we sort of treat the relationship with a future self the same way that you would treat our relationships with spouses, partners, close friends, which is to say that there’s varying degrees of distance. I can have a friend who I know, maybe they’re in my group of friends that I see but I’m not really that close to them. They exist but I don’t really connect to them.

All the way down to I can have that best friend, the person who I spend…want to spend all my time with, or my spouse, or my kids, or my aging parents. I would say that the spectrum of relationships goes from a stranger who’s sort of you see them, you know they exist but you don’t really connect to them, and don’t really know them, all the way to a person with whom you feel a great degree of emotional connection.

Pete Mockaitis
Okay. And so, this is all intriguing from a thought experiment kind of a world. But could you lay it on us in terms of what’s at stake, what are the implications of getting this relationship right versus not so right?

Hal Hershfield
Sure. We’ve looked at a variety of different things, so one thing we know the people who are more connected to their future selves, they’ve accumulated more assets over time.

Pete Mockaitis
Financially.

Hal Hershfield
Financially-speaking, exactly. We know that people feel more connected, they report greater subjective health. We found that they’re less likely to endorse unethical business practices. In other words, this is another sort of tradeoff. If I feel a lack of connection to my future selves, doing something that might financially benefit me right now but I could suffer some consequences later, well, maybe that’s okay. I’m not really thinking about later.

Other researchers have found that people that are connected to their future selves, they do better in school, higher grades, and even experience greater amounts of life satisfaction and meaning in life. I should say there’s always other factors and variables that play across these different studies. We’ve tried hard, and others have tried hard, too, to sort of isolate, and say, “Well, even in the face of things like age or education, do these relationships bear out?” And, sure enough, they seem to.

Pete Mockaitis
Okay. Well, so when you talk about this connection, what does that maybe look, sound, feel like in terms of our internal dialogues when we have a good rich connection to our future selves versus the non-desired alternative?

Hal Hershfield
It’s a really fascinating question that you raised because it’s not, I should say, we don’t ask people, “What does that conversation look like?” Most likely, they’re so much more idiosyncratic behavior and answers that could be given. I don’t really know what the answer would be but here’s my suspicion. I suspect that a conversation with a future self who I care deeply about is going to look more like the way that I think about and treat the people in my life who I really want to care for and take responsibility for.

The same way that you might feel about your spouse if you’re really connected to them, or the same way that you might feel about your kid, or, even I could think about the workplace, a co-worker that you really appreciate, or even an employee that they’re sort of under you but you still take an interest in their wellbeing. That’s the type of connection or relationship that we might see when we see a high degree of overlap between current and future selves.

Pete Mockaitis
Yeah, that’s good. And now I’m thinking about how, recently, this isn’t an earth shattering story, but I felt the implications. Sometimes, maybe most of the time, my desk is not the tidiest, and so I’ve accumulated LaCroix cans and more, and papers and all over the place. And so, it was a Friday, I took some time, like, “I’m really going to clean this up really well,” and so I did.

And then, Monday, I came in and I was surprised. I had forgotten my office desk had been cleaned by me in the past, and I said, “Oh, how delightful.” It’s like I was surprised. And the word relationship really does ring true here, I was like, “Well, thank you, past me. I really appreciate you cleaning up that desk because it’s just actually a joy to come into the office and behold this clean desk. I’m in a good mood and I appreciate me for having made that happen.”

Hal Hershfield
It’s a little gift from past you.

Pete Mockaitis
Yeah.

Hal Hershfield
Yeah. I love that.

Pete Mockaitis
So, it was cool.

Hal Hershfield
I love that.

Pete Mockaitis
And yet, most of the time, though, I don’t have that relationship in terms of, like good or bad, I don’t know. Like, you step on the scale, you look at the mirror, and go, “Ugh, past self, you really should’ve been watching the calories a little more, or hitting the gym a little more, or watch the diet when you get a check-in with the doctor.” It doesn’t even occur to me to think about past self in that relationship kind of a way.

Hal Hershfield
Yeah, you know, it’s funny. I can relate to that. There are so many of those times where we’re sort of not thinking about all the different actions that we have and how they add up. The annual physical is a great example of that, when you say, “Oh, your cholesterol is a little high.” It’s like, I cannot recall the number of times that I ate in a way that probably wasn’t good for my cholesterol, but, in those moments, I’m not thinking about how each one of those kinds of sums up to the sort of worst whole.

But then, on the flipside, the gift from past self, it’s like I had this experience pang. I think I must’ve paid for a rental car going to a friend’s wedding, completely had forgotten, I go up to pay for it, and they’re like, “You already paid for it.” I’m like, “Well, who paid for it? Like, that guy, the past me? Like, what a sucker, but I’m glad he did it.”

Pete Mockaitis
Yeah, that’s good. Or, just sort of like accounts that accrue. I’m thinking about back when I was consulting, there was a benefit where you could use pre-tax dollars to fund your mass transit cards. Invariably, these things just accrued to large sums because I completely forgot, like they’re sort of taken out of a paycheck.

And when people go off to business school, they’d say, “Hey, well, I’m going to Harvard. I’m not going to be in Chicago anymore. I’ve got a card with $300 of mass transit value, and I’m going to sell it at a discount.” So many of those emails, actually, in my time there. And so, yeah, you just autopilot, forget, and sometimes that works in your favor.

Hal Hershfield
Yup, 100%. Absolutely.

Pete Mockaitis
I’d love to hear do you have any cool success stories or inspiring case studies associated with folks who were able to upgrade their relationship to their future self and then see cool things emerge as a result?

Hal Hershfield
Yeah, actually, one of my favorite success stories, it was really funny. This was, oh, gosh, pretty deep in COVID, and I got this random email, and it’s from a high school kid, Enmal was his name. And he basically reaches out and says, “I’ve got to tell you, I went pretty dark during COVID.” I think he was like a high school junior, and when it started, he was having all of his classes at home and he’s not seeing his friends. And he says, “My diet basically consisted of ice cream and Chick-fil-A and Fruit Loops.” I forget which cereal it was but nothing super healthy. No offense to any of those companies, of course.

Pete Mockaitis
The Fruit Loops marketing brand manager is listening and enraged at you, Hal.

Hal Hershfield
Let me walk that back. Generic fast-food restaurants. And he ends up gaining 30 pounds, and he said, “I came across some of your research, and I decided to try to put it into practice.” And he said, “I went online and I printed out like an ideal-looking picture of myself, skinnier.” He used some sort of, I don’t know which technology he used to make himself look a little skinnier and healthier. He said, “I printed that, I put it in the bathroom, and I put it on the fridge.”

And he said, “Looking at that, basically, like wherever I was in the house, kept reminding me of the version of me I wanted to get back to and the version of me I wanted to become.” And it wasn’t that he just cut back on those foods. He also started exercising, etc. And he said in the span of several months, he ended up losing that weight. I forget the exact amount of time. He’s a high school kid so I think he’s probably able to gain and lose weight a little bit easier than the rest of us.

But I was really inspired by him because he was trying to consider a version of his future self who he wanted to become, and I think that sort of forced him, or prompted him, or kept him, held his hand along the way to do the things that he needed to do to get there.

Pete Mockaitis
That is excellent. Well, my key takeaway from that is to find a website that lets me visualize buffed Pete and take a look at that image, see what that does for me. And so, that’s cool in that it made it very real, concrete, visualizable, like, “Oh, okay,” as opposed to amorphous, like, “Oh, the future me is something off in space or in my imagination as opposed to something I could potentially behold with eyes visually.” That’s cool.

Hal Hershfield
Yeah, and I think that’s right because, to some degree, if I say, “Think of a future Pete,” there’s probably a lot of different images that could arise there. And you might be able to create sort of an average of them, sort of an amalgamation of them, but this specific image is vivid, and that can be a pretty strong motivator for behavior, “Now, I’ve got like an actual version of me, I’m thinking about looking at.”

Pete Mockaitis
Okay. Well, so could you lay it on us, are there some other actionable approaches we can take to do a better job at making prudent decisions and actions in the present that benefit our future selves?

Hal Hershfield
Yeah, absolutely. So, I’ll mention a couple. The marketing professor in me, of course, is saying, “You have to buy the book to find out all of them,” but I’ll mention a couple. So, there’s a category of strategies that involve trying to bring the future self closer to the present. One of those things, of course, is vividly visualizing the future self.

That doesn’t have to be just through apps. There are these apps that do age progression pretty well. But we can also try to get people to write a letter to their future self, and then write one back from that future self. It’s a really cool activity because it forces you to not only think about the future, but then to sort of go into the future and look back to now, which is, ultimately, putting yourself in the shoes of your future self, seeing the world through their eyes. That’s a vividness-enhancing exercise.

There are other strategies, though, that don’t involve necessarily trying to bring the future self closer but rather involve making the present, or rather making present-day sacrifices easier. So, what I mean by that is that every time I talk about these sorts of optimal behaviors, sometimes it’s hard to do them because it feels like all that you’re doing is sacrificing. It’s like, you right now that’s got to experience the pain for future use gain, which is it’s not a great situation to be.

And if you think about the relationship analogy that we talked about before, it’s like now you’re always the one sacrificing, future you is always the one benefitting. That’s not great. So, we’ve explored different ways that we can make present day sacrifices feel easier. One of my favorites is something that we call temporal reframing. I think there’s probably other terms for this, but the general idea is that I chunk something down into smaller and smaller parts.

I’ll give you an example of this. My collaborators and I, we worked with a fintech bank, a fintech company, this is an app designed to get people to save, and we asked people if they wanted to sign up for an automatic savings account, and some people got the message that they could sign up for $150 a month account, and other people got a message saying they could sign up for a $5 a day account. Now, it’s the same amount of money, of course, five bucks a day is 150 bucks a month. Four times as many people signed up when it was framed as $5 a day. I think it’s just an easier sacrifice to make.

Other researchers have found that that same sort of temporal reframing can get people to volunteer more, to do more volunteer hours. Rather than 200 hours total, how about four hours a week or whatever it is? We can sort of break it down in different parts.

Pete Mockaitis
Okay, yeah.

Hal Hershfield
Now, one of the other strategies that falls under this sort of bucket of making the present easier is, I don’t know what the right term is, I like to call it sort of like attack the side, not the core. Janet Schwartz, she’s a friend of mine, she’s a behavioral scientist, and she had this, I think, such a clever idea. She was going to Coney Island one summer with her friends, and it was right after New York started doing the calorie labeling on menus.

She goes there and she goes to get the hotdog and a side of fries. Like, what else are you going to do when you go to Coney Island, of course? And she sees that the fries are about 1100 calories, which is I think quite high.

Pete Mockaitis
And doesn’t even fill you up.

Hal Hershfield
That’s right. And no one goes there for the…I mean, you don’t go there for the fries. You go there for the hotdog. So, she and her friends said, “Wow, that’s a lot. How about we split the fries and we each got a hotdog?” And she starts thinking, “Wait, there’s something to this.” If you have a goal of, I don’t know, in this case, cutting down on your calories, you could do it in a painful way of cutting back on the thing that you love, or you could achieve the exact same thing by cutting back on something that’s much more peripheral.

It would be ridiculous if she got the fries and a third of a hotdog. And so, she actually worked with a restaurant where they put something like this in their plates, where the cashiers offered the restaurant patrons the option to get a half of the scoop of fried rice. They can get their full order of orange chicken or whatever it is that they’re getting but you want to take a half of the side. You pay the same amount, which is crazy.

And about a third of people say, “Yeah, I’ll do that,” which is so interesting because it suggests that that’s a strategy that people, I think, might warm to. So, again, that’s all about making the present day sacrifices easier. And then there’s a third sort of category of practical strategies, Pete, that I call staying on course.

This is where you, essentially, say, “Okay, you know what, there’s this version of me right now, there’s a version in the future who’s going to want to look back, and say, ‘Hey, I did the thing, I ate healthy, I was productive at work, I saved money,’” and then there’s the guy in the middle who is going to screw it up, the guy who, “I say I’m going to get up tomorrow and go for a run,” and that guy tomorrow morning who’s going to say, “I can’t do it. I got to sleep in.”

And so, this third category of strategies basically says recognizing that there’s all those tensions there, let’s figure out what we call commitment devices, strategies where we can put sort of guardrails on our behavior so that we don’t screw things up. So, one website called stickK.com, that’s with two Ks. Do you know this one?

Pete Mockaitis
I’ve been there but I don’t think listeners do, so lay it on us.

Hal Hershfield
Yeah, and it’s basically this website where I can put in my goal. Let’s say I want to work out three days a week, 30 minutes at a time, and then I’ll say, “Who’s going to follow up with me? It’s going to be you, Pete. And, oh, I’ll give you my credit card, and I’ll give it the name of an anti-charity.” Well, we don’t have to get political but an organization I don’t want to donate to. How does that sound?

Pete Mockaitis
Well, just for example, we might say guns. Some people might be pro-gun, some people might be anti-gun. And so, you can imagine your dollars flowing in the direction you don’t want it to go, just to make it clear for folks, yeah.

Hal Hershfield
There you go. That’s really good. Or, you could say Trump versus Biden, right? Some are on either side. Now, you’re going to call me at the end of the week, and you’re going to say, “Hal, did you do it? Did you work out three times?” And I’ll say, “Pete, this week was tough. I only worked out twice.” And you’ll say, “Okay, good to know.” You’re going to click no on my account, and instantly 200 bucks is going to go toward that charity, that organization, that I don’t want to donate to. That’s a pretty strong motivator.

Now, I’m not saying I won’t mess up but it might make it a lot harder for me to stay in bed a little bit longer if I know doing so was going to cost me possibly hundreds of dollars and not towards some charity that I wanted to donate to but toward one I don’t want to donate to. And there’s other versions of this. There are all sorts of levels of commitment devices which I get into the book. But the key here is picking something that is a strong enough punishment to deter the behavior that we don’t want to do but not so strong that I don’t sign up for this to begin with.

Pete Mockaitis
Absolutely. And to that point about it not being too strong, it’s funny, I’ve chatted with folks about stickK.com, and they said, “You know, I think that’s a really effective motivator but the anti-charity is so evil to me. Like, I don’t even feel morally okay with setting that structure up in my life.” And so, my wife and I, we were joking, and we were saying, “Well, huh, as a thought experiment, what is something that would hurt to give money to and yet doesn’t feel morally problematic?”

And I think we found some, like, super ritzy country club. So, it’s like, “They don’t need our money. They don’t need it. Like, who knows what it’s going to go to, like polishing golf balls? I don’t even know what they would do with extra money. They don’t need it. But it wouldn’t be evil for them to get it.”

Hal Hershfield
It’s so good because it’s not morally reprehensible. That’s so good.

Pete Mockaitis
It just feels really bad for them to get it.

Hal Hershfield
There’s another version of this that doesn’t involve a financial punishment. It’s a product called the Pavlok.

Pete Mockaitis
We interviewed that guy, yeah.

Hal Hershfield
Oh, did you? That’s fantastic.

Pete Mockaitis
Maneesh Sethi, back in the day.

Hal Hershfield
Yeah, that’s awesome.

Pete Mockaitis
I tried one. It’s not comfortable.

Hal Hershfield
Oh, did you? Yeah, I had a student who told me he just has the hardest time getting out of bed. And putting this on, basically, the more you snooze, I forget what his setting was, but it’s like if he snoozed more than a couple times, he’d start getting shocked by this thing to get him out of bed.

Pete Mockaitis
It’s like a rubber band around your wrist but more unpleasant. But, again, that same principle holds, it’s like, “If the shock is so unpleasant, and you have to push a button to administer it to yourself, then you may not do it.” So, I like the automaticity and I like the third-party bits, but, in a way, that’s part of the fun. It sounds like you have a lot of examples in the book.

It’s to think about, “Well, what works for you based on is it so repugnant you can’t even countenance doing it? Okay, well. then maybe something else. But is it so minor, you don’t even care? Like, okay, well, you got to crank it up.”

Hal Hershfield
Right, exactly. It’s funny, I have this thing now, in writing the book, I ended up talking with this guy, Dave Krippendorf, who founded this company. It was originally called Kitchen Safe, and basically a little box you put in the kitchen. There’s a little electronically timed lock on top of the box. He designed it for people to put away their snack food. You can time it anywhere from a minute to 10 days.

So, my kids’ Halloween candy, whatever it is, I pop it in there, I’ll set it for 12 hours so I don’t touch it tonight. Well, he found that so many people were using it for so many things other than snacks, that he renamed it the kSafe, from Kitchen Safe to kSafe. He sent me one, and Pete, I use it for my phone, I have to admit, it’s not like we have dinner with our kids every night.

But a couple nights a week or whenever the schedules work out, it’s such a bad distraction when I have it at the table, “Oh, I just need it to change the music,” or, “I just need it to…” whatever. It’s just there. And then before I know it, I am checking Twitter, or my email, or something that is like totally meaningless. I think this is probably relatable, I assume. Tell me this isn’t just me.

Pete Mockaitis
Oh, sure.

Hal Hershfield
So, I throw my phone in there, I’ll set the timer for two hours. Let’s say we have dinner at 5:30, it’s put in there for 7:30 or whatever. I know that sounds like a very early dinner but our kids are little. And it’s amazing because it completely removes the temptation, like it’s not even when I get up, I’m like, “Oh, I see my phone. I should check it.” It’s like it’s just not there so I don’t even worry about it.

Pete Mockaitis
Yeah, and it’s cool. That’s really cool. And maybe it’s a video game controller or any number of things: snacks, phones.

Hal Hershfield
Video game controllers is a great example. I love that.

Pete Mockaitis
That’s cool. So, the commitment device, so it takes a bit of you out of it, and that’s really handy. I wanted to get your take. I love it when you drop these numbers in terms of with the temporal reframing, with the five bucks a day versus 150 a month. We have a 4X lift in intake. And then a third of the people opted to go for half of the fried rice.

To the fried rice point, I’ve just got to mention, once when I was looking at my calories pretty closely, I was at a Cheddar’s and so I made my order, and then just randomly they brought out this honey biscuit thing, and I said, “Oh, what’s this?” And they said, “Oh, yeah, it’s a honey biscuit. It has this and this and this, and it’s on the house. It’s just a thank you for being here.” I said, “Oh, wow.”

Hal Hershfield
On the house. On the house means the calories don’t count, right?

Pete Mockaitis
So, I said, “Oh, wow, that’s great. Thank you. Could you take it away?” He was like puzzled, I was like, “Yeah, I’m just concerned I might eat it.” And so, he did, and that was cool. And then BJ Fogg, he talks about tiny habits. He was on the show. And he, was it chips or Noah’s bread, he would just fill up on bread if he was at the table, and so he just rehearsed his line with a smile, “Oh, no bread for me. Thanks.” It’s like, “Don’t put this on the table. I will eat it.”

Hal Hershfield
Yeah, it’s so good. The bread one is so good. One of the things I talk about in the book is, about five years ago, I got diagnosed with celiac, and it’s been so interesting because I was also one of those people, especially in social situations where my social anxiety was dialed up just a little bit, I would find myself just eating all of the things that were out that I wasn’t even hungry for, but just eating. And it’s often the sliders, the bread, the whatever.

So, all of that stuff is now off the table for me. And it’s really interesting because it’s almost like there’s this giant kSafe walking around with me when it comes to carbs like that. And so, when I’m at a restaurant, I’m not even tempted by the basket of bread because it’s like I know I just can’t eat it. But it’s like psychologically, “What are the shifts that we can make to make that happen?”

And I love the BJ Fogg example of, like, “None for me, please.” It just makes it automatic. It’s a habit. That’s great.

Pete Mockaitis
That’s good. That’s good. Well, so we talked about a number of commitment devices. And, ah, yes, I wanted to ask, when you dropped these numbers, 4X on the temporal reframing, a third people opting for half of the fried rice amount, any other sort of eye popping numbers in terms of, “Huh, this little intervention makes a world of difference”?

Hal Hershfield
Yeah. Well, it’s funny, I get cautious with eye popping numbers in social science because they always say, “Was that real?” So, I’ll say, “Look, the temporal reframing, the 4x difference, I thought that was 30% versus 7%. That’s pretty big.” We have another study that’s coming out, or should be out any day now, where we worked with the Bank of Mexico, 50,000 customers, half of them get access to these aged images of themselves, and half don’t, and they’re all getting these messages that they should save.

And the folks who do, they’re 16% more likely to make a contribution to their account. So, when you say, “Was that eye popping?” I don’t know if that’s eye popping per se, but what I find exciting about this is that if I can get 16% more people to do anything when it comes to behavior, then that can really add up and compound over time.

You think about that for voting, or taking care of your teeth or your health, or, in this case, making a contribution to your retirement account. That really can add up and compound in ways that are really beneficial over time.

Pete Mockaitis
And I’m also thinking about sort of general decision-making. When it’s not a matter of discipline, but rather just considering options, is there a way you recommend taking into account our future selves in the decision-making process?

Hal Hershfield
I think that is such a good question. It’s funny, because so much of my research has been focused on “How do we relate to our future selves? How do we connect to them?” and so on. But I don’t think the answer here is you should talk to them and think about them all the time. I think that, well, first off, we’re going to start ignoring them. Secondly, I just don’t think it’s sustainable.

So, I think that there’s probably some sort of balancing act here, and I wish I could say to you, “The research says this is the amount of time you should talk to your future self, and this is the amount of time that you shouldn’t.” We don’t know that. And, in all honesty, if I were to do that study, I’m sure there would be so many sorts of individual differences there. For some people, it makes sense to talk more, and some people less.

Here’s what I will say, though, my suspicion is that when it comes to big decisions and things that, once you decide, there’s some sort of automaticity that will carry out over time. So, like signing up for a savings account, signing up to work with a nutritionist or a career coach or whatnot. For those sorts of decisions, I think it may make a lot of sense to really try to step into the shoes of your future self, and think about how this action will impact that person.

For the everyday ones, things like my credit card, my eating habits, whether I get up and exercise or not, for those types of decisions, that’s where I think the world of habit formation becomes much more relevant, but I want to say that we should start, before we can even start going down the path of habit formation, it makes sense to have that conversation with our future selves and strengthen that bond with them so that, “Now, I can, essentially, get the ball rolling, and get the process started to do those things that will, ultimately, benefit me later, but also now.”

Pete Mockaitis
All right. And I’m curious, is there an overwhelming category of activities, or domains, or responsibility where people undercount their future self?

Hal Hershfield
Wow, that’s great. So, not that I know of, I can’t say, “Oh, there’s this one thing.” It’s easy to point to the different domains that sort of we know pop up all the time. So, under-saving and overspending, overeating, not exercising enough, those are the ones that sort of come up. And, in fact, if you look at the goals that people put forth on stickK.com, a lot of them have to do with exercising and eating behaviors.

I think there’s another one that maybe doesn’t come up as explicitly but it’s still relevant is time expenditures, “So, how I divvy up my time for the things that feel good right now in the moment versus the things that will last and give me benefits and wellbeing and positivity and joy over time?” And, as an example, to get concrete, I don’t know if you have this, but I have the thing that come up a lot for me is know I should call one my buddies, a friend I haven’t seen in a while just to catch up for 20 minutes, 30 minutes, or even set aside a night to go out and get drinks or dinner or whatever.

But in the moment, it almost feels better to just not do it. I can go do the thing I was doing, or be on Instagram, watch an episode of Succession, or whatever it is that I’m watching. And there’s like a little present moment bump from just kind of being lazy and ignoring that phone call or the plan-making. But the reality is, over and over and over again, those decisions will be bad for my relationships. Those expenditures of time will take away from the time that I get to spend with people that I might genuinely care about.

And here’s the real irony, if I sort of get over that initial little discomfort, and reach out and call my buddy, or set up a plan to have dinner with them, and that’s true, by the way, for our spouses and our other family members, too, those things are good for the long run but they’re also good for now, too. Like, I haven’t once felt one of those phone calls with an old friend, and said, “Oh, I wish I hadn’t done that.” Normally, a good use of time.

Pete Mockaitis
That’s good. Thank you. All right. Well, tell me, anything else you want to make sure to mention before we hear about some of your favorite things?

Hal Hershfield
Oh, no, I think you asked so many good questions. This is great.

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

Hal Hershfield
I’m not sure if it’s actually like a famous quote or not, but it’s something that one of my mentors told me, “You can’t get what you don’t ask for.” And I love that in the sort of negotiation context.

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

Hal Hershfield
Favorite experiment or bit of research is probably work on what’s known as the End-of-History Illusion. I talked about it in the book but it’s the basic idea that I can recognize that I’ve changed from the past to the present, but I somehow think that my rate of change, or my rate of progress, will slow from now unto the future, that I’ve somehow arrived at who I am. This is work by Jordi Quoidbach, and Dan Gilbert, and Tim Wilson. And I think it sheds some really interesting light on how we sometimes do a disservice to our future selves by not recognizing the ways in which we will change moving forward.

Pete Mockaitis
All right. And a favorite book?

Hal Hershfield
I love the book A Visit from the Goon Squad by Jennifer Egan. And it is all about different sort of friends but some of whom are connected, and some of whom aren’t, and the sort of these various little interconnections that exist both within a certain group in New York City, but then also over time. This is from, like, 10, 12 years ago. And it’s just sort of a fascinating examination of the web of connections that exist between the people we know now as well as from the past and to the future.

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

Hal Hershfield
Evernote. I don’t know if that’s the type of tool that you’re looking for.

Pete Mockaitis
Oh, sure.

Hal Hershfield
But being able to have sort of my notes everywhere, wherever I am, is super useful for me because there’s always things that are popping up, and then anytime I’ve told myself, “I’ll remember that thing later,” I pretty much never do. And so, being able to jot it down quickly and have it, assume everything else is super important for me.

Pete Mockaitis
All right. And a favorite habit?

Hal Hershfield
My wife and I started to plan out the meals that we’re going to have, whatever it is, on Friday or Saturday, more or less for the rest of the week. And it has drastically decreased the tension involved around what should we have for dinner every night, and drastically increased my efficiency and productivity the rest of the week because I don’t have to spend that time thinking about, “What are we doing for dinner?” I just look at the little sheets, say, “Oh, that’s what we planned out.”

Pete Mockaitis
Okay. And is there a key nugget you share that really seems to connect and resonate with folks; they quote it back to you often?

Hal Hershfield
Yeah. So, one of the key nuggets that I think people sort of quote back to me often is it’s really more just the big idea that there can be this future self, this salient future self that can exist in the future. I’ve heard a lot of people say to me, “I haven’t thought about things that way, and it gives me sort of a person to consider, and then also an optimistic take on where I’m going through time.”

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

Hal Hershfield
Yeah, you can go to my website HalHershfield.com. Everything about my research and my book and whatnot is there. You can find me on LinkedIn or Twitter as well.

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

Hal Hershfield
Yeah, I would say one final challenge for folks who are looking to be awesome at their jobs is to consider not the tradeoff between now and later, but to think about the harmony between now and later. So, think about the things that you are doing at work and at your jobs that will benefit you now, and may not benefit you in the future, but then also switch the focus. Think about the things that you can do right now that will provide benefits both now and later. And then consider how you’re spending your time in those different pursuits.

Pete Mockaitis
All right. Hal, this has been a treat. I wish you and your future self much luck.

Hal Hershfield
Hey, thanks, Pete. I appreciate it.

877: Why Small Decisions Matter—and How to Make them Better with Richard Moran

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Richard Moran makes the compelling case for why we should take the small decisions in life more seriously.

You’ll Learn:

  1. One word to purge from your vocabulary.
  2.  The simple trick that makes making decisions easier.
  3. How to use your gut effectively.

About Richard

Richard A. Moran is a Silicon Valley-based business leader, workplace pundit, bestselling author, venture capitalist, former CEO and college president. He is best known for his series of humorous business books beginning with the bestselling, Never Confuse a Memo with Reality, and is credited with starting the genre of “Business Bullet Books.”

His body of work includes 10 books about using commonsense in business. He is the host of the CBS syndicated radio program, “In the Workplace.” Rich has appeared on CNN, NPR, and most major media outlets. He continues to work with organizations to help them make better decisions and is an “influencer” on LinkedIn where he is a regular contributor.

Resources Mentioned

Thank you, Sponsors!

  • BetterHelp. Make better decisions with online therapy. Get 10% off your first month at BetterHelp.com/awesome.

Richard Moran Interview Transcript

Pete Mockaitis
Richard, welcome to How to be Awesome at Your Job.

Richard Moran
Thanks, Pete. I’m happy to be here today.

Pete Mockaitis
Well, we’re happy to have you talking decision-making in your book Never Say Whatever: How Small Decisions Make a Big Difference. Could you maybe kick us off with one of the trickiest or most interesting decisions or decision-making processes you’ve ever witnessed?

Richard Moran
Sure. Well, in the book, I interviewed a lot of people about how they make small decisions, and my books is not about huge decisions in our lives. It’s about the thousands of small decisions that we’re making every day. And I asked some people, “How do you make these small decisions?” And I got all kinds of interesting answers. Everything from some people, one guy said he turns over the Magic 8 Ball until he gets the right answer, you know, the toy, the Magic 8 Ball. Some people ask Siri, “Hey, Siri, what should I do about this?” But those are sort of the outliers. What most people do is say things like…

Siri
“Make a note. Define happenstance. And set a timer for 20 minutes.”

Richard Moran
Sorry, there she is.

Pete Mockaitis
Actually, that’s perfect.

Richard Moran
Yeah, she actually, there she is. She does everything.

Siri
It’s okay, Rich.

Richard Moran
Stop, Siri. Most people use simple things like pros and cons and if-then scenarios and things like that. The book is about small decisions, and in my research, I found that there’s like 3500 small decisions that we make every day, and all of them matter. If you don’t make any single one of them, your little world on that day might go sideways.

Pete Mockaitis
Thirty-five hundred, so, geez, that’s like three or four a minute of consciousness.

Richard Moran
Yeah. Well, think about it, in the research, they did the simple test of the decisions that you make when you go out to lunch with a colleague, and they found that there’s about 350 decisions that you make when you go out to lunch – where to go, where to sit, leave your jacket, take your jacket, lettuce, tomato, mayonnaise, sourdough, wheat. You get the idea.

But every time you say, “Whatever” to any of those decisions, you’re likely to get just the sandwich that you don’t want. So, all I do is highlight that every time you say the word ‘whatever’ bad things might happen. And this might be the easiest interview you’ve ever done because all I want your listeners to do is stop saying, “Whatever.”

Pete Mockaitis
Okay.

Richard Moran
As simple as that. I’m the evangelist to kill one word – whatever.

Pete Mockaitis
All right. Well, so tell me, while you were putting together this book, any interesting, surprising discoveries?

Richard Moran
Yeah. Well, I interviewed leaders as well as men and women on the street. And what I found is that there’s a simple solution for curing the ‘whatevers.’ So, if someone says ‘whatever’ to you, I’ve discovered that effective leaders, effective people in their jobs, say, “Tell me what that means. Okay, I get that you said whatever. Tell me what that means. Does that mean you don’t care? Does that mean you want me to make the decision? Tell me what that means.” And the simple response to whatever of someone saying, “Tell me what that means,” is really helpful.

And then, on the other side, when people say, “Well, how do I stop saying whatever?” I found that leaders do a simple thing, and that is they are always clear about what their intentions are. So, the example that I’ve used that seems to resonate is if your intention is to lose weight, you make decisions about being on a diet. If your intent is to stay in shape, you decide to take the stairs, not the elevator. If you intend to stay married, you make decisions that will keep your marriage alive.

So, I know those are very simple and very simple kinds of examples but clarifying one’s intent is not as easy as it sounds. So, what I want people to do is think about what your intent is for a day, or for this job, or for this project, or “For my career.” What’s your intent? Because then the decisions are easy. If your intent is not clear, then the decisions are hard, are less easy, and you’re likely to say, “Whatever.”

Pete Mockaitis
Okay. Well, so it sounds like you’ve nicely segmented a few categories of what whatever can mean. Can you break those down for us?

Richard Moran
Yeah. Well, there’s lots of definitions for whatever. And it’s funny because as I talked to people about the book, the nuances of how they say it resonates like, “Whatever,” or, “Whatever,” and each one means a different thing. So, it usually means, “I don’t care,” you know, “Whatever, I don’t care.” But it could also mean, “You make the decision for me, and I’ll blame you later.”

It could also mean, “I’m helpless,” or it could be a dismissive term. Like, an example so often it’s used is, “Honey, what do you want for dinner?” “Whatever.” Well, that’s a dismissive way to avoid a decision. It can mean, “I hate you.” It can mean, “I’m going to fill this little space of air up with a useless word.” In the book, I found about 20 different definitions, and all of them are bad except for one.

And the one definition that works is, “Honey, I love you, and I’ll do whatever it takes to win back your affection.” But other than that, it’s not benign. It’s sort of a toxic word. Often, people have compared it to the F word. And the F word has a lot of meanings, too, but it can be benign, and whatever is not. It’s toxic, especially in the workplace where people are paid to make decisions. Everyone is paid to make decisions at work.

Pete Mockaitis
Okay. So, then tell me, if a small decision comes up, and we really are indifferent, what do you recommend we do or say?

Richard Moran
Pick one.

Pete Mockaitis
Okay.

Richard Moran
If you’re indifferent, then I can see someone saying, “Well, they’re both good, so I’ll take this one. I’ll pick this one.” How many times have you been in a restaurant or anywhere, and whatever projects an indifference, which usually projects…? Indifference is one thing, and that might be okay. But usually, the word projects a sense of you being a slacker, or you just being indifferent means lowering, “I don’t care.” And there’s a difference between indifferent and “I don’t care,” but it’s very slight.

Pete Mockaitis
Okay. So, tell me, you’re right. It seems like this isn’t easy. You tell me, Richard, master radio person, if that’s the big idea, and we’ve already got it, where should we go?

Richard Moran
Well, Pete, I can tell you some stories about how I got onto the work.

Pete Mockaitis
All right.

Richard Moran
So, it’s a classic case. I was in a big-time consulting firm, giving a presentation about…it was actually about operator centers, and people were going to lose their jobs depending on how the decision went. And as I relayed all the options, the CEO at the time said, he raised his hand and said, “Whatever.” And I said, “That’s not one of the options.”

So, I wanted him to pick one and then he wouldn’t. So, what he was really saying was, “You make the decision for me, Mr. Consultant, and I will blame you later,” which, of course, he did. And the word came to be people assume that teenage girls are ones that say this word. Remember the movie “Clueless” with Alicia Silverstone, where she would raise her fingers in a W and everybody would go, “Whatever”? Well, that’s how it started, but it’s not teenage girls who say it alone. It’s everyone who says it.

Now, for some people, it could be a shrug of the shoulders, it could be raising your eyebrows or rolling your eyes, it could be the middle finger, it could be a lot of things. But every time you say that, it’s turning into a decision that you’re avoiding. And I’ve learned in the research also that the decisions that we don’t make are the ones that create regret in our lives.

So, when people say, “I should’ve gone to graduate school,” or, “I could’ve been a manager,” or, “I would’ve been more successful had I…” you know, the should’ve, could’ve, would’ve are all part of the whatever syndrome that you didn’t make the decision. And what the research again shows is that the decisions that we did not make are the ones that we regret.

So, think about that every time you’re not making a decision, you’re regretting it, and that’s not helpful. It’s not good. And it even affects our personal lives when we can, in our dealing with our partners, and our children, and our parents, the whatevers are just toxic where you should be intentional, and you should be trying to do something with your decisions, and not blowing them off. It’s as simple as that.

Pete Mockaitis
Okay. And so, if we do have sort of a fear or an avoidance going on with decisions, how do you recommend we improve that mental space?

Richard Moran
Well, there is, I call it the FOBO, the fear of a better option, “I want to take the high school cheerleader to the prom but, in the meantime, I’ve got this other…” So, the better options usually don’t appear, and so make a decision based on what you know. There’s also, and I love this rule, it comes out of Bain, the consulting firm, that they call it the two-minute rule.

And that is, whether you’re an organization or an individual, the decision that you make, are likely to make in the first two minutes of being faced with it, is probably the same decision that you’ll make if you suffer over it for a week. So, make the decision quickly, in that way, if it’s not the right decision, you can always go back and change it.

So, the two-minute rule is something that is really something that can affect our getting out of the whatever syndrome, so it’s a good rule. And I think it also applies to the regret. So, if you don’t make the decision quickly, and you’re probably going to have regrets about not making them later. And, Pete, there are so many books written about decision-making. There are hundreds of books that include pivot tables, and spreadsheets, and all kinds of flux capacitors and String theory, who knows what.

This is not complicated. What I want people to do is understand that the small decisions are the ones that matter, so please make them. I’m not suggesting that anybody go into a big decision, like a career move or marriage or something, and treat it like it. Those are not small decisions, and require all the analyses and thoughtfulness that they should. I’m just talking about the small decisions and how important they are. As simple as that.

Pete Mockaitis
All right. So, we have the small decision, and we have any number of reasons we don’t care to make it, we want to blame someone else. We are open to any number of things. We’re a little bit scared of the implications. Walk us through, we got two minutes to make a small decision. What do you recommend we do to make a small decision greatly in two minutes?

Richard Moran
Well, a lot of people say, “I’m just going to use my gut,” which is fine. Gut is fine. Everybody points to Steve Jobs as he always made gut decisions. Well, gut decisions are fine if your gut is informed. Steve Jobs could make gut decisions because he had years of product design and understanding what worked. So, your gut decision in the first two minutes could be the right way to go if your gut is informed.

If it’s not, then you need to do simple things like, as I said earlier, just make a list of pros and cons, make a list of “If I do this…” Do an algorithm, “If I do this, then this will happen. If I don’t do this, then this will happen.” And we’re constantly doing that in our head anyway, so use those simple techniques that have seen to work over time.

What I find is that people, when they don’t make these small decisions, they pile up. Email is the best way. Think about email. Every morning, we all have hundreds of emails. What do we do the first thing? We delete the ones that are easy. We delete, delete, delete. So, out of the hundred emails, there’s 50 left. Ten of them are hard, and those are the ones that we might not make decisions about.

We wait until later in the week, and on Friday, those 10 decisions are now 50 decisions that are not momentous but that’s what causes decision fatigue. We all have decision fatigue right now about what to wear, what to watch. So, it’s a good way to avoid decision fatigue is just by making the decisions when you’re faced with it.

Pete Mockaitis
Now, that’s interesting because I had conceptualized decision fatigue as a consequence of making too many decisions, it’s like, “Oh, I’m so fatigued from doing pushups or running. I’ve done so many pushups or ran so many miles, I’m now fatigued.” But you posit that, “No, it comes from not making the decisions.”

Richard Moran
It is, yeah. You’re faced with it and you don’t make it, so, all of a sudden, you’re burdened, you’ve got the weight of the world on your shoulders because you’ve postponed all these decisions, and now you have to make them all, and they’re harder if you wait. So, I think both can work, both are possible, but what I’m suggesting is that when you don’t make a decision, they pile up, and then you get sick and tired of making them all.

Pete Mockaitis
Yes, and it’s certainly more overwhelming and unpleasant to face an inbox in the hundreds than in the dozens.

Richard Moran
Yeah, and they do, as we all know, they do pile up. And the hardest ones are usually the ones that we don’t make decisions about.

Pete Mockaitis
Indeed.

Richard Moran
So, that’s what I’m trying to get your listeners to avoid.

Pete Mockaitis
You’ve got a turn-of-a-phrase, “action follows intent.” How does that apply here?

Richard Moran
Well, it’s something when I talked about earlier about clarifying your intentions, and then your actions and your decisions are much easier to make. And when people think about intentions, especially in the corporate world, they think about visions and missions, or the intent of Google is to provide information to the world in a good way, and do no harm.

But what I’ve discovered is that people have their own intentions. And one of the guys I interviewed for the book, who was so fascinating, his name is John Bullock, he’s in Kansas City, or he’s in Lawrence, Kansas, and he is both an episcopal priest and a very successful lawyer. And he has a personal mission statement which just clarifies his intent, and it’s to help people.

So, every day, his intention is to help people, and then he makes all his decisions along those lines. And I’m not doing him justice, but it was a beautiful thing when I heard it, because he made all of his small decisions every day because his intentions were so clear. And it works. For him it really worked. So, that’s what the actions follow intent is all about, and make the intentions clear.

Pete Mockaitis
Do you have any other perspectives on the self-awareness, the clarity of intention, or articulations, examples of that, that just make a world of difference in aiding our decision-making?

Richard Moran
Yeah. Well, the other thing I learned, besides actions follow intent, is that good decision-makers are self-aware, that they know in their heart of hearts what they really want to do and they make decisions accordingly. And I think good leaders are self-aware, and good leaders are able to make decisions. So, an example I use, I was a CEO of a company, and I knew that I am not good at numbers, I’m not good at details. Believe it or not, there are CEOs who are not good at those two things.

But I am good at sales, I am good at communicating, I am good at building relationships. So, I’m self-aware enough that I could make decisions so that I surrounded myself with people who are good at numbers and good at details, and it just made the organization way better the fact that I was self-aware enough that I could make decisions like that. And as I talked to leaders around the world, they’re all self-aware. And that self-awareness allows them to make better decisions. Simple, yeah.

Pete Mockaitis
Okay. Well, let’s say we do have some clarity of self-awareness and intention, and we are inspired, we are not saying whatever, we’re taking on decisions, we’re making them in two minutes frequently or less, are there any traps or pitfalls within this world that you’d highlight for us to avoid?

Richard Moran
Yeah, one is that you make decisions based on what you think other people want, and that’s an easy pitfall. Another is that you don’t take risks with your decision-making. And a lot of the good leaders made risky decisions. Let me put it another way, they were not afraid to make what they would term as a risky decision.

Another pitfall is that lots of times we all have to make decisions when all of the options are bad. And I see that happening right now in the tech world. Or, leaders are making decisions based on, “Should we run out of money or should we lay off people?” Both of those options are bad, but you still have to make one. Delaying that decision is going to mean bad things, both bad things are going to happen.

So, I see people really delaying decisions and not making them when the options that are available are all bad. So, put it all together, and it just adds up to success. Personal satisfaction, career success is all based on the ability to make all those small decisions.

Pete Mockaitis
All right. Well, tell me, Richard, anything else you want to make sure to mention before we shift gears and hear about some of your favorite things?

Richard Moran
No, I think, as you said, Pete, the whole book is in the title, Never Say Whatever, and I think we covered it.

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

Richard Moran
Yeah, I have it right here. Let me find it. And it’s by one of my favorite authors, it’s by Arthur Miller. Well, I have two quotes, actually. The Arthur Miller quote is, “One can’t forever stand on the shore. At some point, filled with indecisions, skepticism, reservation, and doubt, you either jump in or you concede that life is forever elsewhere.” And the other quote I like, it’s by anonymous, is, “I used to be indecisive. Now, I’m not so sure.” So, don’t be indecisive. But I like those two.

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

Richard Moran
Well, I love the Cornell research that talked about the small decisions that we make every day, and that’s one that discovered how many decisions we make, and brought it down to lunch. So, it’s fascinating when you think about it. And there’s also a lot of research that I found interesting in doing the book, and that is how many big decisions people identify in their life.

And how many times have we heard somebody say, “Oh, I’m faced with so many big decisions”? Well, the truth is, and this is out of a lot of research also, that there’s 10 or 12 big decisions in our lives, 10 or 12. And that includes things like your career, where you live, who you marry, your faith, what about children. It even gets down to whether or not to have a dog.

So, people think that there’s all these big decisions hitting them all the time. There’s not. Those big decisions are few and far between because they’re so few. It’s all those small decisions every day that are what are so important.

Pete Mockaitis
All right. And a favorite book?

Richard Moran
My favorite book is a recent book, and it’s out now by an Irish author, and it’s called This Is Happiness and it’s a coming-of-age story. I bet a lot of your readers don’t know about it, or listeners don’t know about it, but it’s just lyrical about what’s important and about how we all transform from young into a mature person. It’s a great book, This Is Happiness.

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

Richard Moran
My favorite tool is a hammer. In fact, I love hammers so much I have a large collection of hammers. Because how frustrating is it when you have something that needs to be hammered and you can’t find one? So, I have a lot of hammers. That, of course, implies that I treat everything like a nail, and that might be true. When the only tool you have is a hammer, you do tend to treat everything like a nail.

Pete Mockaitis
All right. And a favorite habit?

Richard Moran
My favorite habit is getting up early, and greeting the day with a smile, and say, “It’s going to be a great day, and my intentions today are to make it so.”

Pete Mockaitis
All right. And is there a key nugget you share that really seems to connect and resonate with folks; they quote it back to you often?

Richard Moran
Yeah. Well, what I’ve discovered is that, as I’ve talked about the book and the word whatever, I’ve described as an earwig. I’ve put a bug in their ear, and now I’ve ruined their day because every time they say the word, they shiver because they know they shouldn’t be saying it. So, I’m putting earwigs in everybody’s ears, that don’t say whatever. And instead of it’ll be annoying, now it’ll be like the theme song from “Cars” or “Kids” or something. It’ll really be annoying.

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

Richard Moran
I have a website, it’s RichardMoran.com, and I do look at it, and I do respond. And I’m active on LinkedIn. Yeah, I’m very responsive. I am really trying to help people be more successful.

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

Richard Moran
Well, it’s easy. This is an easy one about stop saying whatever. Make those small decisions. That’s my challenge.

Pete Mockaitis
All right. Richard, it’s been a treat. I wish you much luck in all your decisions.

Richard Moran
Thanks, Pete. It’s been great to talk to you.