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1011: How to Defeat Overwhelm and Get SO MUCH Done in 15 Minutes with Sam Bennett

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Sam Bennett shows you how to transform the way you work through the magic of the 15 minute method.

You’ll Learn

  1. The impressive amount you can get done in 15 minutes
  2. How to deal with the overwhelm 
  3. Why it’s worth “doing it grumpy”

About Sam 

Sam Bennett is the author of Get It Done, Start Right Where You Are, and most recently, The 15-Minute Method: The Surprisingly Simple Art of Getting It Done. A writer, speaker, actor, and creativity/productivity specialist, she is the founder of TheRealSamBennett.com, a company committed to helping overwhelmed creatives and frustrated overachievers get unstuck.

Sam is also a popular course instructor on LinkedIn Learning with over a million class participants worldwide. She lives in Connecticut, and you will find her online at www.TheRealSamBennett.com and 15MinuteMethod.com.

Resources Mentioned

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Sam Bennett Interview Transcript

Pete Mockaitis
Sam, welcome.

Sam Bennett
Thank you so much, Pete. Thanks for having me. Hi, everybody.

Pete Mockaitis
I’m excited to be chatting. We’re talking about The 15-Minute Method: The Surprisingly Simple Art of Getting It Done. And could you tell us a particularly surprising or fascinating discovery you’ve made while researching this stuff? You’ve been in the game for a while and you’ve settled in on 15 minutes.

Sam Bennett
I have. I have, yes. So, let’s talk about how you can change your life in 15 minutes a day. Because, here’s the thing, people are always going to be like, “Sam, is it really possible to change your life in 15 minutes a day?” I’m like, “You already are. You’re already living your life in 15-minute increments. You may not be describing it that way, but, you know, that’s how time works, as far as we know.”

And the thing that I’ve noticed, over and over again, is how much a person can get done in 15 minutes. Everyone is always shocked, “Oh, my God, I got so much done.” And how much you can get done in 15 minutes every day, for a week, for a month, for a year, for six years, for 60 years, and it sort of makes logical sense, like, “Oh, yes, if I practiced my ukulele every day for 15 minutes, you know, in not very long of a time, I would be a better ukulele player.” Or, “If I did my prayer and meditation practice every day for 15 minutes.”

Every medical and health professional in the world will tell you, if you move your body in any way, shape, or form every day for 15 minutes, you’re good, you know. And even things that people think like, “Oh, you know, I want to write a book. I can’t do that in 15 minutes.” Well, if you sit down and write every day for 15 minutes, you can get out about 250 words. And so, in about 200 days, that’s 50,000 words, that’s a book. So where were you 200 days ago, and would you like a book right now?

Pete Mockaitis
Okay. So, understood. Could you share with us any particularly inspiring tales of folks who have taken this particular prescription and just really ran with it and seen cool things?

Sam Bennett
So many. I got an email from a guy who was, funny, he said he got the book on Audible, and he said he’s from Philadelphia so he’s a natural-born hater, and he got a certain amount of ways through the book and decided, “Oh, no, this isn’t for me. This isn’t for me,” and he turned it off. But then something kind of kept tapping him on the shoulder and so he went back to it and he started to listen again.

And by the time he wrote me, he said he had listened three full times all the way through, and he had started doing some 15-minute tasks that were sort of changing things for him. But the biggest change is that he was able to quit his job that he has been trying to quit for nine years.

Pete Mockaitis
Wow. So, what are the tasks that enable one to quit a job much more rapidly than, I guess, his default approach? And how do you put those into 15-minute increments? That’s intriguing.

Sam Bennett
I think a lot of it has to do with keeping your promises to yourself. We build esteem and respect with other people by keeping our promises to them. We build self-esteem and self-respect by keeping our promises to ourselves, but sometimes we get caught in the loop of not keeping our promises, “Oh, I’m definitely going to go to the gym today. I’m definitely going to give them my two weeks’ notice. I’m definitely going to tell my spouse this isn’t working,” and then we don’t, because it’s scary or it’s hard or it’s not the right time or whatever.

I don’t have any judgment here about how fast things are or are not supposed to happen. I think we’re not always in charge of that. But I think, for him, there was something about spending every single day, 15 minutes a day, on something that mattered to him, right? So, this is one way to approach the 15-minute method, is pick something that lights you up, that brings you joy, that you’ve always been naturally interested in, that you’ve always good at, maybe something you’d love to do as a kid or you used to do, you know, before the kids, and reincorporate that into your life.

Because even though, yeah, you may not join the Bolshoi Ballet anytime soon, 15 minutes of ballet can make you feel like a ballerina again, and that can carry over into your life, right? So, I think that was a lot of it, and learning that he could trust himself to be an entrepreneur, to take the reins of his own life. Because, okay, here’s the thing, it was a family business. So, the person he was trying to quit was his dad, which, you know, makes it a little loaded.

And he said, yeah, he said he had felt just so much calmer and clearer about his life because he was making the steady incremental progress. And they were negotiating their summer vacations, and the guy said, “Yeah, oh, and after August 15th, I won’t be back.” And his dad said, “Okay.”

Pete Mockaitis
All right then.

Sam Bennett
Like, total non-deal. It was so exciting. I was really pleased for him. But sometimes it’s a lot more, a lot less dramatic. I had a client who had moved to North Carolina to take care of her ailing mother. Her mother eventually died, and now she’s living in this house with all of her mother’s stuff. Again, giant, overwhelming, like, “Oh, my gosh, I can’t do this in 15 minutes a day.” It’s like, “Well, but you got to start somewhere.”

So, she starts with her mother’s office, and she starts sorting her mom’s papers for 15 minutes a day. Okay, great. Making some progress there. And then she figures out that her mother’s record player is in there and all her old albums, and music was something they really shared a love for. So, she started putting on albums and playing an album. So, that’s like 22 minutes is like half a side of an album. Children, albums are how we used to listen to music.

And then she found a box of her mom’s old stationery, you know, that beautiful, heavy cotton linen stationery that they just don’t even make anymore. So, she started writing notes to people because she’d moved away to North Carolina. And then she had all these notes, and so then she had to walk to the mailbox every day, and she started to get to know the neighbors and the dogs and the mail carriers.

And, like, all of a sudden, this little 15-minute task of “I need to clear out my mom’s office” starts turning into “Oh, I’m rekindling my love of music. Oh, and I’m reconnecting with my friends. Oh, and I’m connecting for the first time with this new neighborhood.” Like, you start to follow the sparkly breadcrumbs and it’s amazing where it leads.

Pete Mockaitis
Beautiful. Okay. Well, I’m curious, why 15 minutes?

Sam Bennett
Because that’s about as much time as anybody’s got. I mean, you read the article, it’s like, “You should spend five hours a week in the gym.” I’m like, “Really? What five hours would that be? Could you please point that out to me, those five hours, because I don’t see it?” But 15 minutes, pretty much everybody’s got 15 minutes. I don’t care how busy or overcooked you are. You’ve got 15 minutes. And that whole feeling of like, “Oh, no, my work needs me, my kids need me.” Not for 15 minutes, they don’t, and, in fact, it’s kind of a good exercise for all of you to have to let people leave you alone for 15 minutes.

Pete Mockaitis
I suppose if I were to get all nerdy and optimize-y about it, I might say, “Well, why 15 and not 12 or 18?”

Sam Bennett
Well, and that’s the whole thing, right? Make your own adventure, right? If 15 minutes doesn’t work for you, but 12 does, fantastic! Do 12. If 15 doesn’t work for you, but 7 does, great! Do 7. If 15 doesn’t work for you, but an hour and a half does, terrific! I don’t care. I’m not your mom. But the idea is to start doing something, to be taking baby steps every day.

Pete Mockaitis
I hear you. Okay, so there’s no precise super neuroscience magic behind the 15 number. But I would, if I may, give you a little more of an extra credit on it. I think that 15 is, approximately 15, has some magic to it, in that it’s big enough to actually achieve a thing and go, “Okay, cool. I bought a thing. I found a thing that solves this problem I’ve been dealing with for years by clicking around Amazon, reading their reviews, looking at four options, and now I bought the thing, and so, okay, done.”

Sam Bennett
Done. Off the list.

Pete Mockaitis
So, it’s long enough to do something meaningful, but it’s short enough to not spark resistance, like, “An hour? Oh, I already don’t want to do that. This is going to be miserable.”

Sam Bennett
Exactly. Exactly. And so, I offer a thing for sale on my website called The Daily Practicum, and every weekday for 15 minutes at 12 noon Eastern, we hop on the Zoom, wave hello, start the timer for 15 minutes, 15 minutes later, it goes off. And everybody looks back up at me, they turn their cameras back on, with, I swear, this post-orgasmic glow about them. They’re like, “Oh, my gosh! I did it! I did it! I made that phone call! I’ve been putting off that phone call for six weeks and I made that phone call!” Amazing.

“Oh my gosh! I sent an email to my friend. She just lost her husband and I didn’t know what to say, but I wanted to say something, so I just did it. I just wrote it, and I sent it, and now it’s done.” Or, “I sat out in the garden with the sun on my face for 15 minutes.” Everybody’s always astonished at how much they can accomplish, how great it feels to accomplish something, something tangible, something that’s meaningful to you, to be taking those baby steps toward a bigger project.

And the little secret with The Daily Practicum, especially for our neuro-spicy friends and our extrovert friends, being in a group, knowing that there’s other people also working at that same time, we call it parallel play or body doubling, is really helpful. It’s sort of a form of positive peer pressure. It works. It just works.

Pete Mockaitis
Totally. Well, we had Taylor Jacobson, who founded Focusmate, on the show, and that is a tool that likewise helps you say, “Okay, now I’m meeting a person and we’re doing a thing even though you’re remote.” That accountability magic is powerful. Well, how many people show up at noon for this thing?

Sam Bennett
You know, it depends. There were some people who were there every single day. There were some people who were sometimes there and sometimes not. There were some people who are never there, but they keep the subscription going because it’s worth it to have it on their calendar every day because just they can’t do it at that time, but the fact that it’s on their calendar makes them remember to do it.

Pete Mockaitis
Cool. And it sounds like one theme there is something that we’ve, historically, avoided, resisted, put off, ignored, deferred. There seems to be some magic there in particular. Like, there are some extra goodies that you receive in terms of reward or benefit internally, psychologically, when that’s the case.

Sam Bennett
Definitely. Definitely. And I really, again, in the same way that I’m not particularly attached to 15 minutes, specifically, I’m not at all attached to what you spend it doing. And some people come to me and say, like, “I have no idea, Sam. I don’t even know where I would start. I don’t even know what I would spend my 15 minutes on.” I’m like, “Okay. Well, great. Maybe you spend your first 15 minutes making a list of 15-minutes-es, what might interest you, what’s sort of tapping on your shoulder, what seems kind of fun.”

You could also spend 15 minutes staring at a blank piece of paper, because 15 minutes of enforced boredom never hurt a person. And when was the last time you looked at a piece of paper for 15 minutes without reaching for your phone?

Pete Mockaitis
Yeah. Okay. Well, you’re giving a lot of cool ideas here. In fact, in your book, you got a chapter with 52 suggestions. I’m curious, are there a couple within that listing that a lot of people have grabbed, and said, “Wow, this is so transformational, Sam. Thank you”?

Sam Bennett
I think the things that I see the biggest “wow” on is taking a walk every day for 15 minutes, even just, you know, once around the building. Connecting with people, taking 15 minutes to look up an old colleague or an old school friend or somebody you haven’t talked to in a while, and just pinging them in whatever way you like to ping people. I mean like, “Hey, you know, I just thought about you and how great you are and I’d love to catch up.”

Because, you know, Pete, relationships are everything. The quality of your relationships is the quality of your life. And those little just catching-up phone calls can lead to amazing things. So, I think those are probably the two biggest wows. But I also like, yeah, anything that you just feel like is too big, that you’ve just been putting off because it’s too overwhelming. The minute you start thinking about it, you get completely overcooked.

And this happens with highly creative people, right? We get an idea and, all of a sudden, we see it in full color, sequels, theme parks, international grassroots movement, you know, it’s all there, and then we immediately go, “Oh, my gosh, how could I even…where do I even start with that idea?” So, I’ve been giving the example of if you have to clean out your garage, which obviously everybody’s going to go like, “Sam, I can’t do that in 15 minutes, I need like two weekends.”

Okay, first of all, again, where are those two weekends? And if you did have two weekends, I seriously doubt you’d want to spend them cleaning out the garage. But let’s say the garage has really been weighing on you. It’s upsetting. It’s causing some stress family, like, “Let’s take care of the garage.” So, I would say, for the first 15 minutes, just make yourself a mug of something.

I’ve got my little Art Before Housework mug here, and just go out and, like, contemplate the garage. Be with the garage. See what the garage has to say to you. Don’t do anything. Just take it in. And it may be that around minute 11, you go, “Wait a minute, those seven boxes belong to my brother Jeffrey. Jeffrey, come get your boxes!” And now you’ve cleaned out a whole corner of the garage and you don’t have to do anything.

And maybe the next day, you go out again with a mug of something and look in one of those Rubbermaid tubs, and you go, “Oh, that’s got holiday stuff in it.” You make a little sign with your Sharpie that says “Holiday” and put it towards the back because you only need that stuff once a year. And maybe the third day, you take that broken bicycle and you roll it out to the sidewalk with a sign that says “Free broken bicycle.” And in this way and fashion, a person could, in fact, clean out their entire garage in 15 minutes a day.

Pete Mockaitis
Yeah, I like it. And it’s funny, as I visualize it, I’m thinking, “Uh, Sam, you forgot the step dust out the cobwebs so it doesn’t feel gross walking around there.”

Sam Bennett
That would be another excellent 15-minute task, but cobwebs are hard to get rid of. You could get pretty far with that.

Pete Mockaitis
Oh, totally, you could. I got to fix cobweb duster, too. It feels good.

Sam Bennett
That’s right.

Pete Mockaitis
It’s actually more effective than just, whatever, a paper towel. So, yeah, there’s little extra bonus tips sprinkled throughout it here, Sam.

Sam Bennett
There you go.

Pete Mockaitis
And, contemplate, I love it. That’s a valid, useful thing to do because it’ll spark all sorts of ideas and potential strategy, and maybe saves you from getting in too deep in a silly way when you can just call someone else and have them do part of it for you.

Sam Bennett
Also a valid strategy. That’s another great way to spend 15 minutes. Call the nice people who will come and do it for you.

Pete Mockaitis
Yeah. Okay. Well, so I’d love it if you could zoom out a little bit in terms of, psychologically, what’s going on here. You’ve got some interesting insights in terms of, you say overwhelm is an inside problem and not an outside problem. Not so much like, “Oh, my gosh, there’s too much stuff!” but something inside of us. Explain.

Sam Bennett
Yeah, it’s an inside job. We feel like it’s happening because, “Oh, my gosh, everything’s coming at me with such an equal level of intensity, and I don’t know where to start and I don’t know where to begin, and I just feel overcooked.” But that’s not actually true because, when we look at people who work in chronically overwhelming circumstances, the person who is working the front desk at the emergency room, first responders.

I did a television interview on a news channel with a woman who said, “Oh, like when we’re covering breaking news, or when something tragic has happened and we’re reporting right in the moment.” I’m like, “Right. Those are circumstances that many people would find overwhelming, but you are not overwhelmed. You are doing your job, right?” The reporter is not overwhelmed. The person at the ER is not overwhelmed. The first responder is not overwhelmed. They’re running into a burning building, but they are not overwhelmed.

Pete Mockaitis
Well, now, Sam, that’s actually eye-opening right there. Like, is that really true? Have we talked to the people? I’ve got a buddy who’s firefighter. I should ask him.

Sam Bennett
You should ask him. I’m sure there are sometimes things that are freaking, but it’s their job. They’re trained for it. I spent most of my adult life working as an actor, and especially as an improviser. I was with the Second City in Chicago and played with a lot of those alumni out in LA. And even just getting up on stage with no script and no agenda and four chairs would, to many people, be overwhelming. We’re going to improvise for two hours off of one suggestion or make a play up as we go along. But that wasn’t overwhelming to me, that was my job. It was fun. It’s fun for me.

Pete Mockaitis
Yeah. It’s funny, now that you mention it, as I’m reflecting on times that I or loved ones have been in the emergency room, the folks around me seemed so chill and calm and, like, they’re taking their time, it almost annoyed me, like, “Can’t you see this is very serious and urgent?”

Sam Bennett
That’s right. I also think about the people who work in hospitality or the people at the airlines. Every single time I go to an airport, you’re in line for the security check, and there’s always people who are like, “I mean, we’ve got to catch a plane.” I’m like, “Kitten, everyone in this building has to catch a plane. That’s why we’re here.”

Pete Mockaitis
Okay, so noted. So, then, indeed, there are folks who are in a situation we might find overwhelming who, yet, don’t feel overwhelmed. What is their secret? Or how can we get some of that inside of us?

Sam Bennett
So, I think some of it is just that, like I said, they’re doing the thing. They’re dealing with what’s right in front of them, they’re trained, they’re prepared. Also, I think they’re engaged. They’re engaged in what they’re doing. When you’re overwhelmed, you’re sort of outside of things and thinking about things as a whole.

And sometimes, I think, we say we’re overwhelmed when we’re actually underwhelmed. Like, I’ve done that where I’ve written out a to-do list, and I’m like, “Oh, my God, I’m exhausted before I even start. Like, I don’t want to do any of this.” That’s not overwhelm, that’s underwhelm. That’s, like, “This is a lot of stuff that really should be delegated out to somebody else. Or, does it even need to be done at all, really?”

And so, this is part of the reason why I want people spending 15 minutes a day on the stuff that lights them up, that engages them. And I know I can hear the people, I can hear you all out there, saying like, “Yes, but, Sam, that would be selfish. That would be selfish of me to spend 15 minutes on my own thing.” And I want to say, again, you’ve got it backwards because what’s actually selfish, what’s actually an imposition on us, is when you are walking around exhausted and stressed out and with no sense of humor, and the rest of us have to deal with you like that. That is selfish.

You show up rested, prayed, meditated, walked, creatively fulfilled, whatever it is, we love that version of you. You’re calmer. You’re less reactive. You’re a better listener. Like, please, please claim that 15 minutes for yourself, and do the thing that you know keeps you a little bit lit up inside. And, Pete, I have a revolution I want to start.

All right. Stay with me, everybody. I have had every job in the world. I’ve delivered flowers, I was a barista, I was a whitewater river guide, I produced radio shows. Like, you name it, I did it. But I’ve never had a job in corporate America. So, I always have this feeling of like, “What are they doing in there? I don’t understand.”

But I keep reading the statistic that 77% of employees are disengaged. Seventy-seven percent? That’s a lot. I mean, if somebody took away 77% of your money, you would notice. If you lost 77% of your friends, you would be bummed, right? And it seems to me that this must be a very expensive problem for businesses to have three-quarters of their people walking around not giving a flying hooey about what’s going on.

So, here’s my thought, here’s my revolution. I want businesses to start saying, “Okay, everybody, we recognize that you are human beings, and we want to give you 15 minutes a day just for you. So, every day between 9:00 and 9:15, or between 4:15 and 4:30, that’s your time. You don’t check your email. Don’t make your dentist appointments. You spend that time on something that matters to you. If it has to do with work, fine, but it doesn’t have to. Please do you.”

And, certainly, businesses have tried this kind of thing before. But here’s what I think will work. So, now, we go into our meeting, we have this habit of 15 minutes a day where everybody does their little thing, and I can sort of imagine the water cooler talk of like, “What did you do?” “Oh, I wrote crappy poetry.” “I love crappy poetry. I was writing crappy poetry last month. It’s cool.”

But we go into the meeting and, I say, “Oh, hi, I’m Sam from Events. And today, I spent my 15 minutes working on a needlepoint project for my godchild that I started when she was born, and now she’s about to graduate from high school, so I’m really excited to get it done.” Now, there are studies that show that if you let people say something about themselves as people at the beginning of a meeting, they will be more innovative and more productive in the meeting because you have reminded them of the fullness of themselves.

They’re not just Sam from Events and Pete from Sales. They’re like, “Oh, I’m Sam from Events and I do needlepoint, and that was taught to me by my grandmother and, and, and.” So, now I’m bringing more of me to the table. And then, down the table, there’s Debbie, “I’ve never liked Debbie. We don’t get along.” But then Debbie says, “Oh, yeah, I’m Debbie from Accounts, and I spent my 15 minutes today doing cross-stitch.” “Doing what? Well, now, we’re needlework buddies. We can talk embroidery floss. And no wonder she gets on my nerves because she’s a counted cross-stitch person. No wonder she’s in accounts, like that’s detail work.”

And do you know what we call that? Engagement. People being engaged with each other personally, and people will do way more for each other than they’re going to do for any job.

Pete Mockaitis
Yeah, that’s good. That sounds lovely. I mean, if you say some organizations have done this, can you share some of these cases?

Sam Bennett
Google, quite famously, had a thing where you could devote, I think, a fifth of your time. I think one day a week you could spend on a project sort of your choosing. I think the idea was that it was sort of help humanity or help Google or help, you know, it wasn’t so much on enriching yourself as it is enriching the world. There’s been a couple of other places that have tried.

But I think just treating people like grown-ups and just acknowledging, like, “We get it, you’re people with a life, and we want you to have a full and rich life, and we’re going to just give you 15 minutes a day to do something about that,” it seems to me to be very inexpensive way to say we care about you.

Pete Mockaitis
Yeah, I like it a lot. I like to imagine that in terms of, “Yes, folks are talking about it and you…” especially if it’s sort of the same time across the whole organization for everybody, then we all know. Because some organizations, for example, they will have the week between Christmas and New Year’s is just off for absolutely everybody, or right around the 4th of July.

And people just rave about this because it’s like, “It’s not just my vacation. I know everybody’s gone. Nobody’s expecting anything from anyone and/or sending anything to anyone. If they do, they know they’re the ones who are not to expect anything.” So, I think that’s pretty cool. So, likewise, if you had that daily 15 minutes, that’s just kind of fun to imagine.

Sam Bennett
Well, exactly. Maybe if some people wanted to get together and do like 15 minutes of chair yoga every morning, or they wanted to take a little walk around the building or something, you could do things in groups. I mean, there’s all kinds of, people come up with amazing things that they can do. Get together a little rock and roll band, you know.

Pete Mockaitis
Okay. And you say this 15-minute approach defeats perfectionism. How does that work in practice?

Sam Bennett
So, perfectionism is a big word that sort of covers a multitude of destructive behaviors. So, I think one of the things with perfectionism is sort of breaking it apart a little bit, because it is made up of a lot of little parts, and to say, “Okay, which of these is really functional for me?” because there are some just faulty beliefs in there.

And sometimes I’ll hear from people, like, “Well, I just feel like if it can’t be perfect, why would I even bother to do it at all?” I’m like, “Okay, that’s an interesting perspective. Where did you learn that perspective? And is that really what you want to be teaching your children, if it can’t be perfect the first try, you shouldn’t do it at all? I doubt that’s what you want to model for your children. I think you probably want to teach your children to, like, “No, try it. Stick with it. See where it goes.” Right?

So, be a good parent to yourself now, and let that voice that says, “You better live up to this standard, young lady, or nothing good is going to happen for you.” There’s also just the overthinking. Some of us get a little addicted to planning out every last little thing inside of our minds but then never actually taking action.

I had a friend who, when he was a kid, he used to buy all the science books and he would study all the experiments until he really understood all of them but he never actually did any of them. He just worked it out inside of his head, and he was like, “Okay, good, I’m done.” So, that’s a worthwhile intellectual exercise, but would you like to bring something into the world? Like, would you like to try it?

I think it also works for kind of what you were saying before, “It’s only 15 minutes, and you’re going to do it again tomorrow anyway, and the next day. So, how perfect is it going to be in 15 minutes? And you’re going to have plenty of time to perfect it later, so it just sort of hopscotches right over all that pressure.”

And I think it also gives ideas a chance to flourish. I think a lot of times people psych themselves out initially by going, “Well, I have an idea, but I don’t know if it’s a good idea. I don’t know if it’s a good idea. I’m still thinking about whether or not it’s a good idea.” And I work with all kinds of people. Academy award winners, Emmy award winners, award-winning writers, famous people, not famous people, and I’m here to tell you, there’s no such thing as a good idea. There’s only ideas, and some of the ones that you think are terrible turn out to be fantastic. And some of the ones you think are fantastic turn out to be completely dull.

Like, you don’t know until you bring it to life, or start to take the steps to bring it to life. So, to get out of that pondering mode, and out of that inner judgment mode, of like, “Oh, it’s got to be good. It’s got to be a good idea.” No, it just has to be an idea. Like, just start, and then see where it takes you.

Pete Mockaitis
Okay. Well, now you have a number of fun phrases, and what you’ve just described reminds me of one of them. Can you unpack a couple of them for us? One is the alchemy of effort, and the second is grumpy magic.

Sam Bennett
So, the alchemy of effort is something I noticed as an artist, but I see it in real life, too. Not that art isn’t real life. But there’s a magical thing that happens when you have a little idea and you take some steps towards it, and then maybe you share it with the world. It sort of changes the minute it hits the air. And then you work on it and it changes, and then maybe someone sees it and it’s changed again because they’ve seen it and they’ve had a reaction to it. And now they are changed and it is changed and then you are changed by that feedback.

And we get this little sort of Mobius strip, this little infinity loop of you putting out energy and effort and ideas and other people responding to that, and that shaping and gaining momentum and influencing you and influencing the world. Like, it’s really exciting and fun, and it’s the joy of the creative process, it’s that communion, that sense of like, “Ooh, I did something and people got it. They heard me. They felt seen. They enjoyed it. They laughed. They sang along,” whatever it is.

Or they loved the equation. They loved the app. I mean, creativity is not just art. Everyone is creative. And I just think that that little cycle is so magical. And every time you stop yourself from sharing your gifts with the world, you’re stopping that alchemical magic from happening.

Pete Mockaitis
Okay. And the grumpy magic?

Sam Bennett
Grumpy magic is a little process that I put into the book. It’s a little thing that I teach but, really, what it is, is just a reminder to everyone that, you know, I work in personal development now, and no shade to my personal development brothers and sisters, but there can be a certain amount of oppressive optimism, and what we might refer to as “toxic positivity.”

And I just want to say, you can create magic in your life being very grumpy, and very tired, and very pessimistic, and not that interested. I notice that grumpy people have happy marriages. I notice that pessimistic people often make lots of money. It is not a prerequisite for you to be 100% spiritually aligned in order to get what you want. So, don’t wait to feel good. Do it grumpy.

Pete Mockaitis
Yeah, it feels like there’s some merch there, Sam, if you don’t already have it.

Sam Bennett
Do it grumpy.

Pete Mockaitis
Well, yeah, I think that’s really good, and it’s nice and short, too, because “Do it grumpy,” it’s kind of hard for me to think about remember big, long things or complicated things. It’s like, “Ah, there’s this thing, but I don’t feel like doing it.” And so, I sort was able to have that conversation with myself, it’s like, “Okay. Well, in 15 minutes later, or 30 minutes later, you might still not feel like doing it, but then it’ll be behind you and that’s kind of cool. You’ll feel better having it behind you than you will stewing in the fact that you don’t want to do it for this period of time, even if you try to distract yourself with other more fun things.”

Sam Bennett
One hundred percent. One hundred percent. And don’t underestimate the positive effects of smugness. Like, when you do something hard or something you don’t want to do, but then you do it anyway, it’s a little bit like when you go to the gym in the morning and you just spend all day being like, “That’s right. Hair toss. Hair toss. I’m awesome. How are you?” You know?

Like, that feeling of a little bit of inner pride of like, “Yeah! I did that. I told myself I was going to do it, and I did it. I didn’t feel like it, but I did it.” Like, that’s good. That spills over into your life and has a really positive ripple effect. So, all that like, “Don’t be too proud of yourself. Don’t be too big for your britches.” No! Buy bigger britches, for sure. Be proud.

Pete Mockaitis
Okay. Well, tell me, Sam, any other top do’s, don’ts, things you want to make sure to mention before we hear about your favorite things?

Sam Bennett
I just want everyone to remember that y’all are doing great. You’re doing great. People love you. You’re making a difference at work and in your community and in your family, and it’s okay to take the pressure off the gas pedal, maybe. And some of you are driving with your foot on the gas and the brake at the same time, sort of not really letting yourself succeed as much as you might want to, and I just want to say you’re doing amazing. And maybe just 15 minutes a day can help tweak you up to the next adventure.

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

Sam Bennett
My favorite quote is, “The cure for anything is salt water, sweat, tears, or the sea.” It’s from the Danish author Isak Dinesen.

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

Sam Bennett
I remember cutting out an article from a piece of paper, probably from a newspaper, probably 30 years ago, that was done by a wealth management company. And they found that, across the board, at all levels of wealth, two-thirds of the people felt like they would be better off if they just had twice as much. So, even the millionaires were like, “Uh, I’m not sure. I think if, really, if I had twice what I have right now, then I would be okay.”

And that little bit of information made me realize, “Oh, it’s not about the number. Feeling okay, feeling secure in your life, feeling like you have a good nest egg is not about what that actual dollar amount is. It’s a decision to feel okay.”

Pete Mockaitis
Understood. And a favorite book?

Sam Bennett
You know, what’s bubbling up for me is the Little House on the Prairie books. I must have read those a thousand times as a girl, and I still think about them a remarkable amount. I think there’s something about that homesteader spirit that I kind of like.

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

Sam Bennett
Levenger Legal Pads.

Pete Mockaitis
Oh, yeah, with the little discs?

Sam Bennett
Oh, no, I don’t do the disc ones. I do these here, I’ll show you one of them. They’re nice heavy pieces of paper and they’ve got room at the top to put a date and a subject title, and then there’s a little space along the side so you can make annotated notes. I can put little action items on the side. I do everything. I’m an analog girl, Pete. I like legal pads.

Pete Mockaitis
Well, doesn’t Levenger have a little magic to make it easy to take an individual sheet from that and to put it in elsewhere and organize and stuff?

Sam Bennett
They do. They have a system called Circa that is like that, those little things.

Pete Mockaitis
And a favorite habit?

Sam Bennett
My favorite habit is probably my 15 minutes a day. I do mine before I even roll over in bed. I do a little sort of breathing prayer meditation practice thing that I sort of have made up over the years. And, like I said, I do it before my eyes are even open. I think that liminal time right there between waking and sleeping is a really valuable time, a very fertile time, especially for highly sensitive people, highly creative people, busy people.

So, to stretch out that moment for myself and connect with my feeling of the divine, and my own body, and my own breath, it really makes a difference for me in my day. And when I don’t do it, I really notice it. And if I don’t do it for a couple days or a couple weeks, things really go off the rails. So, I don’t know how many more times I need to prove that to myself before I just do it every day. I’m pretty consistent, but even so, it’s not every day. But that’s the beauty of 15 minutes a day. Like, you didn’t do it today, you’ll do it tomorrow. It’s okay.

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

Sam Bennett
Yeah, one that I hear a lot is “Get a C.” Stop trying to get an A+ in everything. Just get a C. C is the grade that you get for showing up and doing the work. Not doing the work better than everybody else, not being in the front row with your hand raised, just show up, do the work, show up, do the work, show up, do the work, show up, do the work.

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

Sam Bennett
You can find me at TheRealSamBennett.com, and you can hop onto my email list there, which is where I kind of do everything is via email, but I am also on the socials. I am also on all the socials as The Real Sam Bennett. 

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

Sam Bennett
Yes. Start doing your 15 minutes, and then write me and tell me all about it, and we’ll be pen pals and best friends because I want to hear about your projects.

Pete Mockaitis
All right. Sam, thank you. This is fun. I wish you many delightful 15-minute increments.

Sam Bennett
Thank you so much, Pete. Thanks for having me. What a treat.

1010: Getting the Most Out of Generative AI at Work with Jeremy Utley

By | Podcasts | One Comment

Jeremy Utley reveals why many aren’t getting the results they want from AI—and how to fix that.

You’ll Learn

  1. The #1 mistake people are making with AI
  2. ChatGPT’s top advantage over other AI platforms (as of late 2024) 
  3. The simple adjustments that make AI vastly more useful 

About Jeremy 

Jeremy Utley is the director of executive education at Stanford’s d.school and an adjunct professor at Stanford’s School of Engineering. He is the host of the d.school’s widely popular program “Stanford’s Masters of Creativity.” 

Resources Mentioned

Thank you, Sponsors!

Jeremy Utley Interview Transcript

Pete Mockaitis
Jeremy, welcome.

Jeremy Utley
Thanks for having me.

Pete Mockaitis
I’m so excited to chat, and I’d love it if you could kick us off by sharing one of maybe the most fascinating and surprising discoveries you’ve made about some of this AI stuff with all your poking and prodding and playing.

Jeremy Utley
I’ll poke the bear right from the get-go. My observation is most people are what I call prompt hoarders, which is that they’ve got a bunch of Twitter threads saved, and they’ve got a bunch of PDFs downloaded in a folder, marked, “Read someday,” but they aren’t actually using AI. They’re just hoarding prompts.

And I think of it as empty calories. It’s a sugar high. And what a lot of people are doing is they are accumulating, for themselves, prompts that they should try someday, but they’re never trying them, which is akin to somebody eating a bunch of calories and then never exercising.

And my recommendation, like, here, I’ll give one simple thing that somebody would probably want to write down. Hey, when you’re jumping into advanced voice mode, isn’t it annoying how ChatGPT interrupts you? Well, did you know that you can tell ChatGPT, “Hey, just say, ‘Mm-hmm’ anytime I stop talking, but don’t say anything else unless I ask you to”?

Everybody who’s played with advanced voice mode one time is like, “Oh, my gosh, I got to do that. That’s, oh, it is annoying.” And I guarantee you 95% plus, people who even think that, will never actually do it because they think it’s more important to listen to the next 35 minutes of this conversation than actually hit pause and go do that. And my recommendation would be, stop this podcast right now, go into ChatGPT and actually do that. That would be like going to the gym.

Pete Mockaitis
I’m thinking I’m doing that right now. Is that okay? Is that rude?

Jeremy Utley
Yes, of course. No, it’s great.

Pete Mockaitis
I think I’m following your suggestions. So, in ChatGPT, iPhone app, I’ve got Pete Mockaitis, I just issue the command, like, “Remember this”?

Jeremy Utley
I would open a new voice chat. So, from the home screen, on the bottom right, there’s kind of like a little four-line kind of a button. If you hit that, that’s going to open a new conversation in Advanced Voice mode. And the first thing I would say is, “Hey, I want to talk to you for a second, but I don’t really need you to say anything. So, unless I ask you otherwise, would you please just say, ‘Mmm-hmm,’ one word only and let me keep talking.”

Pete Mockaitis
Okay. Hey, ChatGPT, here’s the thing. When I’m talking to you, what I need you to do, if I ever stop talking for a moment…there, he just did it.

Jeremy Utley
Isn’t that hysterical? Yeah, that’s hysterical.

Pete Mockaitis
Oh, Amber, when I’m talking, I need you to remember to only interrupt with just the briefest mm-hmm, or yes, or okay until I ask for you to begin speaking. Do you understand? And can you please remember this?

Amber
Be as brief as possible with confirmations and wait until prompted to speak further.

Pete Mockaitis
Thank you. It’s done.

Jeremy Utley
Now what you need to do is you actually need to continue the conversation. And you need to see, “Does ChatGPT respond with mm-hmm?”

Pete Mockaitis
You know, I like that. And I love those little tidbits in terms of, “Hey, remember this and do this forever.” Sometimes I like to say, well, I have. I have said, “Give me a number from zero to 100 at the end of every one of your responses, indicating how certain you are that what you’re saying is, in fact, true and accurate and right.”

Now, its estimates are not always perfectly correct, but I know, it’s like, “Okay, if he said 90, I’m going to maybe be more inclined to do some follow-up looks as opposed to if I get the 100.”

Jeremy Utley
Yeah, I think that’s great. I think there’s all sorts of little things. The problem is, right now, people are accumulating, or they actually aren’t even accumulating, but they think they’re accumulating for themselves all these tips and tricks, but they aren’t using any of them. And so, to me, what I recommend folks do, I actually just wrote a newsletter about this just yesterday, it went out this morning.

What I recommend folks do is take 15 minutes per day and try one new thing. It requires two parts. Part one, a daily meeting on your calendar that says “AI, try this.” And that’s it. It’s just 15 minutes, “AI, try this.” And thing number two, you need an AI-try-this scratch pad, which is just a running list of things that you heard.

So, like everybody’s scratch pad right now, if they’re listening to this conversation, should include, one, tell ChatGPT to only say mm-hmm unless you want a further response. That’s not forever, but at least in a one interaction, right? And, two, they should tell ChatGPT to always end its responses with a number, an integer between zero and 100, to indicate its conviction of its response.

Everybody literally what? We’re 10 minutes into this conversation, not even, everyone should have two items on their scratch pad. The problem is most people are going to get to this, to the end of this interview and they aren’t going to have a scratch pad and they aren’t going to have any time blocked on their calendar to do it.

And the next time they use ChatGPT, it’s going to be mildly disappointing because they’re coming off a sugar high and they think the treadmill’s broken, basically. So, I mean, obviously, there’s a ton there that we can unpack, but I think for most people, what most people fail to understand is the key to use is use.

And just like a treadmill doesn’t help you combat heart disease unless you actually get on it, AI is not going to unleash your creativity or your productivity unless you use it and learn how to use it. And that, to me, that’s pretty much my obsession these days, is helping people be good collaborators to generative LLMs.

Pete Mockaitis
That’s lovely. And I suppose we could dork out about so many tips and tactics and fun things that you can do. But I’d love it if you could just orient us, first and foremost, in terms of, if there’s research or a powerful story that really makes the case that, “Hey, these things are really actually super useful for people becoming awesome at their jobs for reals as opposed to just a hype train or fad.”

Jeremy Utley
I’ll tell you about my good friend, let’s call him Michael. It’s not his name. Names have been changed to protect the innocent. But Michael was a lobbyist in Washington, D.C. and he and his family wanted to move back home to Tennessee.

And he was looking for a job, and he got a job offer from a firm. And he reached out to me and said, “Hey, I’m kind of bummed because I feel like this firm is low-balling me. But my wife really just wants me to take it because she wants to be back near family in Tennessee, and I’m really struggling with knowing ‘Should I push back?’ because I know that I deserve more, but I don’t want to screw up this opportunity to get close to family.”

And I said, “Well, have you role-played it with ChatGPT?” And he said, “What do you mean roleplay with ChatGPT?”

Pete Mockaitis
Of course, the question everyone asks.

Jeremy Utley
Right. And I said, “Well, you can roleplay the negotiation and just kind of get a sense for what the boundary conditions are.” And he’s like, “Okay, wait. What do you mean?” And I said, “Well, open ChatGPT and tell it you want to roleplay a conversation. But, first, you want ChatGPT to interview you about your conversation partner so that it can believably play the role of that conversation partner.”

“You want it to start as a psychological profiler and create a psychological profile of your counterpart. And then once it creates it, you want ChatGPT to play the role of that profile in a voice-only conversation until you say that you want to get feedback from its perspective and a negotiation expert’s perspective.” And he’s like, “Give me 15 minutes.”

So, he leaves, texts me in 15 minutes, “Dude, this is blowing my mind. What do I do next?” I said, “Well, Michael, the next thing I would do is tell your conversation partner that you want it to offer less concessions, and you want it to not be nearly as amenable to recommendations because it’s had a bad day or it’s slept poorly or something, okay? I want you to get a sense for what does it feel like if the conversation goes badly, right?”

He goes, “Okay, I’ll be right back.” Comes back, “Dude, this is blowing my mind.” And he did a series of these interviews, and I touched base with him. And a couple of days later, I said, “Michael, what’s up?” And he said, “Well, three things. One, I didn’t know what my leverage in the conversation was until I roleplayed it a handful of times. Two, I didn’t have clarity on what my arguments were until I roleplayed it a few times, what the sequence of my argument should be. And, three, and most importantly, I’m no longer nervous about going into this negotiation.”

And then a week later, he dropped me a note saying, “By the way, we’re moving back to Tennessee, and I got a much better salary than they had originally offered me.”

It turns out one of generative AI’s unique capabilities is imitation and taking on different roles. As an example, you can go into any conversation you’ve ever had with ChatGPT and just say, “Hey, would you mind to recast your most recent response as if you’re Mr. T?” And, instantaneously, “Yo, fool, I can’t believe you didn’t believe the last thing I said,” just immediately starts doing it. It doesn’t take much.

And the power, actually, emotionally and psychologically, of having roleplayed with a very believable conversation partner has a profound psychological and confidence boost effect to the person who’s engaging the roleplay.

Pete Mockaitis
That’s perfect in terms of, yes, that is a top skill that the AI has, and about the most lucrative per minute use case I can think of a typical professional doing. And you’re right, that confidence, I have actually paid a real negotiation coach, and he suggested we do a roleplay. And I had the exact same experience, like, “Oh, you know what, I guess I don’t feel so silly asking for what I wanted to ask for now. It seems fairly reasonable for me to do so. And I’m going to go ahead and do so.” And it worked out rather nicely. And so, to know that you can do a decent job for near free with AI instead of hiring a phenomenal negotiation coach is pretty extraordinary.

Jeremy Utley
It’s remarkable. And so, we actually, my research partner, Kian Gohar and I wrote a weekend essay in The Wall Street Journal about this topic. But think about a salary negotiation as a flavor of a broader thing, which is difficult conversations. Maybe it’s a performance review. Maybe it’s a termination conversation. Maybe it’s talking to a loved one about the fact that you’re not going to come home for the holidays.

There’s all sorts of scenarios where roleplaying the interaction increases your confidence, strengthens your conviction, helps you, perhaps, exchange perspectives. Perspective taking is a really important thing, to understand, “How did this land to the perspective of my conversation partner?” That’s actually something that’s really hard for humans to do but an AI can read it back to you in a way that’s really reflective of your conversation partner, and, in a way, that you can understand.

So, we wrote a whole article about this but that’s just one class of activities. But the point is it really helps when you actually do it. Again, the tendency is for somebody right now to go, “Oh, cool, roleplay.” But if they don’t pull out their scratch pad, and say, “Ask ChatGPT to be a conversation partner in this upcoming salary negotiation, or my quarterly performance review, or my conversation with my loved one about our care for our kids,” or whatever it is, you just won’t do it.

I’ve even built, and you can link it in the show notes if you want, I built a profiler GPT, which is basically, it’s a version of ChatGPT which remembers who it is, unlike Drew Barrymore in “50 First Dates” where you have to remind ChatGPT who it is every time. A GPT is just like a Drew Barrymore who has memory, right, and like a real human being.

And what this GPT is instructed to do is interview a user about their conversation partner as a psychological profiler would, and then create an instruction set to give the user to copy-paste into a new ChatGPT window of instructions to GPT to perform the role of the psychological profile that it created. So, that’s totally free, but somebody can just open that up and you can say, “My significant other, Sherry,” and all of a sudden, this GPT will just interview you, ask you a bunch of questions, you answer them, and then it spits out an instruction set to a new GPT to play the role of Sherry in the scene that you have told it about.

Pete Mockaitis
I love that. And it also illustrates one of your core principles to effectively using AI is to flip the script a little bit and say, “No, no, you ask me questions.” Can you tell us a bit more about that?

Jeremy Utley
I mean, why is our default orientation that I’m the one with the questions and an LLM is the one with the answers? That’s how everybody approaches it, right? Because that’s how Google works, right? We never think, “Google, ask me a question.” It’s like, “Uh, what are you talking about?” A language model is not a technology, it’s an intelligence. That’s how I would invite people to think about it.

And you can get to know another intelligence, in a weird way, that sounds kind of crazy, but one of the things you can do is another intelligence can help you get to know yourself better. And the simple way to think about it is, here’s another thing for your AI-try-this scratch pad, folks. Get ready to write this down.

Think of a difficult decision you’re trying to make in your life, “Okay, should I take this job? Should we make this decision? Should we move? Should we put our kid in this other school?” whatever it might be, think of that decision, and then go to ChatGPT and say, “Hey, I’d like to talk about this. But before you give me any advice, would you please ask me three questions, one at a time, so that you better understand my perspective and my experience?”

Well, that is right there. If you say you were trying to figure out whether you’re going to send your kid to a new school, I have four children so it’s a very realistic kind of decision for me. I can Google and learn all about the school. But should I send my child to the school? I’m just going to get their marketing material and it’s not going to be contextualized to me at all. But if I go to ChatGPT, and say, “Hey, I’m thinking about sending my child to this school, I’d love to get your advice. But before you tell me anything, would you please ask me three questions?”

All of a sudden, well, it’ll… “Tell us about your child’s favorite subjects.” I’ll tell it. “Tell us about any weaknesses or difficulties that your child has had in school thus far.” I’ll tell it. “Tell us about your child’s favorite teachers.” I don’t know, but an LLM will ask questions like that. And then it will say, “Based on your answers, here’s how I would approach this conversation.”

That’s what I mean by turning the tables on an AI, is put it in the position of an expert that’s getting information from you rather than the default orientation, which is you’re the expert and you’re getting information from the AI.

Pete Mockaitis
Okay. Now, we’ve been saying the words ChatGPT a lot. I’m curious, in the world of LLMs, we got your ChatGPT, we got your Claude, we got your Perplexity, we got your Gemini, we got your Grok.

Jeremy Utley
Don’t forget Llama.

Pete Mockaitis
Do you think of them as having different strengths and weaknesses? Or are they kind of all interchangeable for whatever you want to use them for?

Jeremy Utley
I don’t think they’re interchangeable, but I don’t think it’s necessarily because of the underlying model. I think a lot of it is a UX thing. I think that the best AI is an AI that’s available to you that you will use. Again, the key to use is use. So, which is the best AI? Well, it’s the AI that you’re going to use. So, where are you? Most of the time you’re on your mobile. So, I would say it’s probably the AI that’s got the best mobile experience.

And what’s your default orientation? My belief is that the far better orientation towards AI is voice, not fingers. If you think about how you typically interact with a machine, you’re typically typing stuff into a machine. And I like to affectionately refer to my fingers, like as I wiggle them in front of the screen, as my bottlenecks. These are my communication rate limiters right now.

Notice you and I aren’t typing to each other. Like, that sounds absurd, right? And yet that’s how we talk to most machines. I’m typing into the terminal. Well, now, I mean, OpenAI, besides developing the world’s fastest growing consumer application, they created the world’s best voice-to-text technology. And furthermore, now they’ve got AIs that actually just process voice, don’t even go to transcription.

But the point is AIs are now capable of understanding natural language. We talk about this phrase, natural language processing. You probably hear that phrase, natural language processing. And that means something technically. I think to humans, the important thing about natural language processing isn’t what happens technically, but it’s actually you as a human being can now use your natural language, which is your spoken word with your mouth instead of your fingers.

And I would say to anyone who’s listening to this, if your default orientation to any AI, ChatGPT or otherwise, is fingers, you are limiting yourself. You’re trying to run with crutches. It’s, like, you’re in a sack race, okay? Use your voice, lose your thumbs, and watch the level of your interaction skyrocket.

Pete Mockaitis
Okay. Well, as we speak in late October of 2024, as far as I know, having played around with the apps, it seems like, indeed, OpenAI’s ChatGPT has got the voice natural interaction thing down the best, as far as I am aware of. Is that your experience?

Jeremy Utley
In my experience, it is. The only other comparison I would say is Meta’s Llama has voice as well, which you can access via WhatsApp or anything like that. The caveat, I would say, is, you know, I was doing a demo. I had a reporter at my place yesterday, kind of I was doing a demo of how I how I use AI in my personal workflow as a writer. And one of the things that I was showing was I’ll use OpenAI ChatGPT voice mode, but then I’ll often grab all the text with my cursor or with my mouse, and I’ll drop it into Claude, and I basically will parallel process ChatGPT and Claude.

So, the fact that Claude doesn’t take voice input isn’t a hindrance if I’m on my computer. When I’m on my mobile device, which, I’m probably on my mobile more than I’m at my computer actually, Claude doesn’t handle voice input, and it’s a little bit unwieldy to go back and forth in apps on your mobile relative to toggling between windows on your computer. So, it’s not to say that means ChatGPT is the best, but when you say, if you have to choose one, right now the model which is most optimized for voice interaction in a – intuitive interface. That, to me, is the way that you should prioritize, is, “What’s intuitive? What can handle the widest range of human input?” And ChatGPT’s got great vision and great voice recognition. And, therefore, I would use that. I’ll give you another example. I’m taking Spanish classes with my kids, okay, and we’re doing these lessons and we have a tutor talking to us on a bi-weekly basis.

And I get this assignment. I’ve got to conjugate a particular verb, and she wants us to write it down. We got to take pictures of it right now. Write it down in my notebook. I’m trying to conjugate this verb, and I kind of get stuck. And I’m thinking, in my mind, like, we only get her twice a week. I’m not going to be able to talk to her until Thursday. It’s Tuesday afternoon. And I thought, “I wonder if ChatGPT can help me.” And I just take a photo of my notebook and my crappy chicken-scratch handwriting, okay, in Spanish, by the way.

I take a photo, I say, “Hey, you’re my Spanish tutor. Can you tell me what I’m doing right now?” “Oh, it looks like you’re trying to conjugate the verb “estar,” and it looks like you’ve missed seven accent marks. If I were going to correct your paper, I would do this,” and rewrote all of the statements that I just made, but properly. “I made this change because of this. I made this change because of this. I made this change…”

And I go, “Dude, it read…” I mean, if you see my handwriting, it’s abysmal. But I did miss all the accent marks, it got that right, because I’m not an accent marker. But, anyway, the point is, the vision capabilities are spectacular too. And when you start to think, again, right now, write that down on your AI scratch pad, people.

Like, people are listening, and the thing is it’s like popcorn at a movie, and we’re just like, “Nom-nom, that’s so interesting. Oh, photos of AI should do that.” You will not do it if you don’t write it down. I’m obsessed with this idea. As you probably know, I’ve got this AI podcast called Beyond the Prompt, which we have amazing kind of experts and lead users and things like that.

We had a guy, who’s former dean at Harvard, 30 plus year learning scientist veteran named Stephen Kosslyn, recently. And he’s kind of the father of the school of thought called active learning. Maybe some folks have heard of it. Active learning, some people mistake as, you know, learning by doing, which isn’t exactly correct, but doing what you learn is an important step.

And what he says is he would contrast what’s typically known as passive learning, which is just consumption, but he would say it’s not actually learning at all. It just happens to you. It’s like you’re renting it. And that information has a very short shelf life and a very short expiration window. Any information that you consume but do not use, you effectively did not consume it.

Pete Mockaitis
Okay. Yes, well said. Well, I’d also love to get your pro take here. It seems like we’ve got a whole lot of cool things we can do that are very handy. What are some things you recommend that we not do, or some limitations like, “No, no, you’re not prompting it wrong. It’s just not going to do what you want it to do right now”?

Jeremy Utley
You know, I’m not a fanboy, I’m not a stockholder, I don’t have any secondary shares. I have yet to butt up against the limitations of use, to be honest with you. I think, right now, most people’s primary limitation is not the technology, it’s their imagination. I would say, like, one way that I’ve put it to students at Stanford is, “The answer is yes. What’s your question?” “Could it…?” The answer is yes. The problem is, for most people, they don’t actually have a question.

Pete Mockaitis
Okay. Well, Jeremy, if I could put you on the spot a little.

Jeremy Utley
Yeah, please, please, please, by all means, but the challenge is actually finding a question worth asking.

Pete Mockaitis
Okay. One thing I’ve tried every which way I can to say, “Yo, here’s a transcript of a podcast interview. What I want from you is to give me 10 options for titles that would be great, that are kind of like these dozens of title options I’ve written for you right here, I previously selected, or teasers.” And then whenever I do that, I get 10 or 20 options, and I go, “Hmm, not one of them am I like, ‘Yes, that is intriguing. That is awesome. That’s a phenomenal title that I want to use.’”

Now, it can nudge or steer me in some good directions, like, “Okay, that was a good phrase there. That was a good word there.” And maybe that’s sort of good enough in what I should expect from it in terms of, yeah, you can have a back-and-forth dialogue, it’s not going to spit out the perfect thing the first time, and be grateful for that. But I don’t know, since you are the master, any pro tips on how I can make it do this thing it just doesn’t seem to be able to do?

Jeremy Utley
So, this is great. What I’m hearing you say is actually a great case study of what we observed in our study, which got published by Harvard Business Review and Financial Times and NPR. We studied teams trying to solve problems, and you could call “Titling this podcast” as a problem that you’re trying to solve. We studied teams and individuals trying to solve problems with generative AI and studied “What do they do?”

And one of the kinds of natural problems that people have is they treat an LLM like it’s an oracle. Like I give it a question and it just magically gives me the right answer right off the bat. And what we would say is teams that treat AI like an oracle tend to underperform. But that’s not to say that everyone who uses AI underperforms. There’s a small subset of folks we studied who actually outperform.

The difference is they didn’t treat AI like an oracle. They treated AI like a co-worker, like a collaborator, like a thought partner. And so, what that interaction might look like is you ask for, say, 10 or 20, “Make it like this.” And then you get the output, and what it looks like to…let me ask you this. If an intern gave you 10 titles that you thought were mediocre, what would you do? Would you fire the intern?

Pete Mockaitis
Well, no, I would say, “Oh, hey, thank you for this. This is my favorite. This is my least favorite. That kind of what I’m looking for is, generally, more actionable, more intriguing, based on the needs of our listeners,” da, da, da, da.

Jeremy Utley
Do you do that to ChatGPT?

Pete Mockaitis
I’ve tried it sometimes.

Jeremy Utley
Yeah, you got to kind of, you got to critique the model’s output. You got to give it feedback. And I had that experience, actually. I had a hero of mine, Ed Catmull on my show a while ago, founder of Pixar, and I wanted the perfect title, of course. It’s, like, got to be the best title ever, right? And I asked for 10 and then I immediately always asked for 10 more.

I don’t even read the first 10. I asked for 10 more and never had ChatGPT say, “Dude, come on, you didn’t read my first ones, you know.” And they’re mediocre, you know, they’re okay. And I said, “Hey, I like one and three in the first set. I like seven and nine in the second set. Can you give me 10 more like those?” What do you think, are they better or worse?

Perfectly the same. Like, not any better, not any worse. And I was like, “Huh, but why? Why didn’t I like one?” I said, “Huh, okay,” I had to think. And what’s funny is, in our study, people who underperformed, AI feels like magic to them. It’s, like, they don’t do as well, but they’re like, “Wow, it just happened so fast.” People who outperform, who use AI to get to better work, it doesn’t feel like magic. It feels like work.

And that’s actually, that’s kind of a fundamental tension. I think we expect it to feel like magic or it sucks. And the truth is it’s just like working with another collaborator, and you do get to better outcomes if you’re willing to put in the work. And in this case, for me at least, the work was, I like number one because I’m a nerd and it has like an obscure movie illusion. I like number three because there’s a pun, and I’m a punny guy. I like number seven because there’s a movie reference baked in and I like number nine, whatever it is.

Then I said to ChatGPT, “Would you leverage that rationale as design principles for another 10, please?” six of the 10 were better than anything I had thought of. But the point is, it does require that collaboration. Now, that being said, that’s as a one-off interaction, Pete. I think what you should do in this case, if that’s it, and what anybody should do is, if there’s a routine workflow, like, how often do you title a podcast?

Pete Mockaitis
At least, twice a week.

Jeremy Utley
Okay. So, to me, that’s kind of square in the crosshairs of a task that it’s kind of a creative challenge, probably takes some amount of time. There’s a potential, you know, so there’s, call it, there’s a two-by-two somewhere that you would hire BCG to spit out, right? But you got a two-by-two, and this probably falls in the top right corner in terms of, like, it’s in GPT’s wheel housing capabilities, and there’s enough regularity that it would meaningfully impact your life or productivity. Great. Okay, there’s your two-by-two. I think that that’s a prime candidate for making a GPT.

Pete Mockaitis
I’ll just make a full-blown GPT?

Jeremy Utley
Yeah, why would you not make a podcast-naming GPT? And then you would put in its knowledge documents, all of the titles and your rationale. And then, importantly, it’s not that you make a GPT and you’re done. You make a GPT, then you try it, and then you see where it’s deficient, and you work to get it right, and then you reprogram, you iterate the instructions to the GPT relative to the work that you had to do in addition.

And what’s the process for that? I would say probably you’re going to instruct the GPT, “I want you to analyze the transcript. I want you to find what are the key points of emphasis in the conversation. I define emphasis as we spent more than two minutes on it or whatever,” I don’t know, right? “I want you to find wherever there is more than five back and forth, that’s evidence that this was particularly engaging.”

Or, furthermore, you might develop a protocol where, after your calls, you have a two-minute Zoom call with yourself, where you say, “Hey, here are the four things I thought were interesting.” And you load that into the GPT as well. I don’t know, “Consult the transcript and the follow-up call transcript that I’ve provided for you. Look for these points, then distill these into these brand guidelines, perhaps, or whatever it is. Then do this, then do this.”

You’d kind of walk the GPT through, you would actually articulate and codify that workflow. And then you would test it, and then you’d iterate it, and you’d test it, and you’d iterate it. And you’d get to the point, I would say, probably, if you’re doing it twice a week, by the end of the month, you’ll probably get to the point where, if you really take it seriously to iterate the GPT’s instruction set, over the course of a month, you’ll have something that’s really great.

Now, the problem is most people aren’t really systems thinkers and they just want to do like a one-off kind of like band-aid solution, which is fine. I’m probably more that way myself, unfortunately. So, I’d rather just, it’s less painful on a one-off just to do the work again myself. Systematically, it’s much more painful to do it one-off every time by myself. And so, you kind of got to decide.

And to me, that becomes a function of “What is a task whose output you would refuse to settle for less than exceptional?” That’s a great task for a GPT because you’re not going to be okay with anything less than a really good GPT. And it summons the requisite activation energy required for you to continue to invest in iterating it.

Pete Mockaitis
Understood. Okay. So, it starts with a mindset of, “Okay, don’t talk to it like it’s an oracle. Expect we’re going to need some back and forth, some collaboration, some iteration, some refinement.” And then it’s your bullish take that, at the end of the day, it’s going to cut the mustard and deliver the goods.

Jeremy Utley
Unequivocally.

Pete Mockaitis
All right. Beautiful.

Jeremy Utley
That, to me, is it’s unfathomable that it can’t deliver on that use case.

Pete Mockaitis
All right. You heard it here first.

Jeremy Utley
I mean, really and truly, and I’d be happy to workshop with you if you’d like. But, to me, that is absolutely a use case that GPT can shine with.

Pete Mockaitis
Okay. Well, we talk about use cases. You’re real big on idea flow. It’s getting a whole lot of ideas, a whole lot of creative options generated. Tell me, how do you use AI in that endeavor well?

Jeremy Utley
Well, the easiest thing to do is, which you did well in your example, is request options. I think, for most people, they ask one question, they expect one answer. And with a probabilistic, non-deterministic model, which means LLMs are probabilistic in nature, every time you ask a question, you’re going to get a different answer.

And sometimes the answer is there’s a higher degree of overlap, sometimes they’re radically different, even within the same instruction sets. You could say it’s a bug. I actually think it’s a feature because I believe in variability of thinking is actually what drives creative outcomes. And so, when you realize that, then, “Wow, I could hit regenerate and it will reconsider the question again?” “Yeah.” “Well, why wouldn’t I hit regenerate five times?” Great question. Why wouldn’t you?

And most people go, “I’ve never hit regenerate.” I think it’s actually probably the most important button on the screen. Because you have a collaborator, you and I are going back and forth, and I say, “Hey, Pete, what do we do about this?” You go, “Well, here’s an idea.” And I go, “Okay. Well, what else?” And you’re like, “Okay, let me dig deeper,” and then you say something. I go, “Okay. Well, what, like five more ideas?” And after a while, you’d be like, “Dude, I gave you all my ideas.”

But ChatGPT is not like that. AI is not like that. And so, one of the simple tricks for idea flow with AI is recognizing you’re not going to tire itself out. In fact, you need to recognize your own cognitive bias. I mean, it’s one of my kind of nerd obsessions is what’s called the Einstellung effect, which is the tendency of a human being to settle on good enough as quickly as possible, demonstrated since the 1940s by Abraham and Edith Luchins, where they’ve kind of documented, very clearly how human beings kind of get in a cognitive rut, and they just want a good enough answer, and they don’t actually get the best answer. They just get a good enough answer.

And so, to me, the key to maximizing idea flow with an AI is recognizing that the creative problem in that collaboration is actually your human cognitive bias, not the AI’s bias.

Pete Mockaitis
Okay. Thank you. Oh, boy, Jeremy, I could talk about this forever. But before we hear about some of your favorite things, could you share any other top do’s and don’ts?

Jeremy Utley
One thing, I think, is a really simple thing that you can do, and it’s not unrelated to your idea of asking ChatGPT or whatever, for a number, kind of saying how confident it is. One thing that you can often do is ask it to evaluate its own work, “Scale of zero to 100, how great was the previous response? Be like a tough Russian ballet instructor, give me critical feedback.” And it’ll go, “Oh, it’s a 60 out of 100 for this reason.”

Well, then you could say, “Okay, based on that feedback, can you rewrite it as 100 out of 100? Rewrite it as 110 out of 100. Now, regenerate it. Now, regenerate it again. Now, grade that one. Is it really 100? Bring in another Russian judge. What does the second Russian judge think?” So, one thing that you should definitely do is get AI to evaluate its own work. It’s far better at being objective.

Like, as a simple example for me, and then I also want to mention chain of thought reasoning, so make sure I come back to that. But one thing I’ll do is I’ll do kind of parallel processing between ChatGPT and Claude, and I’m having both work on something. I take their output and I feed it to the other, and I ask, “Which one is better? Is Claude’s work better or ChatGPT’s work better?”

You would think that they both advocate for themselves. They don’t, but they almost always agree. It’s fascinating, actually. There are times where ChatGPT is like, “I actually prefer Claude’s response for this reason, this reason.” And if I go to Claude, it goes, “I think my response is stronger for this, this, this.” And half the time, it’s the other way.

But it’s actually exceedingly rare that they disagree. They often will say the other’s is better, but they almost always agree with the other’s assessment too, which is fascinating, which is to say you can have models evaluate one another’s work. The other thing, the other huge do, probably the single greatest empirically validated finding is that the best way to get better output from an LLM. is to prompt it with what’s known as chain of thought reasoning, which is to say, tell the language model to articulate its thought process before answering.

And so, humans have this tendency, so do AIs, of what we all know as ex post rationalizing. So, if I ask you, “What’s your favorite color?” You say, “It’s blue.” “Well, why did you say blue?” You go, “Oh, well, I like the sky, and I like the ocean, and da, da.” But if instead, I say, “Hey, tell me how you think about what your favorite color is,” and you go, “Well, I probably think about my favorite things.”

And then I go, “Well, what are your favorite things?” You go, “Well, my wife, obviously, and I think about her eye color, and they’re green. You know, green’s my favorite color.” “Well, is it blue or is it green?” Actually, and for me, even as I think through that thought exercise, green, emphatically. I take my wife’s eyes any day over the sunset. That’s a no-brainer, right?

Well, similarly, language models do the same thing. If you ask it for an answer, and it says blue, and then you go, “Why did you say blue, ChatGPT?” it will ex post rationalize. And blue is very subjective, but even with things that are objective, more objective, it will ex post rationalize its answer. If, however, you say, “Hey, before you answer the question, would you walk me through how you’re going to think about solving this problem?” It will articulate its answer and it arrives at, from a research perspective, empirically better, more valid, more cogent, etc. responses.

And the reason it does so is because of how language models work. They aren’t premeditating their answers. So, what it’s not doing, as Pete asks a question, and then it thinks of its answer and writes it out. That’s not what happens. What happens is Pete asks a question and it reads the question and says, “What’s the first word of the answer?” and it says it.

And then it reads your question, and the first word it thought of, and says, “What’s the second word?” And then it reads your question and its first and second word, and thinks, “What’s the third word?” So, it’s not premeditating responses. It’s, literally, only predicting the next token. And so, when you ask it for an answer, the only thing it’s predicting is its answer.

If, however, you ask for reasoning and then answer, it first next token predicts reasoning, and then it incorporates the reasoning that it has articulated in its response, which results in a much better response because it’s not only considered your question, but it’s also considered reasoning first. And as a user on the other side of the collaboration, what that enables you to do is not only, one, get better responses, but, two, you can interrogate its reasoning too.

And you can say, “Actually, it’s not that I have a problem with your answer. I have a problem with how you approach the question. I actually think you should do this.” And then you can guide its reasoning path because you’ve asked it to make its reasoning explicit. Those are the two probably biggest do’s, I would say, when you ask for do’s and don’ts.

Pete Mockaitis
That’s cool. And it sounds like the key is that you ask for it in advance as opposed to, “How did you come up with that?”

Jeremy Utley
Yeah, exactly. That’s ex post rationalizing. It will give you a great answer. It’s a sycophant. LLMs have been programmed to be helpful assistants. And when you realize what that means, it’s a euphemism for suck up. So, if you ask it what it thinks, it’s going to say, “I think that’s a really great idea, Peter.” But if you say, “I don’t want you to compliment me. I want you to be brutally honest. Don’t pull any punches,” like, you got to really ask an AI to level with you to get honest feedback.

When you’re aware of that, it influences how you collaborate with the model, which goes back to the question earlier about idea flow. It’s recognizing your own, I mean, there are limitations to the technology, but a lot of times the truth is we want a suck up. I don’t want to hear how my first draft sucks. I want to hear, “Actually, you don’t need to do any more work. You go have a coffee.” That’s what I want to hear.

And if I don’t realize that the model has been trained to be a suck up, I ask it, assuming I’m getting the truth, and then when it tells me I’ve done great work, I say, “Well, let’s take a break, boys. We’re all done here.” Whereas, if I realize, “You know what, unless I really push it to give me straight feedback, it’s probably going to tell me I’ve done a great job. And I know my human cognitive bias is to overweight the response that I did a great job, and to underweight…” So, you have to understand yourself. In a way, the key to good human-AI collaboration is to really understand our own humanity.

Pete Mockaitis
That’s powerful. Thank you. And now could you share a favorite quote, something you find inspiring?

Jeremy Utley
One is Thomas Schelling, Nobel Prize winner in Economics, who said, “No matter how heroic one’s imagination, a man can never think of that which would never occur to him.”

The second quote that I love is Amos Tversky, Danny Kahneman’s lifelong research partner, who died prior to receiving the Nobel Prize. But Amos Tversky was once asked how he and Kahneman devised such inventive experiments. And he said, “The secret to doing good research is to always be a little underemployed.  You waste years when you can’t afford to waste hours.”

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

Jeremy Utley
I think there’s a great one that I always come back to called the creative cliff illusion, which is conducted by Nordgren and colleagues at Toronto, I want to say. You can look it up, creative cliff illusion. But the basic idea is when they ask participants what their expectations of their creativity over time were, there is an illusion that one’s creativity degrades to a point that reaches a cliff where it almost asthmatically falls off. And people’s, their expectation is, “I’m just going to run out of creative ideas.”

The paper is obviously called the Creative Cliff Illusion because then, when they test people, it’s not true. They don’t run out of creative ideas. They, actually, their creativity persists. And my favorite part of the study is the shape of the creativity, over time, the variable that it’s most highly correlated with, i.e. “Does creativity dip or does it increase?” because it does increase for some people. The variable that determines the shape of your creativity over time is actually your expectation.

So, if you expect that you will keep having creative ideas, you do. If you expect you will cease having creative ideas, you do. And so, that to me is just totally fascinating.

Pete Mockaitis
Totally. And a favorite book?

Jeremy Utley
I love Mark Randolph’s book about the founding of Netflix called That Will Never Work. It’s a fascinating story about entrepreneurship, about grit and perseverance, and about ideas. And there’s a lot of very practical takeaways about the importance of experimentation in finding product market fit and succeeding.

Pete Mockaitis
All right. And a favorite tool?

Jeremy Utley
I’ve got an electric chainsaw, and I love tromping around the woods, just chainsaw in hand, like, just in case I need it. It’s just so fun.

Pete Mockaitis
Awesome. And a favorite habit?

Jeremy Utley
NSDR, non-sleep deep rest protocol, Andrew Huberman. It’s, basically, laying down and becoming totally still, not for the purpose of sleep, necessarily. It’s okay if you do sleep, but it’s not in order to sleep, but to facilitate neurological replenishment, connections between neurons, and codification of memory. And I try, if I can, to NSDR once a day.

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

Jeremy Utley
I talked earlier about the value of variation in one’s thinking. And the truth is ideas are naturally occurring phenomena, which is a nerdy way of saying they’re normally distributed. So, you got some really great ideas, very small, it’s a bell curve, right? You got a lot of ordinary ideas and you got some stupid ideas. Steve Jobs called them dopey ideas. He regularly shared dopey ideas with Sir Jony Ive.

Taylor Swift says, “It’s my hundreds or thousands of dumb ideas that have led me to my good ideas.” You got dopey or dumb on one side of the spectrum, you got delightful on the other side of the spectrum. The quote that I often say that people remember and resonates, and they take with them is, I tell people, “Dopey is the price of delight.”

The only way you get good ideas is by allowing yourself to have bad ideas. And the reason most people don’t have better ideas is because they won’t allow themselves to have worse ideas.

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

Jeremy Utley
JeremyUtley.design And LinkedIn, I’m happy to chat with folks on LinkedIn. My website, JeremyUtley.design, I’ve got a newsletter folks can subscribe to. I’ve also got an introductory AI drill course where you get two weeks of daily drills for, you know, they say you need 10 hours of practice with AI to start to become fluent. This gives you daily practice to get your first 10 hours under your belt.

Pete Mockaitis
Okay. And a final challenge or call to action for folks who want to be awesome at their jobs? Sounds like we just got one.

Jeremy Utley
To me, it’s very simple. Do one thing you heard here.

Pete Mockaitis
Okay. Jeremy, this is fun. This is fascinating. Thank you. And keep up the awesome work.

Jeremy Utley
Thank you. My pleasure.

1009: Negotiating with Difficult People with Rebecca Zung

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Rebecca Zung shares fresh strategies to take on your biggest bullies and win.

You’ll Learn

  1. How to identify if someone is a high-conflict personality
  2. How to SLAY your bullies and win 
  3. The mindset trick to keep narcissists at bay 

About Rebecca 

Rebecca Zung is a high conflict negotiation expert, a U.S. News recognized Best Lawyer in America and USA Today Bestselling Author. Speaking on platforms worldwide, she is also a bestselling author of several books including the USA Today National Bestselling book SLAY the Bully: How to Negotiate with a Narcissist and Win and her YouTube channel has tens of millions of views. Her podcast, Negotiate Your Best Life has 2 MM downloads and is in the top .5% of podcasts globally.

She’s also the founder of the proprietary SLAY® Method, the proven blueprint for negotiating with narcissists and her programs, including her High Conflict Negotiation Certification Training program- a coach certification program – have transformed thousands of lives in more than 150 countries and on every continent.

Resources Mentioned

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Rebecca Zung Interview Transcript

Pete Mockaitis
Rebecca, welcome.

Rebecca Zung
Thank you. Thank you for having me. It’s a pleasure to be here.

Pete Mockaitis
Oh, thank you. Well, I’m super excited to hear your perspectives. And I’d love it if you could start us with an eye-popping jaw-dropping tale of narcissism run amok in a workplace. Lay it on us.

Rebecca Zung
Ooh, run amok in a workplace. Gosh, I think it’s going to just be like one of my stories. But, in a workplace, I’ve seen it in so many different situations, but one of the ones that I thought was the most egregious was a client that I coached. She had been a CFA for, I think, a Fortune 20 company here, and she was wooed to Hong Kong. Initially, she thought she was going to actually be a CEO of China, Asia, of this particular company. It was a family-owned company but, like a billion-dollar company, and she was going to be the CEO of one of the divisions.

And so, this guy completely love-bombed her, brought her to Hong Kong several times, told her that this is how it was going to be, that she was even going to be able to have women’s initiatives, and all sorts of other things, and she wasn’t really looking to leave her other position, but, because this particular person, who was based in Hong Kong, really laid it on for her, and put everything that she wanted into the contract, that she ultimately left her position, moved to Hong Kong and started with this company.

Now, this guy was the son of the owner, who was a billionaire who lived in Switzerland or something, but so she gets there, and the first day, she doesn’t really have an office. There’s all kinds of files and extra things in the office that’s supposed to be hers, and the guy that she was talking to the whole time, he’s not even available to meet with her on the first day. So, they stick her in this office, and they don’t really have anything going on for her.

They don’t even really put her on the website, and that day turned into the next day. And then she started asking questions, and then they were documenting her file that she was difficult. And then the guy started to say, “Well, we’re not ready to have you go into that position just yet. You’re going to start off over here.” Meanwhile, they’re paying her according to the terms of the contract, but they’re not giving her the position.

And, really, she was just trying to get the position that she came there for. And so, ultimately, she hired me and we figured out a way that we could potentially expose him and some things that were going on in that company. And she didn’t, ultimately, wanted to go back there but she just didn’t want, like harm done to her career, and so she was able to make a settlement from it. But that was like one of the craziest stories that I’d ever seen, ever.

Pete Mockaitis
Yeah. Wow, that’s almost like a nightmare movie situation. You could turn that into a horror movie, it feels like, in terms of you know how we’re all a little bit nervous about a new job. It’s like, “This is the worst.” You’re out of your element, your family, your friends, your country, and it’s not what you thought and hoped it would be. That is spooky. Okay.

And so, then, in her situation, the result was to hire one of the best lawyers in America, according to U.S. News and World Reports, and really get into the meat of the matter. And it sounds like you went right for the juiciest, scariest, most sensitive thing they might be worried about a lawyer going after. And I guess we’ll just have to wonder what that might be for confidentiality’s sake, I’m guessing, unless you’ll indulge us. Will you?

Rebecca Zung
Well, I mean, I can’t say too much more because I don’t want it to be so obvious of who it was or whatever, but let’s just say the best way to get to a narcissist is always going to be looking at, what I call their diamond-level supply, which is their image, how they look to the world, their reputation, and then you take their own behavior, and so you’re not lying about anything, you’re not contriving anything.

I call it ethically manipulating the manipulator, and you say, “Well, you know, here’s what’s going to happen if we don’t come to a resolution. I don’t want to have to do this, don’t make me have to do this, because I just want to walk away in peace and I want my life. But if we can’t come to a resolution, then this is how it’s going to have to be.”

Pete Mockaitis
All right. There you have it. Understood. So, right from the get-go, we’ve seen the worst-case scenario and then the nuclear option for responding to the worst-case scenario. Understood. Maybe we could back it up a little bit and share, as you’ve worked with this stuff, you’ve researched, you’ve written the book, you’ve worked with clients, any particularly surprising or counterintuitive discoveries you’ve made when it comes to this adult bully stuff?

Rebecca Zung
Yeah, they’re always way more afraid of you than you are of them.

Pete Mockaitis
Really?

Rebecca Zung
Yeah, and they love to, you know, what I think of it? It’s always very similar to me when I think about the bully in “A Christmas Story.” Did you ever watch that movie? It’s like on every year.

Pete Mockaitis
Oh, yeah.

Rebecca Zung
So, in “A Christmas Story,” this little kid is being bullied every day by this other kid, who’s like bigger, taller, he says he has yellow eyes, and he’s on his way home, and he’s like, “Oh, God, here comes that guy again.”

And then, one day, he’s so mad about other things going on, and it was just not the day to mess with him. And so, he fights back against the bully and ends up, like, going crazy on him. And after that, the bully ran away from him and never bothered him ever again, because it was really all about fear-mongering and terrorist tactics, right? But it all comes from a place of scarcity, a place of fear. It’s not authentic power.

True authentic power, it doesn’t have to use all of that. I love the analogy of “The Wizard of Oz” because in that movie, Glinda the Good Witch, when the Wicked Witch came around, went, “Go away. You have no power here.” And the Wicked Witch went, “Oh, God, I’m not messing with her. I’m going to go mess with people who are actually afraid of me.”

Because Glinda was, like, completely non-plus, it was like a gnat flying around, like, “Please, lady, not even wasting my time.” And that’s what it’s like when you have true authentic power. You don’t have to use control tactics, you don’t have to use fear-mongering, you don’t have to use all of these things because you know who you are, and that’s what makes all the difference in the world.

Pete Mockaitis
All right. I love that. You know who you are. Potent. If I may, if we don’t yet know who we are, how do we get there?

Rebecca Zung
Isn’t that the $64,000 question, right? I mean, you start by realizing that they’re preying upon your own triggers, your own traumas, your own fears, and not who you were born to be. You’re born to be authentically powerful in your mission, in your purpose. And you know when you’re there because you feel aligned with everything that you’re doing, everything that you’re saying.

And what narcissists do is they prey upon your vulnerabilities. They prey upon people who they don’t feel secure. So, dealing with your own traumas, your own triggers, understanding all that stuff got layered on, you were born as a perfectly wonderful baby who had no fears, other than maybe falling or loud noises. But as a beautiful brand-new baby, you feel completely like, “Life is good. Everybody loves me. I love everyone.”

And then what happens? Your parents do something, or grandparents, or kids, you go to school, you get bullied at school, somebody says something, looks at you wrong, then your neighbor kids, and dah, dah, dah, dah, whatever, and your siblings, who knows? But all this stuff gets layered on and you forget that you actually are truly and authentically powerful as you are. You are innately valuable, innately worthy. And what narcissists do is they prey upon people who don’t feel that sense.

And so, the more you gain respect for yourself, the more you realize that you don’t need to respond to every little thing that they do, you don’t need to defend yourself, you don’t need to argue. I always say I’m half Chinese, so I always wear jade, but never jade, never justify, argue, defend, or explain. Because the more you do that, you’re giving them your power, you’re saying, “Here you go. Have my power.”

The true act of power is to take that back and say, “I see you. I see you like I see a toddler having a tantrum on the floor, but when I see a toddler having a tantrum on the floor, I don’t feel like I need to get down on the floor and have a tantrum with them or actually get into it with the toddler.” You just go, you look at them, and you go, “Okay, are you done yet? Well, when you’re done…”

And that’s the way you have to do it. I say you have to put an invisible shield down around you and start putting up boundaries, and say, “I demand respect for myself. I don’t care if you’re my mom, my boss, my sister, my brother, my neighbor, or my best friend, I deserve to be treated with respect and I’m not going to engage in conversations where I’m not being respected.”

Pete Mockaitis
Understood. And I’m curious, when we think about, if you want to call them bullies or narcissists or high-conflict personalities, what proportion of the population falls into this category versus might someone just happen to have a different perspective than us, and be having a bad day? And how do we tell the difference?

Rebecca Zung
Yeah, great question. So, when I did my research for my book last year, I found that approximately 15% of the population has a personality disorder that lacks empathy. So, it’s about 6% or 7% narcissism, and then you go into there’s bipolar or personality disorder, there’s other personality disorders that lack empathy. And so, when you put them all together, it’s about 15%.

Now, then there’s also a percentage of the population that has what they call high-conflict personality disorder, which may not necessarily be narcissism or bipolar or any of these others, or borderline or whatever, but it could potentially be extremely difficult to deal with. Now, what I have to say is that this is a spectrum, right? So, all the way to the end of the spectrum are your people that have these personality disorders that lack empathy.

If you think of Jesus, or the Dalai Lama, or whoever your person is, on the other end of the spectrum, then everybody else sort of falls in between. And so, like where are you on that spectrum? It’s hard to say but we all have an aspect of narcissism in us. I mean, we all want to feel, seen, heard, and know that we matter. That’s the human experience. That’s just who we are.

But it’s when you are to the end of the spectrum, where you’re like, “I am in so much pain, so much shame, so much hurt, so much whatever is going on inside of me, that I feel empty inside and, therefore, all I can do is try to get as much supply as I can to the detriment of anybody else. I don’t have the capacity to have feeling for anyone else,” that’s when it’s an issue.

Pete Mockaitis
Okay. Well, these numbers are higher than I expected. That’s a good chunk of folks, and just lacking empathy, and so just operationally, definitions, let’s hear. I think I know what empathy means. When you say it in this context, what do you mean?

Rebecca Zung
Having the ability to step in somebody’s shoes, and say, “I get you. I feel you. I understand you. I understand your pain. I can see why you would be hurt by that. Your dog just died. Oh, my God, that’s just awful. I feel that pain for you. I feel that.” A person who doesn’t have any sense of that is like, “Okay, but you’re still going to come to work, right? I mean, you’re not going to…I’m not going to lose money over this, right?” Like, they’re just thinking about themselves in that situation.

Pete Mockaitis
Okay. Well, so you’ve got an acronym to slay the bully, S-L-A-Y. Can you walk us through it?

Rebecca Zung
So, S stands for strategy, L stands for leverage, A stands for anticipate, Y stands for you. The strategy piece is having a vision, a goal, a very specific vision that’s not defined by the narcissist or the bully. It’s defined by what you want. And so, what does that look like? Does it mean, if you’re breaking up with a business partner, that you want to keep the business, that you want to be bought out, that you want to buy them out, that you want to sell the business? What does that look like specifically?

And then L is leverage, which I alluded to earlier, but basically if you have these two different forms of narcissistic supply, which is anything that feeds the narcissist’s ego, and the higher-level form of supply for them, the ultimate form is that diamond-level supply, which is going to be their image, their reputation, how they look to the world, all the window dressing. It could be a prestigious job, prestigious friends, big house, money, the big bank account, the car, whatever it is.

It could be a new girlfriend, a new business partner, a boss, colleagues, employees, people that they don’t want to look bad in front of, they will protect and defend this form of supply above any other form. The secondary form of supply is what I call co-level supply, and that is bullying people, making them feel small, pushing them down so that you feel bigger, smearing people, passive-aggressive remarks or behavior, moving the goalposts in negotiations constantly for no reason whatsoever. All of that is what I call co-level supply.

In order to get a narcissist to not be constantly in your space anymore, you have to figure out a form of supply that’s more important for them to protect, i.e. the diamond-level supply, than the supply that they get from manipulating you, and that’s the co-level supply, and then threaten that source of supply, otherwise, they will never leave you alone.

And I want to back up for a second, and just give a quick little overview about how a narcissist is formed. How they’re formed is formed in childhood. I alluded to this toddler in an adult body, but it’s because when they were children, they were in fight or flight on a continuous basis, different times over and over. When this happens to any of us as humans, our brain emits hormones, adrenaline and cortisol mostly.

And that cortisol, when it’s being built up in a brain of a child, can actually cause arrested development in the limbic part of the brain, and that’s what causes the issues. So, while their prefrontal cortex can continue to develop, the thinking and all of that, what happens is, if they get triggered as adults by a perceived slight, loss of control, exposure, it could be a tone, it could be an eye roll, it could be a body language, whatever it is, then that limbic system is activated, it shuts down the prefrontal cortex, and now you’re dealing with full-on emotion, and they don’t think clearly.

They’re not thinking in terms of rationality. They can’t think long-term, “What’s the impact of what I’m doing?” And so, they will literally take themselves down to take down the other person because they see that other person as public enemy number one. Everything is black and white with them, “You’re either for me or against me. If you’re against me, then you’re public enemy number one.” That’s why it’s impossible to negotiate with, or communicate with, a personality disordered person as you can a rational or reasonable person. Does that make sense?

Pete Mockaitis
Understood, yes. So, we’re not really talking about the sensible, rational issues, and the options, and the best path forward, but we’re more so, it’s like, “I’m going to take away your toy. Deal with that.”

Rebecca Zung
It’s 100%, “Even if I’m going to get in trouble, I don’t care.” Because I’ve seen guys that’ll say, “I will burn my business to the ground before I have to pay her alimony.” And you think, “Why the hell would you do that? That makes no sense because then you don’t have the income either,” but that’s what they do, because they’re in that full-on, “I’m not thinking from my reasoning brain.”

Pete Mockaitis
Well, Rebecca, that’s an interesting example there. And so, they say that, and in that moment, they feel that, but in practice, do they actually do that?

Rebecca Zung
Yeah, you do start to see them doing things like that, you know. They’ll fire their top person because that person wasn’t on their side, sided with the wife, or they’ll just stop working. So, we always say in the divorce world, that they end up with SIDS. The incomed spouse, whatever, whoever that is, ends up with SIDS.

We call it sudden income deficiency syndrome, like, “Oh, suddenly they’re not making any money.” And they have no money as soon as the divorce starts. But part of it is because they just decided, “You know what, I’m not going to take contracts, I’m not going to fulfill on them,” things like that.

Pete Mockaitis
Yeah, and it’s really hard to kind of wrap your arms around because it’s not rational.

Rebecca Zung
It’s not rational.

Pete Mockaitis
And, in some ways, it’s slightly rational in the sense of, if we’re being stone-cold no empathy, it’s like “Hmm, well, now I am earning half as much money from engaging in this work that I get to pocket for myself as I was before, therefore, I’m less interested in doing many of these jobs.” So, I guess in some ways, there’s a cold rationality to it.

But at other times, that’s self-destructive situation you described in terms of, it’s like, “I’ll burn my company to the ground before I pay you a cent because I’m filled with rage.” That stuff, that’s sort of eye-opening for me. I guess I’ve lived a sheltered, kind existence, that folks, they don’t just feel that way in the moment, but they, in fact, execute the rational steps over weeks, months, years to execute.

Rebecca Zung
Yeah, they do it, I’ve seen it. And the other half of that is that people will pay attorney’s fees that they don’t need to be paying. I’ve heard guys say to me, “You know, I’d rather pay you than her.” And so, they are constantly blowing up potential settlements because they don’t want…They enjoy the game of it, it’s the sadistic piece of it.

And so, normal rational people will sit down at a negotiating table, and they’ll say, “All right, how can we make sure that both sides feel seen, heard, know that they matter, get something that they want from this exchange so that we can come to a deal? Like, who wants to pay lawyers? Or who wants to keep fighting? Or who wants to…?” Like, there’s a cost to all of that, right? Not just lawyer’s fees, but also part of your life, and the stress of it.

And whether you’re dealing with a business litigation situation or a partnership litigation or maybe you’re just trying to negotiate with a boss for a raise, or a colleague, or whatever it is, it doesn’t have to be a litigation setting, but they’re not trying to come to a resolution. They enjoy the game.

Pete Mockaitis
Well, that really is eye-opening in terms of a total reframe. It’s like, “Oh, the normal game I’m playing with normal people almost all the time is not what to do here.”

Rebecca Zung
No.

Pete Mockaitis
“Instead, I’m going to take this other approach,” which you’ve been walking us through, so we get strategic and leverage, and please continue.

Rebecca Zung
Yeah, so A is, anticipate what the narcissist is going to do, and be two steps ahead of them, which means you know they’re going to try to bait you, you know they’re going to try to trigger you, you know they’re going to try to do whatever they can to continue to get their supply source, their hit. I mean, they’re like drug addicts almost. And so, you want to come up with ways that you’re going to stay ahead of them, shut that down.

And so, what I do is I give people, you know, I have a whole wealth of tools in the toolbox, but some of them, for example, are what I call fluff or favor, vomit later, which is fluff up their ego a little bit to get a little something that you want give it in exchange for something that they want. It’s like you’re fluffing up a pillow, basically. So, sometimes that might be the plan.

Sometimes the plan might be making a plan stand, I call it, which is, whenever you have to meet with them, make sure you have an agenda, a scope, and a time limit so that they can’t sandbag you, so that you keep it to facts, not feelings. Because one of the things that a narcissist will constantly try to do is bait you into all sorts of things, whether it’s going for the jugular.

If you think that you’re really great at money, or handling, or careful with money, they’ll say that you’re a spendthrift, that you were horrible, that the only reason why they have money, the company’s making money is because of them, you know, stuff like that. And you want to sit there and defend yourself, “What are you, crazy? You weren’t even here. I was the one that brought in that particular client, and I was the one…”

Now, they have you. That’s exactly what they want. So, you want to go, “No, today, we’re talking about this issue. We’re trying to figure out how we’re going to dissolve this partnership, and we’re going to look forward. We’re not going to look back,” because you don’t want to get into that.

And then having a time limit because you want to be able to say, “Oh, you know what? It’s an hour or two hours, whatever it is that we allotted for this and, while talking to you is my absolute favorite thing on the planet, we’re going to have to continue this conversation another day,” because you want to take control of the narrative instead of having them take control.

And then the Y is you, which is your mindset. We kind of started with this at the beginning, which is great because I kind of like to start with it. But it’s you and your authentic power and you being on the offensive instead of the defensive. You thinking about how can you walk forward instead of backwards or even just staying straight. You’re shifting a power dynamic. You’re really going 180 degrees a lot of times.

And so, I say, step one, don’t run. Step two, make a U-turn. Step three, break free. Y is you breaking free? Y is you saying, “You know, I see you all the time. I don’t even care because you’re not a thing in my life anymore.” Oak trees don’t worry about whether the wind is going to blow, because they know they’re rooted, and that’s what you want to be.

Pete Mockaitis
Okay. So much good stuff. Well, now, could you maybe walk us through a couple examples of all this played out in action?

Rebecca Zung
I’ll give you an example for the Y. Many people ask me, like, “What’s a main message when you’re dealing with a narcissist or anybody?” And I always say that you and you alone define your value, and people will think what you tell them to think, and that includes a narcissist.

And I’ll tell a quick little story, which is when I first went out on my own many years ago, I had been practicing law for a few years before, and then I went, I was a stockbroker at Morgan Stanley for a couple of years and I had my Sears seven in ’66. And then I decided to go back to law to start my practice. And at the time, I hired a business coach, and I said to her, “Ugh, these people are going to think I’m such a flake. Like, I literally went from being a lawyer to financial, to back to being a lawyer.”

And I was in Naples, Florida at the time, which was a very affluent community, very kind of judgy, you know. And so, I said I was very worried about looking flaky, and she said, “People will think what you tell them to think.” She said, “You can tell them that you’re a flake or you can tell them that you are the only family law attorney that has a financial background, so, therefore, you are more qualified than any other attorney in town. Which story would you like to tell?” And I said, “Oh, maybe I’ll tell that one. That sounds pretty good.”

Pete Mockaitis
That sounds that’ll be better for a client position and bill a lot.

Rebecca Zung
“That sounds better. I’ll take that one.” So, that’s what I did. I positioned myself that way, I marketed myself that way, and within two years, I had the top family law practice there and I was representing billionaires and all sorts of very powerful influential people. And I can tell you that none of them would have hired me if they thought I was a flake, but it was really how I showed up.

And if I had showed up as, “Oh, I’m sorry. I know I jump around a lot,” and kind of defending myself, then people would have seen me as that. But I showed up as, “No, this is who I am, and this is what I do, and this is my background, and this is actually going to help you.” And I can’t tell you how many people hired me because of that, “I’m hiring you because you’re the only one that has a financial background.”

But it’s such a lesson because you define your value, and people will think what you tell them to think. You can tell once people walk into a room and they know who they are and you can’t mess with them. But they define that.

Pete Mockaitis
Beautiful. Okay. Let’s hear another story.

Rebecca Zung
Well, one of my favorite stories is I call it the $2 million apology. So, I was doing a mediation and I was representing this guy who was, like, the top developer in Florida.

Pete Mockaitis
Real estate developer?

Rebecca Zung
Yeah. And even at the time that we did our initial meeting, our initial consultation, he was acting like I was so lucky that he was choosing me to be his lawyer. And at the time, I was, like, referring out like 80% of the people who were coming to me, and so I had way too much to do. And so, I’m like, “I roll in the whole time, like whatever,” but he goes to hire me.

And so, at the time, he goes, “Oh, is there any room in your retainer or your hourly rate?” And I looked at him, and I was like, “No, but I’m happy to refer you to cheaper people if you’d like.” And he was like, “No, that’s okay. I’m going to go with you.” I said, “Okay.” So, then fast forward to mediation, it’s like 12 hours, it’s like 9:00 o’clock at night, we’ve been there forever, we’re all like ready to get out of there, and we’re about ready to sign the agreement. And the wife was going to get about $2 million in alimony over the next few years.

Of course, she was getting a lot of other assets as well, but part of it was alimony. And so, the mediator comes in to me, and says, “Hey, Rebecca, can I talk to you for a second?” I’m like, “You better be coming to me with an agreement that people are signing. Like, what are we doing over here?”

Pete Mockaitis
“At this hour.”

Rebecca Zung
Yeah. And so, he pulls me out in the reception area, and he says, “I have a very unusual request from the wife. She is willing to waive alimony if he will apologize to her for everything that he did to her during the marriage and take responsibility for it.”

Pete Mockaitis
Verbally, not written?

Rebecca Zung
Verbally.

Pete Mockaitis
Okay.

Rebecca Zung
Yeah, so she wanted him to go into the room without anybody else there and apologize. And I’m like, “What’s the catch?” and he’s like, “No catch. This is what she wants to do against her lawyer’s advice, whatever.” I’m like, “All right.” So, I go back into the room and I tell my client what he has to do, “Go to school over there, you know, like a puppy dog with your tail between your legs, whatever, say your thing and then she’s going to wave alimony.”

And he says, “No, I’m not going to do it.” And I’m like, “Yes, you are,” because I’m thinking to myself, “I’m going to have to give this guy, like in the lawyer’s call, a CYA letter, like cover your you-know-what, because what the heck is he doing over here?” And so, I’m like, “I’m going to kick your ass. Like, get over there.”

So, he finally goes over, and he apologized, and she signed off. She waved alimony. And it was like that important to her to get him to apologize but he almost didn’t do it. And so, at the end of the day, we’re standing in the parking lot, he signed, he’s got a signed agreement, the thing is done, and he says, “Hey, by the way…” he’s like, “Thank you very much.”

And he said, “By the way, I just want you to know that I’m glad that you didn’t negotiate your retainer or your hourly rate at the beginning,” he said, “because if you had, I would have thought that you were going to be soft negotiating on my behalf throughout the divorce.” And I was like, “Oh, really?” But the whole thing was very interesting to me and almost like a great case study in negotiating in so many different ways, because I stood firm on my value, and then the fact that he didn’t want to negotiate at the end because of his own ego, his own pride.

Because what would happen is that he no longer would have a tie to her because he wasn’t going to be paying her these monthly payments, so he couldn’t continue to control her. And that’s part of the reason why she also was willing to waive alimony, because she wanted a clean break from him, and he didn’t want to do it. He didn’t want to let go of his supply source but he finally did.

Pete Mockaitis
Yeah, there’s a lot of layers and things to unpack there. And what’s powerful with that value is that it was, in negotiation they talk about the BATNA all the time, the best alternative to negotiate agreement. And in your situation, it really was the case that you were pretty well booked up, you were referring out lots of work, and therefore, you truly, it sounds like, weren’t even tempted in the least to reduce your retainer.

Like, you could walk away, “And I will not be upset,” as opposed to, if you were just getting started, you’re like, “Oh, man, I need every client I can get. Well, maybe,” you know, you probably have some more temptation there.

Rebecca Zung
Oh, well, I have a story about that, too, if you would like.

Pete Mockaitis
Please do.

Rebecca Zung
So, when I did first go out on my own, the guy who ultimately ended up being my law partner, when I moved to California, he had been practicing for years. He was, basically, like my dad’s age and he was a member of the Academy of Matrimonial Lawyers, he’d won all these awards, whatever. He’s such a wonderful man.

I went out on my own, he wasn’t my partner or anything, he was just my friend. He was really opposing counsel in some ways, like 5:00 o’clock one day, I had been out on my own for maybe a month, my receptionist says, “Hey, Jack Long is here to see you.” I’m like, “Jack Long is here to see me? Okay.” So, I go out and sit down in the conference room, and he says, he was from New York originally, so great, and he goes, “I need to talk to you about your hourly rate.” And I said, “What?”

And he goes, “It’s too low.” And so, I mean I was charging like $2.85 an hour or something like stupid because like, I said, “Well, I’m so afraid I’m not going to get clients, you know.” And he goes, “I’m going to tell you a story.” He said, “When I first went out on my own in 1969, or whatever it was, like, it was forever ago,” he goes, “I did a divorce for a guy and I charged him $4,000. And he comes to me and he goes, ‘Jack, you did a great job for me. You charged me $4,000.’” And he’s like, “Yeah?” And he goes, “My wife’s attorney charged her $5,000.” And Jack’s like, “Okay, so you should be happy.” And the guy goes, “Well, obviously he’s better than you.”

Pete Mockaitis
Hmm, obviously.

Rebecca Zung
And so, Jack stood up at that point, and he goes, “Raise your damn rates.” And he walks out. The next day, he calls me, and he says, “I got a great referral for you.” He said, “I’m conflicted off.” It turned out to be Arnold Schwarzenegger’s goddaughter, so I ended up getting to travel with Arnold and become close to him and their family.”

But he says, “I’m giving you this referral,” he said, and he started to explain the case to me and he gave me all the details. And then at the end, he goes, “And they have money, so charge something decent for Christ’s sake,” and he hung up the phone. And so, I took that client, and that day, I raised my rate by, like, a hundred dollars an hour, or something, and I never looked back. We went up from there, obviously. But it was such a good lesson for me.

Pete Mockaitis
Well, there’s so much there with regard to pricing and psychology. And, boy, my favorite part was the word obviously because, in fact, the relationship between price and quality is fuzzy, and sometimes the best lawyers don’t cost the most. It’s just that high prices have to fund fancy buildings and other overheads, as opposed to strict quality of any professional. But, nonetheless, the perception remains, like, “Oh, well, the best are obviously, obviously the most expensive and the cheap ones must not be the best!”

Rebecca Zung
Yes, exactly. And that’s why he told me to raise my rates.

Pete Mockaitis
Okay. Well, tell me, any final thoughts before we hear about some of your favorite things?

Rebecca Zung
I always like to tell people to start looking at people from an observer’s perspective, because the way people treat other people is a direct reflection of the way they feel about themselves so you can never take anything personally. I mean, people who feel great about themselves don’t go around treating other people like crap. That’s just the bottom line.

So, if you take things personally, then it really is about how you’re feeling inside. So, don’t let your trauma do the talking. Don’t let your trauma do the picking. Do the personal development work and all the rest will come.

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

Rebecca Zung
I love the one from Rumi, which is, “Set the world on fire. Seek those who fan your flames.” I love that one because I want you to think about, like, “Are people dousing your fire? Are they pouring water on it? Or are they fanning your flames and throwing logs on it and saying, ‘Hey, I love seeing you fly. I want to see you fly some more. There’s room for everybody’?” So, that’s one of my favorite quotes.

Pete Mockaitis
Oh, thank you. And a favorite book?

Rebecca Zung
I love The Seat of the Soul, Gary Zukav; The Power of Intention, Wayne Dyer; A Return to Love, Marianne Williamson. I love there’s one I’m reading right now, actually, called This Thing Called You by Ernest Holmes, I think is the author. It’s an older book, but I didn’t even know that it existed. So good. Really, really powerful.

Pete Mockaitis
All right. And is there a key nugget you share with clients or in your books, that folks tend to remember and repeat back to you frequently?

Rebecca Zung
I think it’s the things that we’ve been talking about. You know, one of the things that I do say that I hear is what’s negotiable is contracts, issues, and terms. What’s not negotiable is your self-respect, your self-esteem, or who you are.

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

Rebecca Zung
My YouTube is RebeccaZung.TV. I do have a “Crush My Negotiation” prep playbook that people can get for free which is at WinMynegotiation.com, and then my website RebeccaZung.com has literally everything, tons of resources, a lot of everything about all my courses, my coaching programs, my certification, all of that.

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

Rebecca Zung
I would say do everything with complete integrity, and do what you say you’re going to do, when you say you’re going to do it, how you say you’re going to do it, even with the smallest things, making promises to yourself and the rest will come. The first negotiation that we have to do most of the time is with ourselves, for our own self-worth, keeping the negative committee quiet in our head. And so, by keeping promises to yourself, it helps you raise your own self-esteem and become the best version of who you are.

Pete Mockaitis
All right. Rebecca, thank you. This is beautiful, fascinating, fun. I wish you many successful negotiations.

Rebecca Zung
Thank you. Thank you, Pete. It’s been great.

1008: The Nine Steps for Making Career Progress with Ethan Bernstein

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Ethan Bernstein reveals the process for finding and seizing career opportunities you won’t regret.

You’ll Learn

  1. The four quests driving every career transition 
  2. The exercise that keeps you relevant 
  3. The problem with job descriptions—and what to focus on instead 

About Ethan 

Ethan Bernstein is the Edward W. Conard Associate Professor of Business Administration in the Organizational Behavior unit at the Harvard Business School, where he teaches the Developing Yourself as a Leader and Managing Human Capital courses. He spent five years at The Boston Consulting Group and two years in executive positions at the Consumer Financial Protection Bureau, including Chief Strategy Officer and Deputy Assistant Director of Mortgage Markets. Bernstein earned his doctorate in management at Harvard, where he also received a JD/MBA.

Resources Mentioned

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Ethan Bernstein Interview Transcript

Pete Mockaitis
Ethan, welcome.

Ethan Bernstein
Thank you, Pete. It’s great to be here.

Pete Mockaitis
Well, I’m so excited to hear some of your wisdom. And I’d love to know, you are teaching and researching organizational behavior, and that was a field of study that I did and I love it so much. Can you share with us a particularly surprising or fascinating discovery you’ve made about us humans and organizations that has really struck you and stuck with you?

Ethan Bernstein
So, I spend my days and sometimes nights studying workplaces, particularly trends in workplaces, like increased transparency, increased connectivity in workplaces today, the way that affects employee behaviors, and the way those behaviors affect performance. And one of the things that’s captured my attention, I suppose you call it a surprise, is that we’ve been two-plus decades in the field of organizational behavior telling people to chart their own path, find their own way, create their own journey, and people still don’t really know how to do it, and it shouldn’t be a surprise because we really haven’t told them how.

And so, that’s what led to this interesting bit of research that we’ve been doing around how people hire jobs for the job they want to do in their career as opposed to just being hired by organizations.

Pete Mockaitis
How people hire jobs. That’s a fun turn of a phrase right there.

Ethan Bernstein
Well, Clay Christensen, who was one of my dissertation advisors, created a theory called Jobs to be Done Theory, which Clay used to solve one of the key frustrations he had. He saw great organizations, great people, creating new products that didn’t sell, and for him, that was frustrating because it just seemed like a waste. All these great people, all the material and time and everything else that went into it and then ultimately didn’t work.

And the Jobs to Be Done Theory suggested that the reason for that was that people don’t just buy a product, they hire a product for a job to be done in their life. And so, if you sell a product based on attributes, like an apartment has granite countertops and an open kitchen, that’s not actually why people buy it. People buy it because they can imagine themselves cooking in that kitchen, talking to people.

That the experiences, not the features, are what matter, and that if you really understood the experiences people were looking for, the struggling moment that led them to hire that product for a job to be done, then you could create other products to solve that job to be done better. And if you think about why people move jobs, that’s oftentimes why they move jobs. They realize that they’re struggling, they want to make a certain kind of progress, that progress isn’t being delivered by the organization or the role they’re in, and so they seek a different role that could do that.

And that was the surprising moment, I suppose, for me in 2009 when I saw Bob Moesta, who worked with Clay on the protocols behind Jobs to Be Done, do one of his investigative journalistic interviews of a consumer who bought a product to understand the causation behind why that person had bought that product, what job they’d hired that product to do.

And I sat there thinking, “I gave some advice to somebody on their career this morning. I should have done this because then I would have been able to provide better advice.” And 15 years later, that’s what we’ve done over and over again, over a thousand times to collect the data for this book.

Pete Mockaitis
That’s cool. That’s cool. And when you say, with regard to the data in the book, any really striking themes, patterns, insights that just pop off the page for you?

Ethan Bernstein
So, as an academic, I expect there’d be huge variation in the causation. People, it seems, choose different jobs for a whole variety of reasons. When we actually took all these interviews, these 60-plus-minute interviews, coded them, all the rigorous research that keeps me fully employed, we actually found that the things that push people away from a particular role and pull them towards a particular role, that there’s actually a lot of commonalities.

We clustered it all down to 30 pushes and pulls, which is a remarkably small number if you think about it. Now, I will say, to me that’s a small number. To the outside world, 30 was too many. So as publishers said, “Wait, wait, 30, that’s too many for us to remember,” we then went back and looked at patterns across and found even more so that if you look at the patterns across those pushes and pulls, people are largely just on one of four quests.

And what stage of your career you’re in, what stage of your life you’re in, can have impact, but people will filter through each of those four quests over the course of probably their career. But understanding what quest you’re on then provides a person with the ability to make them more awesome at their job because that’s when the advice matters. You can give great advice to a person on a different quest and it can be bad advice because they’re on the wrong quest for that advice.

Pete Mockaitis
Yeah, that’s really resonating, and I’m chewing on this. Could you perhaps bring this to life for us with a particular person and a transformation that they saw as they were thinking through this stuff and coming up with fresh insights by thinking about it this way?

Ethan Bernstein
So, let me explain the four quests a little bit, and then I’ll do what Michael Horn, my co-author, made me do in the book, which is I put myself in the book, and I’ll write myself into the framework as well in a prior role, not in my current one, just in case the dean of Harvard Business School is listening to this podcast.

So, the four quests. One is, get out. These are people who genuinely find their energy drained by the role they’re in and find that the capabilities they want the organization to be drawing on aren’t the capabilities that is actually being asked for. So, they are both not happy with how their work is going and the what of their work. And for them, they’re just looking to reset both those dimensions, they’re trying to get out.

Think of the opposite dimension. If you’re trying to build on both things, you’re actually quite happy with the work environment and you’re happy with the capabilities you’re asked to deliver, you just want to take the next step. So, for some reason you’re ready for that next step and you want to take it, and the organizations of the world and the world in general is pretty much designed for the take-the-next steppers. That’s so-called progression in most organizations.

The off dimensions are more interesting. So, if I love what I’m asked to do, the what, and some of us are out there right now thinking, “I love being what I am, like, what I’m asked to do. I’m respected for the work I do, and so forth, but I hate the how. I don’t want to commute anymore because it wastes my time. I’m working too hard because I have a new family. I’m not working hard enough because I’m an empty nester.”

“The manager that’s now managing me because that person switched doesn’t respect me for the way I’m doing my work, and so they’re asking me to do work differently for their purposes, whatever the case might be. The work drains my energy more than drives it. And so, I want to reset the how, I want to regain control.”

The people who, on the other hand, love the work environment they’re in, everything about it, or most things about it, but they’re being asked to do things, that the reputation they’ve got, the work they’re actually being asked to deliver, is not drawing on the capabilities they either thought that they have or want to have, those people are trying to regain alignment. And so, once upon a time, Pete, I was a consultant.

Pete Mockaitis
Me too.

Ethan Bernstein
I thought we might have that in common. And I had been asked, at a firm I loved, I really actually, I loved the job, and I had been asked to step in for somebody who’d left a project midstream, and it was a restructuring project. And I stepped in, we delivered the product to the client, we delivered the project, all was good, and then another such project came along, and because they needed someone with that expertise in the local office, they asked me if I would do it, and I said, “Okay.” I mean, I was still at the stage of my career where I was like, “Sure, of course, I’m happy to help where I can.”

So, now I had two projects in restructuring under my belt, and we all know that restructuring projects oftentimes involve certain amounts of layoffs, and so that was something I was, apparently, getting good at. So, when the third time around, right, a client came to ask for this and wanted the same team that had done the previous projects, I got called and brought into the conversation with the client even before the project began, and was introduced as the expert on that.

And that was the moment I knew I needed to regain alignment because that had never been my intention. And this happens to a lot of people on project-based work and other work. You just develop a reputation and expertise that wasn’t what you wanted to do, and you love the how, but the what? And that’s how I ended up at the Harvard Business School doing a doctoral program.

Pete Mockaitis
That’s good. Well, I can’t help but chuckle, here we are, former consultants, and we find ourselves discussing yet another 2×2 matrix. We can’t help ourselves.

Ethan Bernstein
If it weren’t an actual 2×2, it would have to be a 2×2 in the sky that we would be seeing in our own imaginations. But yes, and I will be clear though, this is not categorical as a 2×2 typically is.

So, get out, take the next step, regain control, regain alignment. These are like poles on a map – north, south, east, and west. There’s a lot of space between the North Pole and the South Pole. There’s a lot of space between regain alignment and regain control, and people are in that space. So, these are just likelihoods.

In fact, we offer an assessment based on the pushes and pulls so people can try to figure out where they might be on the quests using an assessment at JobMoves.com. It’s available for free. But the assessment will just give you likelihoods and then you ultimately have to pick based on those likelihoods.

This is not about telling you what you are. This is about helping you be more aware of where the pushes and pulls are so you can understand if those forces are aligning enough that they overcome the habits of the present and the anxieties, the new solution that might keep us in our role feeling stuck, maybe silently quitting, I don’t know quiet quitting, I don’t know, but it’s understanding the alignment that might be drawing us to something new.

Pete Mockaitis
Okay, that’s handy. So, we can think about things in terms of “Do we have a fit on the what side and on the how side?” You’ve got a juicy teaser, I can’t resist, there’s a mindset shift that helps us love instead of regret a new job. Is this it or is there another one you want to unpack for us?

Ethan Bernstein
So, that’s the broad one. So, if Clay’s frustration was around new products that didn’t get sold, my frustration is around people who disrupt their lives, sometimes their family, certainly their career trajectories, in order to take a new role only to find, six to twelve months later, they’re unhappy with it, which, if you just asked a room, “What’s the fastest you’ve ever gone from taking a new job to knowing it wasn’t right for you,” over three-quarters typically say between a month and a year.

That’s my frustration. And that’s not leading anybody into a good place. It is causing us a huge amount of disruption and it’s an indication, I think, of a process that’s broken. And so, my goal here is to try and help people do that better.

Pete Mockaitis
Certainly. Well, I’m curious then, on the outside looking in, it could be a little bit tricky to know, “What’s my experience going to feel like in that month to year in which I go, ‘Uh-oh, oopsies.’” Do you have any pro tips in terms of, like, top research methodologies or questions to ask or steps to take to prevent this regret?

Ethan Bernstein
So, let me offer you a few a few thoughts from the book and from our research and from my course “Developing Yourself as a Leader,”

So first, I think having the pushes and pulls is helpful. That list, you ask somebody, “How do you do it? How are you feeling about this job?” they have no idea how to answer. You give people a list of 30 items and ask which ones are operational for them, it’s much easier. It does prime them, but given the data, suggests that most of those are going to be covering what people are feeling, it’s just an easier place to start with a menu as opposed to start with a blank slate.

Then, once you’ve got a sense of your quest, you know which dimension you’re on and where that likely is, then you start asking yourself the question, “Okay, so what drives my energy and what drains it?” And this is, again, not about attributes. It’s not about the granite countertop and the open kitchen. These are experiences. In the job world, those are titles.

Titles have a huge return to ego, and you’ve got to get a better one. Those return, that return does not last long. What you really want, actually, is to think about what you’re going to do, not what you’re going to be. That has a much longer life cycle in terms of its return to you.

On the capability side, similarly, we talk about strengths and weaknesses. I’m sure, Pete, when I talk about strengths and weaknesses to you, you have a sense actually, those are sort of ingrained in you, what we’d say their trait instead of state. Instead, think of something like a balance sheet that describes you in the current moment in time. Just like a company, you have assets, things that are acquired by you at material cost, that you are hoping will deliver future value in your career, acquired, by the way, and funded by liabilities, usually the expenditure of time, effort, and potentially money.

Those assets depreciate over time. If they depreciate without you replenishing them, thinking about the next role, you’re not staying relevant. So, you can think about a much more deliberate approach to building and keeping, maintaining, your capabilities, given the change of the world around you, than strengths and weaknesses really gives you permission for.

And all of that begins to then shape up what it is you’re hoping to achieve. Once you’ve done that, I have another set of five steps after that. So, we’ve gone through steps one through four, five steps of advice for how you actually get what you’re looking for.

Pete Mockaitis
Could you give us a few examples of assets to help shake off static strengths, weaknesses kind of a framing we might be operating with?

Ethan Bernstein
When I do this with my students, a couple typically show up routinely. There are skills out there, hard skills, technical skills. If you’re a software engineer, then your degree of knowledge about a particular platform of engineering, that’s an asset. These platforms, these languages change. That’s something you need to reinvest in if you want to stay relevant. And there are many other kinds of technical. For market analysts, your knowledge of the market, any one of these pieces of technical knowledge, that’s certainly an asset.

Pete Mockaitis
I’m thinking about marketing too. It’s sort of, like, things are constantly changing in terms of, like, just the rules for Google ads or Facebook ads. And then it’s like, “Oh, yeah. Well, that strategy worked three years ago, but, oh, you’re doing that now? Oh, wow, that’s really out of date.” And it’s funny, these, it seems like some skills have a short shelf life and some almost seem eternal.

Ethan Bernstein
There are some evergreen skills, but there aren’t very many. We want there to be more than there actually are, I think. And so, most technical skills today depreciate much faster than they used to. So Boris Groysberg, who once upon a time, he’s a faculty member here on the Business School’s faculty. Boris explained to me this exercise, and his favorite example is mechanics, an auto mechanic.

An auto mechanic of the 1960s, you learned a car, you leverage that for 20 years. You learn a car in 2020, 2024, how long does that really last? Things are changing much faster, especially the degree to which it’s about coding and not about the actual mechanical skills. It’s different. It’s changing. And part of the reason people are so so desperate for progress, on a daily or weekly or monthly basis, is because they’re just trying to remain relevant. So that’s one, technical skills.

Another one that comes up frequently? Relationships. Networks. Network might seem evergreen. My friends will always be my friends. My contacts will always be my contacts. Weak ties will remain weak ties. That’s, oftentimes, the way we find information. Not by the strong ties, not the people that we’re closest to, but the friends of friends, if you will.

And yet, really think about it. If you don’t invest in those relationships, how long do they actually last? Maybe a couple years? Maybe you can go back to someone five years, ten years down the line and say, “Hey, remember those great times we had? By the way, I’m looking for a job. Do you know any interesting openings?” But a network depreciates, too. Most things depreciate.

Pete Mockaitis
Yeah, that’s heavy, and you’re right. We wish more stuff lasted longer, because just the way we wish our roof lasted longer. We didn’t have to spend the money to replace it as often. So, I would like your thought then, what does really, really last?

Ethan Bernstein
Well, my own view is actually what lasts is the constant effort we put into refreshing our assets. So, remaining relevant is a deliberate act, and the more deliberate you are, the better off you are on that capabilities dimension. Now, if you’re in a build, not a reset mode, you’re just trying to refresh what’s on there.

The good news for most of us, though, who are oftentimes finding ourselves on the reset capabilities front, where we’re trying to, for example, regain alignment, if all assets do depreciate over some amount of time, there’s actually quite a bit of flexibility as long as you anticipate it. And so, our advice, our core advice, is not to go for the evergreen product, but instead to think about where you want to be in five years’ time.

Worry a little bit less about your income statement, if you will, today, and a little bit more about your balance sheet tomorrow, because that’s what’s likely to be able to influence what you’re going to be considered for on the next job.

Pete Mockaitis
Okay. And do you have a general approach by which we attempt to deduce, “Okay, what assets do I need in the future? And how shall I prioritize the cultivation of them?”

Ethan Bernstein
So, we find that most people enter a move, either because of pushes or because of pulls, either they’re being pushed away from something, or they’re being pulled towards something. It’s an opportunity that looks too good not to consider, or, “I’m frustrated with my current situation.” Whichever one you enter in, the next step is to think about the other side of it. What are you leaving behind? What might draw you in?

We have not written a book about finding your dream job because we don’t believe in dream jobs, we believe in good tradeoffs. So, we encourage people to not answer the question, “What do you want to do next?” We, instead, ask people to answer the question, “What are three to five prototypes of what you might want to do next, given the quest you’re on?” It’s a much easier question for people to answer. And the more contrast you create across those prototypes, the more contrast creates meaning for you and you understand the relative nature of these things.

And that conversation then, combined with your energy drivers and drains of past jobs and the capabilities you have and the balance sheet you might have or might not have and want to build, help you begin to think about how to prioritize certain tradeoffs over others for your next move. So, it is about choosing, not about designing from scratch.

This is not just a two-by-two or pie in the sky, but it is about choosing wisely based on your particular progress, the kind of progress you want to make. Because what we saw in The Great Resignation, when people want to make a certain kind of progress and the world offers them progression that doesn’t match, what do they do? They leave.

Pete Mockaitis
Okay. Now, when you say three to five prototypes, could you articulate, like, “Here’s what I mean by a prototype, like how someone might articulate that sketch?”

Ethan Bernstein
It’s three to five versions of a job you might want to have. Just like if you’re a new product developer, it’s three to five versions of the product you think that people might want to buy. I’m not going to ask you, Pete, what you’re looking to do next, but…

Pete Mockaitis
I might do this until I die. We’ll see.

Ethan Bernstein
But maybe there’s a version of this. Maybe there’s another podcast around the corner. What does that look like? How is it that you would change this or change that? Would it be within an organization? Would it be outside an organization? A side gig? Is it a set of side gigs? Is it a part of my portfolio? What dimensions could I change? Could I change geography? Could I change role like a functional role? Could I change any one of a number of aspects of this?

If I took the core central quest that I’m on, let’s say it is regain alignment, and wanted to change some of the capabilities I’m being asked to do, okay, what are the three to five versions of that role I could imagine that would allow me to do that, that would still take into account the fact that I like the way my energy is driven currently by the job?

Those pushes and pulls don’t exist for me. And also took into account the capabilities I might want to keep, I might want to build on, so that I’m just focused on changing the dimensions that would allow me to achieve what I’m trying to achieve in the next round.

Pete Mockaitis
Okay, I think I hear the conceptual idea of what you mean by a prototype. Could you now say, for yourself or someone, students that you’ve encountered recently, how they would articulate all of that in a conversation?

Ethan Bernstein
So, here’s an example. One story in the book is of somebody who believed the next job she wanted to have involved working with scientists and travel. So, a travel coordinator at a top scientific magazine sounded great, until she discovered that actually a travel coordinator neither works with a scientist nor travels. But the job description sounded fantastic. The party material was great, but what she was going to do wasn’t what she ultimately wanted to do.

But that’s where the prototypes come in, so that would be one potential prototype. And you can go out there and find these roles, if you need to, but most of us have the ability, especially if we have one or two or three jobs in the world, to get a sense for, “Okay, so based on what I’ve done, which are the pieces I keep, which are the pieces I don’t?” But that’s an example of it.

Pete Mockaitis
Oh, I like that. I like that a lot. And I think, so often folks get the wrong idea about a job from the outside. And I’m thinking about sort of early career or picking majors, and our folks will say, “I’m going to go to law school because I like arguing, and in the courtroom, I could do that.” And so, hopefully, they’ll learn pretty early in the research process that, “Well, hey, most of the work of a lawyer is not that most of the time, and you’re mostly researching stuff and writing stuff and talking about why this paragraph or clause needs to go or be adjusted in such a fashion. So, you want to know that earlier rather than later.”

Ethan Bernstein
And once you’ve specified five prototypes, you would do what any new product developer would do. You’d go ask people about them. So, you can actually learn before switching if you have the material to go have those conversations, and we’re not talking about just people talk about informational interviews. That is part of this.

But you’re not actually looking for a person’s job, or a job like theirs. You’re actually looking to truly understand that lawyer, “What does she do on a daily basis? Does it match this prototype or not?” Because if it doesn’t, then you’ve been sold a bill of goods by the world that doesn’t actually exist, and it’s good to know now before you switch than after you switch and discover that you’re one of those people who, one month to 12 months in, took a role that you didn’t want to take.

Pete Mockaitis
Understood. Thank you. Okay. Well, you say we got nine steps, and you say we’ve covered some steps and there’s more to be covered. Just so we get it on the record, could you enumerate, “Step one is this. Step two is that”?

Ethan Bernstein
So, nine steps, and you’ll notice in the book, it looks like a little bit of a Chutes and Ladders view. But step one, we’ve talked about, understanding the pushes and pulls. Once you’ve understood the pushes and pulls, we’re going to try to start putting those on the dimensions. So, step two is understanding the energy drain and drivers of prior jobs, and then the capabilities, doing a balance sheet exercise, a career balance sheet exercise, step three.

Step four, then, identify your quest. It doesn’t have to be exactly right, but at least getting an initial sense of what your quest might be. You can always go back and revisit these later. Step five, then you develop those prototypes, those three to five prototypes, because it’s a much easier answer than what do you want to do, to say what are the three to five things you might consider doing.

Step six, to pick the prototype. Here’s where we look at those priorities that you’ve made, the decisions you’ve made in the past, what you prioritize in your energy drivers and drains, what capabilities you might want to focus on and see if that can inform us to go towards at least one prototype, maybe two. Then check those prototypes against real jobs out there to ensure that these prototypes are not just dream jobs, they’re trade-offs, they’re ways of deciding on things that actually exist and matching them to those real opportunities.

So, now you’ve been through seven steps. At some point, someone is going to ask you to describe those seven steps so that they can have a compelling reason to hire you, and that’s step eight, to create your story spine. We’re not talking about an elevator pitch. Part of what we’re trying to do is encourage people not to sell themselves into a job that’s trying to sell them something about the organization, but instead go for match, go for fit.

So, instead of an elevator pitch, which is typically a sales pitch, we’re asking people to use the Pixar Story Spine to come up with the progression, the narrative, of how you ended up deciding that this is what you needed to do next and be able to do that quickly in short order. And only then, step nine, is to apply for jobs.

You only actually apply for those jobs once you have all those pieces because, especially in a talent environment like today, if you’re one of a hundred, you might have trouble finding the job. If you’re one of three, and you’re really compelling about the reasons why you’re one of three, and it’s a great fit, you’re much more likely to be successful in making that move.

And if we are, indeed, in a world, which we seem to be in, in which people will move jobs, that could be internal or external, once every four years on average, more frequently for certain generations, people make progress by moving. And if you’re going to do that, you want to make as much progress as you can within a single move.

Pete Mockaitis
And can you   a picture for what a one in a hundred candidate sounds like versus a one in three candidate?

Ethan Bernstein
So, I am the person around here who spends a lot of time thinking about HR. So, here you get to hear my pet peeve first.

Pete Mockaitis
All right.

Ethan Bernstein
Job descriptions. Job descriptions these days have everything packed into them, and there’s a good reason for that. You mentioned lawyers earlier, Pete. Lawyers want us to be able to hire anyone so they put everything they can into the job description. And what it ends up sounding like, you’ve seen some of these, right, “Entry-level job. Five years of working experience required.” It’s just, no one can fit into a job description these days because it looks like they’re asking for unicorns.

So, what do we do as individuals in the workplace who want that job? We take our resume, we put it all in there, we pack everything we can into it so that we can be the superheroes who will fill that role. So, we’ve got a matching process between superheroes and job descriptions. It’s not doing anyone any good to find fit. It’s just two people trying to sell each other on a fit. Sales is not fit.

So, that’s what the one in a hundred looks like. You’re trying to convince somebody that you’re better than the other 99 on the dimensions you’ve read about in the job description using the lines of your resume. The one in the three? That’s the person who doesn’t just have the resume with all the stuff in the words, but actually can explain the spaces in between the roles, can talk about the trajectory.

It doesn’t have to be a line. It can be a zigzag. Most of us zigzag all the time. That’s how we make progress. If it looked like a straight line, then it’s just progression, which is fine, but most of us don’t look like that, and we haven’t written a book for people who are on a progression because they know where they’re going next. That’s the one in three, though.

The one in three is the person who actually has an explanation, a story spine that makes sense for the zig and the zag, that makes the person who you’re talking to convinced that actually this is the right role for you because you will grow in the role and the role will grow with you, and the organization and the individual will both benefit.

Pete Mockaitis
Understood. So, we’ve got the story, the context, the whole picture, it fits together, and there seems to be a real deep congruence or rightness about it. That’s cool. I want to follow up on what you said about the lawyers. The lawyers want the job descriptions to sound like anyone could do them. Could you expand on that? What’s this behind the scenes for us that we should be aware of?

Ethan Bernstein
Oh, so for years, organizations have structured job descriptions to allow the hiring manager as much flexibility as she or he wants to hire the person they ultimately find for the role.

Pete Mockaitis
In order to protect them in the event of a liability situation, lawsuit.

Ethan Bernstein
Right. Exactly. Well, I don’t know if it’s just to protect them, to ensure that they can say “This person fits within the job description that we ultimately found.” I’m not an employment lawyer so I’m not going as far as pretending to be one. My law degree did not take me that far. But there is a degree to which it permits them flexibility as a hiring manager, because there’s just enough in there that anyone could fit the job description.

That’s kind of the problem, isn’t it? Anyone can fit the job description. We actually suggest shadow job descriptions that the manager can share so that people understand what the role actually does require as opposed to what could potentially be the shape and form of the job.

Pete Mockaitis
Understood. Well, it’s funny, this actually never occurred to me that the job descriptions are formulated with an intention other than clearly describing the job and who might flourish within it. Call me naive, Ethan.

Ethan Bernstein
Well, I’ll tell you, I, oftentimes, when I’m talking with people about this, will ask a poll question about how much jobs descriptions describe the work that people are ultimately doing in their roles. Some people come out in the 80 to 100 percent, but it’s a small number. Most of the time, most of what we’re actually doing, we don’t remember being in our job description, or we don’t think our job description really prepared us for.

And that’s because, if you track the history of job descriptions, where they came from and how they’ve developed, they really weren’t necessarily designed to do that over time. They’re designed to do something else. They’re designed to provide the hiring manager with the flexibility she needs in order to hire the people that she wants to hire.

Pete Mockaitis
Okay, inside scoop, behind the scenes. Thank you. Well, let’s say that we’ve gone through a lot of these steps and it’s like, “Okay, wow. This is really clear. I need to make a change, and this is sort of what it looks like, and, boy, we’ve got an opportunity that looks appealing, and maybe we’re going to apply,” but there’s some just emotional stuff in terms of there’s some fears, some anxieties, there’s the devil you know. How do you advise folks when their head says, “Yeah, we got to get out of here and go in a direction like this,” but internally they’re feeling fear, anxiety, and really not sure about taking the steps, making the leap?

Ethan Bernstein
Development is a social process, we know that. So, therefore, is moving. If you’re not actively talking to people about your development goals, ideally people at work, then you’re going to end up in a situation just like you described, “I’ve gotten eight steps in and now I’m feeling very anxious because what I have in my mind and what the world around me thinks of me, we’re on two different wavelengths at this point.”

So, every step, of that nine steps, for us, is social. The pushes and pulls, we actually have a chapter in the book for mentors to be able to train up on how to do that job, that interview. What Bob Moesta, our co-author, developed with Clay in terms of the protocols for conducting an interview on Jobs to be Done, and then they do it together.

Each step, actually, involves other people. That should have a huge impact on reducing the fear and anxiety you’re talking about before it becomes overwhelming, before it becomes such a block that people simply don’t move forward. It is counterintuitive because most of the time, we don’t want to, don’t feel comfortable talking about this at work, but maybe that’s because we haven’t had a common language, we haven’t had a common framework, we haven’t had, Pete, the two-by-two.

But, more importantly, we haven’t had a process that we could bring to the table, that individuals could bring to the table, to make use of the assets, the people around them, because my field has been saying for decades. “Lead your self-development, this is great. It gives you all the flexibility in the world.” We were talking about this, to create your own journey, and we just haven’t given people the advice and the means for doing it. If we do, maybe they’d be more comfortable making this a social process.

Pete Mockaitis
Okay. Well, Ethan, tell me, anything else you want to make sure to mention, top do’s and/or don’ts, before we hear about some of your favorite things?

Ethan Bernstein
Don’t talk about what you’re going to be. Talk about what you’re going to do. Don’t focus on strengths and weaknesses. Think about your assets and liabilities instead. Don’t do this alone. Be social in the process. I know it sounds very counterintuitive, doesn’t it, based on how people typically do this.

But I guess I would conclude with don’t keep expecting more from each other. So, this is a conversation, ultimately, in most organizations between the individual, the manager, and HR. Each of those parties has had a bit of a history for pointing the finger somewhere else. HR says, “Managers don’t have time.” Managers say, “I don’t know what the employee wants.” Employee says, “No one wants to listen to me.” This has to be a joint endeavor.

And so, top do? Don’t keep this a secret. People are very open, typically, to understanding what you’re trying to achieve. And the less you say as an individual, the more people think that what you’re needing in terms of progress is big rather than small. Whereas most people, when you really dive down, are just looking for little bits of progress over periods of time.

As a manager, don’t ignore the fact that we’ve given you 30 pushes and pulls. We’ve given you the reasons why employees quit. Many employees quit. So why not use those to have a conversation about which might be operating or not operating with the people that you’re working with, and see if you can’t start a conversation which people leaders are aware of how their individuals are feeling on those dimensions that matter for making them potentially move?

And then HR? Track it all. Because quests do change over time, but they don’t change over days. So, if you have a sense for what people are trying to achieve, you’re much more likely to both make them productive, as opposed to quiet quitters, and you’re much more likely to retain them than using the tools that we’ve been using forever, which include things like, frankly, money. Money’s great. Everybody would like more money. Everybody would like a better work life.

Everyone would like all these things, except when you give it to people, we, it affects us for a little while, and not so much after that, because in the end, we each have our own definition of progress. And if you’re not aware of what that is, either as the individual, the manager, or the HR person, you’re not actually customizing the employee experience to the person who you’re trying to keep.

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

Ethan Bernstein
I’m going to go to a Mark Twain quote, given where I am in the world. “The two most important days in your life are the day you were born and the day you find out why.” And every time I hear that quote, I’d love to ask him a question, “What on earth am I supposed to do in between?” The answer is, make progress. And, hopefully, some of this advice helps everyone out there not just be awesome at their job but make progress in it as well.

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

Ethan Bernstein
Chalk. Believe it or not, at the Harvard Business School, we still have chalkboards. You know why?

Pete Mockaitis
Tell me.

Ethan Bernstein
As opposed to whiteboards, this is at least my understanding of it, at least as opposed to whiteboards, when you write with chalk on the board, people hear it. You’re actually working with the students to make progress together in the classroom. And that’s why I love chalk because the sound, and the work together, putting their comments on the board, because I’m not writing my own thoughts, I’m writing theirs, goes from blank slate at minute zero to full board at minute 80, structured in a way that we actually understand how we’ve all contributed actively to the conversation and the progress we’ve made together.

Pete Mockaitis
Beautiful. That’s poetic. Yeah. And a favorite habit?

Ethan Bernstein
I have a six-year-old and a 12-year-old. My favorite habit is reading to them every night.

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

Ethan Bernstein
Maybe I can answer that question and anticipate your question about my favorite book at the same time. I, oftentimes, will end my course with a children’s book that I then rewrite for the lessons of the course. It does turn out, though, you don’t need to rewrite that much. Yes, pull out the red pen, cross out some lines here and there, make it more focus to the course, but you can learn a lot from a book like Pooh’s Instruction Book.

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

Ethan Bernstein
I’m at e@hbs.edu, just the letter E.

Pete Mockaitis

That’s really cool. That’s one of the shortest email addresses I’ve ever encountered. Beautiful.

Ethan Bernstein

Seven characters without the period and the @ sign, yep.

Pete Mockaitis

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

Ethan Bernstein

Think about the next one now.

Pete Mockaitis

All right. Ethan, this is fun. I wish you much lovely progress.

Ethan Bernstein

Thank you, Pete. This has been fun. I really appreciate the questions.

1007: The Overachiever’s Guide to Finding More Fulfillment at Work with Megan Hellerer

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Megan Hellerer reveals the simple shifts that make your career and life feel more meaningful.

You’ll Learn

  1. Why many overachievers feel underfulfilled 
  2. The mindset that leads to fit and fulfillment 
  3. The key questions to ask before any decision 

About Megan 

Megan Hellerer is a career coach and the author of DIRECTIONAL LIVING: A Transformational Guide to Fulfillment in Work and Life. She has led hundreds of women, including Representative Alexandria Ocasio-Cortez, to transform their lives by transforming their careers. After checking all the traditional boxes of success—graduating at the top of her class from Stanford University and spending eight years as a Google executive—and still deeply unhappy, she quit her great-on-paper job with no plan. Now her mission is to provide others with the support and guidance that she needed when she herself was struggling.

Resources Mentioned

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Megan Hellerer Interview Transcript

Pete Mockaitis
Megan, welcome!

Megan Hellerer
Pete, it’s so good to be here today. Thank you for having me.

Pete Mockaitis
Well, I’m excited to have you and discuss some of the insights from your book, Directional Living. And I would like to hear a story about a transformed client, but it sounds like, in many ways, your own story is like the picture-perfect textbook case for what we’re talking about here. Could you tell it to us?

Megan Hellerer

Absolutely, yeah. I consider myself my own first guinea pig. All of this grew out of my own need for solutions, for answers. And so, my story is I was what I now have come to call an under-fulfilled overachiever, which is someone who has checked all the boxes, done all the right things, did everything they were supposed to do, and really built this great on-paper life that did not feel so great inside.

And, for me, that looked like, you know, getting straight A’s in high school, captain and president of all the things, going on to Stanford, graduating at the top of my class, starting at Google almost immediately after I graduated, and dutifully climbing the ladder for eight years there, and getting a bunch of different promotions, and getting to work on cool stuff, and be exposed to a lot of interesting ideas.

And, in the meantime, I was having near-daily panic attacks, I was deeply depressed, and was struggling really even to get to work every day. I was just miserable. And I should say this wasn’t always how I was. My mental health started suffering in my time at Google, and yet I couldn’t quite connect it to the fact that I was unhappy at my work, and maybe it wasn’t the best fit for me. I felt so ashamed of the fact that I had this dream job that everybody would want, and what was so wrong with me that I couldn’t be happy or feel like a job was just a job or find fulfillment in this.

And, eventually, I ended up quitting my job with no plan, simply because I really could not do it anymore. And through that process of simply trying to help myself, I sought out many resources and teachers and mentors and programs, and nothing was quite helping me find a new approach or new way of thinking about my work and my career.

And through that process, I ended up taking a coaching training course, simply in an effort to help myself, but also thinking that it might help me when I was back in corporate land, mentoring and managing teams again, and I just loved the way that coaching worked, the frameworks around it. I did not intend for it to be a career. I was extremely skeptical and dubious of coaching as a career. I very much had a lot of ego involved where I was, like, “Who goes to Stanford and becomes a coach? That’s not a thing,” and didn’t really think I could also have an income from that.

But I kept sort of going through the process, and, in order to get certified, which I did just because I figured “Why not? I’m already here,” I had to coach, get a certain number of paid hours of coaching and reached out to some friends of friends. And what happened is that their lives started to change. My life started to change through helping them change their lives. They started referring people to me and before I knew it, before I even had the intention of having a coaching practice, I had a full roster of clients.

And sort of still dragging my feet, I decided it was something that I needed to, I couldn’t not try. And fast forward 10 years later, I’ve now been working with helping under-fulfilled overachievers find fulfillment and developed a methodology and a framework for thinking about this and looking at this, that I realized also applies beyond under-fulfilled overachievers, and now have had the great fortune and joy of getting to write a book about it as well.

Pete Mockaitis
Well, that’s so cool. Well, I want to dig into so many little tidbits here. First, my own curiosity, which coaching certification body?

Megan Hellerer
Coaching Training Institute, CTI. I think they might have changed to Coactive Training Institute.

Pete Mockaitis
jI was going to say, I don’t know a ton about the coaching landscape but I did do the fundamentals course with the Coactive folks. And it seems like the people in the know often say “This is what’s up.”

Megan Hellerer
Yeah, that was the first course that I took was the fundamentals, and then, for the sake of brevity, I left this out of it. But I took that and then I didn’t go back, you know, there’s many other series. I didn’t go back for, like, three months because I was, like, “This is too much fun. This can’t be serious work because work has to be hard and serious, and, therefore, this is a waste of my time because it’s not going to lead me to where I want to go in my career,” which was a whole other mistake or misguided belief. And, eventually, I couldn’t stop thinking about it and went back and completed it.

Pete Mockaitis
Okay. Well, so then let’s back it up a little bit. The panic attacks and the deeply depressed and the miserable situation at Google, were these in your life prior to Google, like, as you were crushing it at Stanford, etc.?

Megan Hellerer
No. So, I think that’s a key part of the story is that I did not struggle with mental health previously. I should say, I had high-functioning anxiety, to some extent, but it wasn’t debilitating. It wasn’t getting in the way of the way I was living my life. I had pretty decent coping mechanisms. And so, it really escalated majorly at Google.

Pete Mockaitis
And so, now you’ve done a lot of work and a lot of reflection, and can you identify, is it your assertion that it was the primary driver of some of these mental health challenges, was the mismatch of you and that role there?

Megan Hellerer
Yes, actually. So, I often refer to it as the fulfillment ache, which is like the distance between who you are actually and how you’re showing up in the world. And when that chasm gets too big for too long, this sort of existential depression, anxiety, struggles develop in that gap. So, again, it really does become physically, viscerally painful to live that way.

And so, I think it was a misalignment of my life, in general, Google being a very big piece of it, given how much time I was spending there and how maybe unbalanced my life was. But I don’t think my relationship was a good match for me at the time. I don’t think the city I was living in was a good match for me. And so, there was, holistically, it was the misalignment of my life but that was a major piece of it.

Pete Mockaitis
Well, since we’re talking about being awesome at jobs here, at How to be Awesome at Your Job, I’m curious, can you identify the particular pieces of mismatch within Google? Because I would imagine, and you correct me if I’m wrong, that there may well be some roles inside the vast breadth that is this company, in which you might be delighted. Do you think that’s the case, or, no, no, there were a few fundamental things that just weren’t working for you?

Megan Hellerer
That one might be delighted in, or that I personally might be delighted in?

Pete Mockaitis
Ah, sorry, you, Megan, would be delighted in.

Megan Hellerer
Yes, because I was going to say, this is not an anti-Google thing, right? Like, there are many people for whom working at Google in whatever role they’re in, and I’ve coached people into Google or supported people’s decisions to be, to stay at, or join Google or other tech companies and all of that, so this isn’t anti-Google or anti-corporate. For me, personally, I do not think there is a role at Google. Never say never, but as far as I can tell, I do not think there’s a role at Google that would be aligned for me.

So, there are a few broader things, like environment, like I just don’t think I’m meant to be in, like, an open floor layout plan. Like, I’m very pretty introverted, and I like to do deep focus work separately from people. So, there are things like that, that I think were never a good match for me and really drained my energy.

Well, I love working from home, which I think is another thing, like, I am most creative and most effective from, like, five to nine in the morning, and that’s when I do my best writing, my best deep thought work. And so, it’s hard to do that when you are keeping corporate hours.

I mean, you can still do that, but then you’re spending four extra hours with your butt in the seat to demonstrate that you’re there in the office. You don’t have a lot of control. Like, I only take meetings at certain days and certain times in order because that’s like the best flow and efficiency for me. All of these things, not Google specifically, but are difficult in corporate land.

I also really like working for myself, as in being my own boss, and kind of, I don’t know, directing the flow of things and deciding what the priorities are, and I really like to be able to be nimble and make quick decisions, like hiring, firing, joining, a lot of testing and learning.

And I found that it was very, draining to have to support decisions and strategies that I really didn’t agree with because that’s the nature of the game. You can voice your opinion, leadership makes the decision, and then it’s your job to enact those things. I also was working on, like, sales and partnership side of things. But living and dying by the spreadsheets of revenue, and that are kind of arbitrary things were really difficult for me, and kind of just, like, the death by PowerPoint, I just like couldn’t. There was all the meetings about meetings and meetings, and I really, clearly, I need to go to more therapy for this.

I really had a hard time with things that felt inefficient or ineffective. And that stuff really grated at me. I also think that’s part of why I was good at my job there, is because I have an eye for scale and operations, and I was able to offer ways that we could improve things, but that isn’t always taken into consideration.

Pete Mockaitis
Oh, well, Megan, I’m relating to this so much, and I love how you’ve teased out some of the very specifics. Like, based on who you are, how you roll, the means by which you operate and exist in this world, were not fitting there with regard to the bureaucracy, you wanted to do more testing and learning, the open floor plan was tricky, supporting things that you weren’t the boss of, making the decisions on, living and dying by spreadsheet revenue, things that felt inefficient.

And it’s funny, I can really relate to so much of this because I thought I had a dream job at Bain & Company and I learned a lot of stuff, and the people were phenomenal, and there was not a jerk or an idiot anywhere to be found there, in my experience, and some cases were really cool for me, and some really weren’t.

And that was really intriguing how we see, “Oh, well, some magazines say this is the best place to work,” Bain or Google, “And yet it’s not the best place for me to work. Huh.” And that’s natural for you to think, “Oh, well, what’s wrong with me? If the world says these are the best places to work, and I’m not happy there, maybe my happiness functioning is just broke.”

Megan Hellerer
Yep, exactly. And I think that gets to the point of there is no objectively great jobs or objectively perfect. It’s only good or right for you. And I will say that in terms of “Would there be a job at Google that would be a good fit for me?” I made many tweaks and shifts in the eight years there to try to make it work. This wasn’t like I did one thing the whole time and then I was like, “Hm, I’m done.”

Like, I changed teams, I changed roles, I changed locations, I changed organizations, I changed products, I changed, like, every managers, seating arrangements, like pretty much every tweak you could make, I made. And when I finally, in sort of the last role, was the thing that I was like, “This is my last hypothesis of what would make this work.” And my idea was, if I was working on consumer-facing products instead of ad-oriented or enterprise or some sort of products, like maybe then if I was working directly with the end consumer that I would care more about the impact I was having.

And even then, and we were working on Google Wallet at the time, like tap and pay, which was brand new and, like, such a revelation and was, like, novel and interesting, and as a consumer I was excited about it, and I still was not excited about doing the work involved in that and the day to day of what that actually felt like and the experience of it, really made it clear for me. And then I think working, I’d been working my butt off for this promotion. I really was like working so hard for so long and, whatever, doing all the things.

And then I got it, I got the promotion, and I felt nothing. In fact, I felt emptier, I was like, “What am I working for now?” And also, nothing actually changes. It’s the same job, which is like maybe more responsibility, maybe a slight pay increase, higher expectations, and now I just work for another promotion? And there was no one ahead of me that I could see, that I was like, “Oh, I actually really want that.”

And it just dawned on me, like, “Who am I doing this for?” And I think those were some of the moments where I couldn’t see somewhere that I truly wanted to get to, or where anything was going to feel different after having made all of those adjustments that I could think of.

Pete Mockaitis
Okay. Well, thank you. And I like the word “hypothesis” there. You were testing each of these things, and it sounds like that’s kind of like a fundamental means by which you cracked the code on this, in terms of “What’s going to do it? Well, let’s see. Maybe it’s this. Let’s try it. Oh, I guess that wasn’t it.” And then, “Oh, this coaching thing is really awesome. Huh, how surprising. Well, maybe let’s do a little more of that, see how that goes.” So, that seems to be one thread there.

Could you share what are kind of the fundamental principles you recommend people keep in mind? If folks are resonating, like, “Oh, this is haunting. Megan is like telling my story,” how would you recommend people start thinking about this thing all the wiser?

Megan Hellerer
I love that you brought up hypothesis because I often talk about it as sort of the scientific method for life, where our job is not to know the answer or to figure out the answer. We’re meant to sit there and be like, “Okay, what am I meant to do with my life? Let me think really hard about this.” We need to live into those things. We need to experiment.

So, have a hypothesis. That’s great. And think, “Okay, I think I want to go into this field,” or, “Coaching seems more interesting, or something to do with counseling and advising and consulting. That seems like a better direction for me.” And then the key thing, is that when you’re doing an experiment in scientific method, the goal is not to prove yourself right. The goal is not to prove the hypothesis right. It’s to find the truth.

And so, what often happens is we pick, in my language, a destination, and say, instead of a hypothesis, “I wonder if this is the right thing for me,” we say, “This is the thing I’m going to achieve. I’m going to become CEO by the time I retire,” and we get so attached to that goal as our failure or success, as opposed to testing and learning, that we don’t even realize somewhere along the way that that actually is not the truth, that’s not the results of the experiment, that’s not actually what we want. And so, when we get there, it doesn’t feel like what we thought it would. And that’s kind of where one of the biggest problems are.

So, to go to these core principles of what I call directional living, which is the first principle, which is focus on the direction, not the destination. And what I’ve found is that most of us who get stuck in our careers, and frankly in our lives, it’s because we focus on the destination. We are being outcome-oriented. We think we need to know exactly where we’re going before we start moving.

So, we think, “Okay, I want to be CEO in, however, many years. I’m going to reverse engineer my path in order to figure out exactly how I’m going to get there. And then I’m going to put on my blinders and I’m going to brute force, just make it happen because that’s what determination is,” and we miss out on so many opportunities and so much information about ourselves as we’re evolving and learning, and also the world as it’s evolving and learning.

And so, what we want to do instead is focus on the direction. And this is sort of the biggest place that we’ve been misled, I think, with traditional career guidance that says, like, have the five-year plan or the 10-year plan, and know exactly where you’re going. So, if you’re focusing on the direction, you’re focusing only on the single next directionally right step. That doesn’t mean, again, we don’t have an idea, a hypothesis of where we’re going.

So, if you imagine it’s a road trip, you might think, “Okay, I’m headed towards the West Coast,” which is different than, “I’m going to L.A. no matter what. No matter how many roadblocks there are, no matter how many detours, I am going to L.A.” to find out, when you get to L.A., that you actually don’t want to be in L.A., or that isn’t the best suited role or job or place for you.

So, instead we’re heading towards the West Coast and we’re allowing ourselves to launch and iterate, to use tech language, as we go. And that, I found, allows for so much more adjustment, flexibility, responsiveness, again, to our own selves and to the world around us, as all of these things are changing at a faster pace than they ever have before, and it allows us to evolve. So, that’s the first principle, focus on the direction, not the destination.

Pete Mockaitis
I love that. Thank you. And it’s intriguing, I loved when you said the word blinders, that resonated as the distinction in terms of directional versus destination. With the destination, we got the blinders, like, “Okay, just buckle down, grind, hustle, get her done.” But blinders, by their very definition, literally, I’m imagining a horse with the blinders on, it says, “You’re not looking around, you’re not observing, you’re not gathering the information.”

And yet, earlier in your story, you said, “I looked around and saw those in the elevated positions, those were also not what I wanted. Nobody was doing the thing that I wanted.” And I think that’s so huge, it’s like, “Are the blinders on or are the blinders off?” Because if they’re off and you’re observing, new stuff comes to light.

I’ve got a buddy who’s just on the cusp of the executive leagues at a major retailer. I want to keep it a little vague. And he’ll say the same thing, he’s like, “You know what? I thought I wanted to be a CEO and yet, when I observe CEOs and other executives, I don’t think that’s what I want. They actually seem to be working more than I’m working, and have more stress and responsibility and less time at home, and I’m already feeling like I’d like to spend more time at home with my two little ones and wife. So, I guess I don’t want to be a CEO?” And it was like quite a revelation for him.

Megan Hellerer
Yeah. So, I would say a couple things about that. So, in terms of your friend specifically, I love that he’s thinking about it that way. I would also caution that or I would question, if I were him, I would wonder if there is space to redesign what CEO looks like.

So, I wouldn’t just throw, like, “I don’t see any CEOs that look like the way I want to be a CEO, so I must not want to be a CEO.” Like, there may be room for him to design it in a way that works for him, especially because he’s going to be in a leadership position, or, again, he may say, “I don’t think I do want to be a CEO. What is directionally right for me? What’s like a one-degree turn? Is it something else in the C-suite?” Is it staying where he is for the next however many years? And then maybe he wants to be a CEO when he feels like it better suits his lifestyle at some later time.

There are many ways to look at this, but I love that he’s asking that question. And that is the opposite of blind ambition, in the sense that you aren’t looking around and you aren’t asking yourself the question. The moment you highlighted that I was recapping when I looked around and saw, “Oh, I actually don’t want this life that I have been working towards,” that was the moment my blinders came off. I wasn’t clear about that until those later moments. I was completely in the blinders, and this is where blind ambition comes from.

And a lot of people who come to me who are miserable, but have all the achievements and none of the fulfillment, all the success on paper, feel terrible, they’re like, “Maybe I’m just too ambitious. Is that the problem? Is ambition the problem?” And I feel like this question is coming up more and more. And the thing to me is that ambition is just the desire for impact, the desire for contribution, almost the desire for more life. There’s nothing wrong with that. In fact, I think that’s a beautiful, wonderful thing, and it’s the type of ambition, the way and the how of the ambition.

So, the blind ambition is the destinational thinking, the pick the destination and decide no matter what you’re getting there. It’s sort of like the end justifies the means approach of navigating your career and your life. Aligned ambition is “Is this warmer? Is this colder?” launch and iterate, directionally right approach where you have an idea of where you’re heading, you’re not aimlessly wandering.

And maybe CEO has been a beacon for him, and that’s been incredibly effective as a direction, but it’s different than holding on so tightly in the blind ambition sense that it becomes a destination, and the only way that he can achieve success in his life.

Pete Mockaitis
Lovely. Okay. So, that’s a core principle right there. We are going directionally as opposed to strictly to a precise destination. We are not having blinders. Rather, eyes wide open, observing what are we seeing, what are we thinking, what is this information sharing about our emerging evolving hypothesis. Is there another key principle you reckon to keep in mind?

Megan Hellerer

Yes, and we’ve touched on it a little bit, so perhaps we don’t need to go into as much depth about it, but it’s launch and iterate. So, take an experimental approach to your career and your life, and this is especially important for overachievers, or perfectionists, where it’s like either you failed or you succeeded.

But when you take an experimental approach, it can really help to sort of loosen up your ability to try things because if you learn, if you get any more information from whatever you’re doing, it’s been a success. So, if we’re redefining success as learning, as where the only mistake or the only failure is not taking action, this gives us so much more freedom and so much more permission to figure out what works for us. And that is actually what tends to build the most effective, fulfilling, impactful, meaningful careers and lives, is a willingness to launch and iterate, and test and learn.

Pete Mockaitis
And when we’re launching, iterating, testing, and learning, do you have any favorite approaches by which we could do this that might be lower risk than, “Quit your job, move across the country, and do the thing?”

Megan Hellerer
Well, that’s the whole beauty of it. With a launch and iterate approach, with a directional approach, you never have to take gigantic leaps because every single step is just taking the next directionally right action. And so, I actually discourage people from making any gigantic sweeping decisions. This should be a lot of small tweaks, and then when the big decisions get there, they feel like just the next decision as opposed to some gigantic leap of faith.

So, your job is only to move the plot forward. If you made progress that day, you’re good to go. So, again, it’s not about quitting your job, or getting divorced, or moving across the country, or selling all your things, or switching industries, or any of that. And often that is impulsive and running away from something as opposed to running towards something.

Obviously, I had to do that but not everyone has to blow up their life, and my hope is that, had I had these frameworks and tools, I might not have had to do that. I may have been launching and iterating and testing and learning a lot earlier.

So, yes, small decisions are important. And whenever you’re feeling stuck, I encourage people just to, “Where’s my curiosity leading me? What’s one thing I can do that feels, that makes this feel warmer as opposed to colder, that’s moving me in the right direction as opposed to the wrong direction?” And following just that sort of simple calibration, if you make enough right turns, you’re going to end up in the right place.

Pete Mockaitis
Okay. And could you give us some examples of tiny, hotter, colder decisions?

Megan Hellerer
So I recently moved Upstate New York. I guess it’s been about a year or two now, so not that recent. But I grew up in New York City, I, obviously, did a stint in California, but I was like, “I’m New York for life,” and really thought I was never going to leave, but I haven’t really given it much thought. I was never like, “Where am I going to spend my life?” It just was like, “This is where I am.”

And in the process of writing my book, I realized I really needed to give myself a DIY writing retreat. And so, I rented a cabin in Upstate New York and went there just to focus and write this book. And I ended up in this one place and I was blown away by how much I loved it and how different it was than what it was in my head, and also how differently I experienced it at this point in my life versus other points in my life.

So, I went home, went back to our normal life but I kept thinking about it. So, the next summer, we decided to rent a house for the summer up in the similar area and try out for the summer what it was like there. And, again, I was like, “Wow, I really love it here.” And then I started thinking, “What if I don’t leave? What if we actually live here?” And that felt like a complete revelation. But instead of getting rid of our apartment and buying a house Upstate, and just like making it happen immediately, I was like, “I just need to take one more directionally right step.”

So, I asked the person who we were renting the house from, you know, what her plans were, and she was actually like, “Well, I happen to not be coming back, so I would consider renting this to you long term,” which is actually a big deal because we didn’t want to buy because we wanted to test.

So, we ended up staying in this house and renting for a while longer, and just testing and learning, because there were many variables that we needed to figure out. My husband has a job in the city, so he’s a professor, and so he does need to be there a few days a week. What was that going to look like? And so, we did that for six months, see how it feels, and we loved it.

And so, then when it turned out that she was going to sell the house, we ended up finding another place, looking around and deciding, “Okay, what are we going to do?” And we found the most perfect home, and it happened to be right around the same time that we found out we were pregnant and we were going to have room for the baby, and so it all sort of, like, worked out. There was a lot of synchronicities involved.

So, that’s an example of how some people might be like, “I need to figure out where I want my permanent home to be,” versus, “Wow, I’m just noticing I really like being here. What if we tried this out for a few more months?” or whatever it is that you have the possibility of doing. So, that’s not a job example. That’s another life example, but that is kind of the framework you can think about it.

Pete Mockaitis
Well, no, I actually love that right there. And what’s fun is it’s just starting with that directional, as opposed to destinational, and blinders off approach. When you went on that writing retreat, if you had a different mindset, you might not have noticed at all that you liked being there, it’s like, “Got to get the pages. Got to get the pages. What’s the word count goal for the day? Oh, not there yet. Got to hustle. Got to crank. Got to get more words on my writing retreat.” And it could just blow right past you, that, “Hey, this is actually kind of an awesome spot. I’m enjoying being here.”

Megan Hellerer
That’s exactly the point. And I love that you picked up on that, because one of the things I’ve found with people who are used to this blind ambition approach is that we have been taught, or we believe on some level, that our curiosity, our interests, or our joy are a distraction from the goal at hand. So, it’s sort of like, we actively ignore it.

So, for example, I mean, I could think of picking a major in college. I was like, “Oh, I love this creative writing thing.” Well, that is just a distraction from the very practical major that I need to decide on that I’m going to use, as opposed to seeing that as, “That’s really valuable information about what I care about, what I love doing, what excites me, what makes me, gets my creative juices flowing, all of that kind of thing.”

And so, most people, when you ask them, “What do you actually want?” don’t know because they’ve been ignoring it for so long. So, exactly that, had I had a different mindset, if somebody had said to me, “Do you like living here? Have you liked spending your three months here for the writing retreat?” I think I would have said, “I don’t know, that’s not the point of me being here. That’s completely irrelevant information,” versus allowing that information in.

So, one of the practices I tend to do with people a lot is learning how to allow that information, recognize that information, and just even register it. You don’t even necessarily have to do anything about it. But one of the first steps is what I say screenshotting your mind. So, when you’re having ideas or thoughts cross your mind, to get into the practice of noticing them, and you’re sort of sending a message to your brain, to your psyche, to your creative, whatever you want, of “I’m paying attention. I’m ready to capture these ideas.”

Pete Mockaitis
Yes, and I love that so much in terms of like the joy, we could perceive it as a distraction from the real work, or I think we could be quick to write it off. And what comes to mind is a few times my wife has said while I’m just being silly with the kids, “Dada needs an improv class.” Because I’m being kind of kooky and silly and ridiculous, and I sort of immediately dismissed that in terms of, “Well, you know, hey, there’s a lot of going down with work, and the young kids, and this is not practical.”

But I think a better approach, steeped in these principles, would be to say, “Hmm, there is something to that. Like, there is a part of my silly, kooky nature that is meaningful and joyous, that isn’t getting a chance to be expressed as fully in my current set of roles and duties that’s worth reflecting on” as opposed to immediately dismissing, “Oh, improv class. Ah, I’m not going to drive all the way into the city for that. Ah, forget it.”

Megan Hellerer
Yeah, exactly. And that’s exactly the type of thing, because here’s the other surprising thing or at least surprising to me, curiosity, so an interest like that, like, “Huh, improv,” is the best proxy that we have for purpose. So, we spend so much time, “What is my purpose? What am I meant to do here?” We’re not going to be able to necessarily figure out the answer to that. I don’t think we have to have some broad mission statement.

The best thing we can do is figure out what our curiosity is telling us and know that that is going to lead us somewhere. So, if there’s something, when someone said, “Oh, improv class,” first of all, if it wasn’t interesting to you, if there wasn’t something in there that you were interested in, you wouldn’t even bother rejecting it, right? You would just be like, “Mm, yeah, no, that that’s not interesting to me.”

The fact that you, one, have noticed it, but two, actively are like, “No, I’m not doing that,” tells me that there’s something interesting in that to you. And then doing that, I would love to encourage you to explore, even just looking up improv classes, or maybe it’s a one-day workshop, or maybe it’s just going to more improv shows.

The lowest stakes thing that you can think of as a way to take another step, to explore this curiosity, because we don’t need to know where it’s going, and it doesn’t mean most people will jump to the destination, “Well, I’m not going to be a professional improv person,” or, “How am I going to use that in my life?” But instead, realizing it may not be that you do improv in some way, but maybe it sparks you, like just makes you so much more creative, in general, that suddenly you’re having all of these other ideas for a podcast or for whatever other things that you’re working on.

Or, maybe there is something there that you’re, again, it doesn’t have to be improv specifically, but maybe it moves to some other kind of performance, or you make some sort of connection that ends up being something that becomes really meaningful for you. These are the breadcrumbs; these are the clues that are telling us, “This is where the meaning is. This is where the fulfillment is,” and we’re so used to ignoring it.

Another analogy I like to use here is that it’s like cravings for food. So, the cravings are meant to tell you where the nourishment is, right? If you are lacking vitamin C, you might start craving an orange. For us, the craving, the curiosity craving for improv, for silliness, for goofiness, for whatever that self-expression is for you, is your body’s, your psyche’s, your spirit’s way of telling you that there’s some sort of nourishment fulfillment purpose there for you, and that you need to follow that.

Pete Mockaitis
Well, thank you. Well, Megan, tell me, any other top do’s and don’ts you want to make sure to put out there for the under-fulfilled overachievers?

Megan Hellerer
The first thing that I want to highlight is that many people say that this, they feel like doing this work, this reflection on like, “Where’s my curiosity leading me? What am I interested in? What do I care about? What is fulfilling for me?” is selfish or self-centered.

And what I want to say is that I really believe and have found that everybody benefits when we are doing the work that is most aligned for us, when we’re living the life that is most aligned for us, because we’re not only happier and more fulfilled, but we are giving other people permission for them to do what’s most aligned for them, and we’re also doing our best and most impactful work.

You’re actually not being helpful to your team for you to be in a job that is not aligned for you. Donate that job to someone else who actually is really aligned for that work, who can actually show up and want to be doing that work. A lot of people feel like, “Oh, but I’d be abandoning my team.” You’re actually abandoning your team by doing work that isn’t really where you want to be doing and where you could be having such a more impact.

The way that you contribute most to the world, the way that you can benefit most to your community, to the people around you, to your family, is by doing the work to figure out what is most aligned for you because that’s where you’ll be the most impactful. And this ties into the second point, which is another pushback I get, which is, “But what if I can’t afford to quit my job?” or, “What if I can’t afford to do this kind of work?”

And this is completely valid, in the sense that coaching is not available to everyone, and most people can’t afford to quit their job, and the good news is you don’t have to. But we are making decisions every single day in the life that we’re already living. And my suggestion would be to start asking yourself in all of those decisions, “Is this directionally right or is this directionally wrong? Is this warmer or is this colder? And how can I make it more directionally right?”

This could be in what you’re eating for dinner, “Am I doing this because it’s something I think I should do or because I actually want to?” in what books you’re reading, what podcasts you’re listening to. If you can start to make all of your decisions, steering them more in the directionally right, most-aligned-for-you way, this is going to have huge ripple effects on the rest of your life and costs nothing.

Exploring your curiosity doesn’t mean spending a couple thousand dollars on a program. It could mean taking a book out from the library. It could mean listening to a free podcast. It could mean doing a Google search. It could mean sending an email to someone to have a conversation about them. Take an action, any action, towards your curiosity and advance the plot and you’re doing your job.

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

Megan Hellerer
One of my favorite quotes that is actually the best analogy I know for directional living came from E.L. Doctorow, which is, “It’s like driving in a car at night. You can only see as far as the headlights in front of you, but you can make the whole trip that way.”

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

Megan Hellerer
I think these are depressing studies, but I think they’re important, which is engagement at work is at an 11-year low, where only 30% of people feel engaged with their work. That’s a Gallup poll. And only 17% find it to be a source of meaning, which is half of the rate from four years ago, and that’s a Pew study. And both of those are post-pandemic. This isn’t like the middle of the pandemic when there are many other issues going on.

We have a huge issue with engagement and meaning and fulfillment at work. The way we are working is not working and it’s only getting worse. This problem isn’t going away. And I found that those numbers to be shocking and really important for that reason.

Pete Mockaitis
Okay. And a favorite book?

Megan Hellerer
The Artist’s Way by Julia Cameron.

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

Megan Hellerer
I would say this inner navigation system, calibration and barometer of simply asking, “Is this warmer or is this colder?” when I’m making decisions to make sure that they’re aligned for me. And I use it for everything, including coming on this podcast. I get an invitation for a podcast, and I ask, “Is this warmer? Is this colder? Does this feel directionally right or not?”

And I do say no to podcast invitation events that don’t feel aligned for me. So, I think that is sort of the cheat code to keep it really simple if you’re confused, “Is this warmer or is this colder?” I think that’s the easiest, simplest, most basic, and most effective tool for decision making there is.

Pete Mockaitis
Okay. And do you have a key nugget you share that really seems to connect and resonate with your clients; they bring back up to you often?

Megan Hellerer
I think simply the terminology of under-fulfilled overachiever and people having a word that resonates with them to articulate what they’ve been struggling with, and then also the vocabulary of the old way of doing things that we’ve been taught, destinational thinking, and the new way of doing things, directional thinking. I think having words to capture this tends to be one of the most revelatory things for people.

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

Megan Hellerer

My website is my name, so MeganHellerer.com, and I’m also on Instagram, @meganhellerer. And my website also has connections to all my socials and books and more information on my philosophy and all of that good stuff.

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

Megan Hellerer
I would suggest asking yourself “Is this aligned for me?” and trying to be radically honest with yourself, tell yourself the truth about your life. And if the answer is no, or any part of that is yes or no, figure out what are the parts that are aligned and what are the parts that aren’t, and see what you can do to tweak the parts that aren’t. It doesn’t involve blowing up your life. Small tweaks can make a huge difference.

Pete Mockaitis
Beautiful. Well, Megan, this has been so much fun. I wish you many happy directions.

Megan Hellerer
Thank you so much, Pete. Have a great day.