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1012: Triple Your Learning through Productive Failure with Dr. Manu Kapur

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Dr. Manu Kapur reveals how to maximize learning by intentionally designing for failure.

You’ll Learn

  1. Why to avoid explanations and experts (at first) 
  2. How to achieve the sweet spot of deep learning 
  3. Four ways to hack your motivation 

About Manu 

Dr. Manu Kapur is a world-renowned expert on learning and currently heads the Future Learning Initiative at ETH University Zurich. He divides his research time between ETH Zurich and the Singapore-ETH Center in Singapore. Dr. Kapur earned his doctorate in Education from Columbia University.

Dr. Kapur is known for his pioneering research on intentionally designing for and learning from failure, demonstrating how this approach can lead to more effective learning compared to traditional methods. He frequently speaks at corporate and educational events and is often interviewed on learning-related subjects, including several appearances on NPR and two successful TEDX talks: Productive Failure and How Failure Drives Learning.

Resources Mentioned

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Manu Kapur Interview Transcript

Pete Mockaitis
Manu, welcome.

Manu Kapur
Thank you, Pete. It’s a pleasure to be here.

Pete Mockaitis
I’m so excited to talk about learning and failure, and you are a master of failure. I mean that in the best possible way. And so, I’d love it if you could kick us off with you sharing a tale of one of your personal, or professional, most productive failures.

Manu Kapur
You know, looking back, I think it started very early on in my teenage years when I wanted to be a professional soccer player, and it’s a story I tell. It only makes sense looking back, as I said. My coach used to have a philosophy of training, strengths training, where he’ll say, “You’ve got to push your body, you’ve got to do your push-ups and your pull-ups and your sprints and everything to failure, until you really buckle, until you really can’t, and then you push a little bit more, as long as it was safe.”

And his idea was, you know, good things happen on the other side of failure. You really have to push it to know what it feels like to be there. And it’s only after that, when you give the body a chance to recover, and the nutrition and rest, it comes out stronger on the other side. And that, at the time.

We used to really hate that training, but as a metaphor for, not just a metaphor, now a science for just learning and growth, whether it’s strengths training or learning, it’s something that has inspired me for many years.

Pete Mockaitis
Absolutely. And science, indeed. I’ve dug into those papers that powerlifters and bodybuilders look at. And, yes, progressive overload is absolutely the name of the game in strength training.

Manu Kapur
Super compensation, yeah.

Pete Mockaitis
And you’re saying this same principle is applicable in many domains of learning growth improvement.

Manu Kapur
Exactly. It’s the idea of bringing the system to rupture, to failure in a safe way, and then allowing it the chance and the support and the feedback and the resources to adapt and grow so that it comes out stronger from where it started. Yeah, we see this in a number of systems. In fact, it was the subject of one of my TED Talks recently as well, “How failure drives learning” in many different scenarios, in many different contexts.

Pete Mockaitis
Well, please share with us some other examples because I think some might say, “Well, yes, of course, that is just how the interesting biology of muscle fibers happen to work.” How is that working in other domains?

Manu Kapur
You know, if you just look at language itself, if I ask you to think about happy words or positive words, you may be able to start rattling off a few words. Now, if I ask you to think about negative words, negative emotion words, not only would you be able to rattle off faster, which also means that you will rattle off a lot more. And language itself has preserved this idea that negative emotions, things that are not happy or fun, they’re more salient because they convey more information for survival that we need to learn.

Because if you went out and you survive and you came back and you’re happy and fun, it’s really good, but it doesn’t help you learn or grow in any way. It’s only when you fail at something, you learn something and you develop a vocabulary for it. And conveying that vocabulary for how you felt, how you failed, and how you came out of that, that becomes very critical. So, it’s captured in a language as well but also, like I said, in biology and strength training.

In memory, for example, we see the similar effect. It’s when you introduce people at a party, for example, we often say, “Hi, I’m Manu. And you are?” and you would say, “Pete.” I often tell people you should not do that at all. You should say, “Hi, would you like to guess my name?” And you guess my name, a random name, right? You can say, “Oh, are you Mark?” I’d say, “No, I’m Manu.” And then when I say, “May I guess your name?” I’ll say, “Are you John?” And you’ll say, “No, no, I’m Pete.” You see, even a random failure of just guessing your name will help me remember your name more. I’m more likely to remember your name than if you were to just tell me your name.

Pete Mockaitis
Now that’s fascinating right there, it’s this completely contrived situation. And so, I’m curious, in terms of scientific literature, like, just how pronounced is this effect? Do I get, like, a little bit of a bump, like “Oh, I’m 3% more likely to remember a name?” Or is it like night and day?

Manu Kapur
It is a significant bump. I mean, I have to go back to the literature to look at the effect sizes, right? But it is a significantly strong effect that if you practice this method, it’s called retrieval practice, or a failed generation effect. If you’ve practice this, you are likely to strengthen what you’re trying remember over time.

In fact, the idea is you should allow, and here it gets even more interesting, is if you want to strengthen the memory of something, you should allow some forgetting because forgetting increases the chance that when you try to remember it, you will fail to remember it fully, and that failure to retrieve it fully actually gives you a better encoding when you learn to correct-think.

Pete Mockaitis
Well, you know what is so amazing about what you’re saying is that this just happened to me last night. And this is the most small-scale example, but my wife asked me to open up the Waterpik, the water-flossing oral hygiene device. It has a reservoir of water on it, and it’s kind of tricky to remove it, and so I kept trying to remove it, and I was like, “Ah, shoot, I don’t know. I don’t know what’s going on.”

And then she reminded me, she was like, “Oh, well, last time you did this, you said you were surprised. You thought you had to pull it one way, but you actually had to pull it the other way.” And I was like, “Wow, I have no memory of that,” but then I did it, and I was like, “Well, sure enough, that’s exactly right. I had to pull it down instead of out, or to the right.”

And then that experience just felt so novel and resonant to me, in terms of, like, “Wow, she remembered how I failed last time and I didn’t, and it’s just, like, this experience of being reminded in this way makes me…” I just have a feeling, we’ll see what happens in the years to come, but I am pretty sure this is locked in my brain now, the second time, how I’m going to open up this Waterpik.

Manu Kapur
That’s a really great demonstration from your life where you forgot how you did it, because you could do it at one point in time, you could remember it, you forgot how you did it, and then you failed to do it the second time around, but when somebody told you that “This is how you did it,” now the charge, now the encoding is even stronger. So, again, this idea that failure to retrieve something actually increases the strength of your memory, provided you get the correct thing, is really powerful.

Pete Mockaitis
Well, can you share with us some other surprising discoveries here?

Manu Kapur
Then we go into the idea of, if memory can be improved by a failed retrieval effort, then can we go beyond memory? So, we’ve looked at, or researchers have looked at in tutoring situations, for example, people tutoring, tutor-tutee sort of interactions.

And they found that tutors tend to give a lot of explanations about how to solve the problems, and so on and so forth. But they found that the same explanation would have an effect on learning only if it comes at a point in time where the tutee is stuck in their efforts. So, if you’re a tutee and you are proceeding, you’re not stuck in your problem-solving efforts at all, and I give you an explanation of the correct explanation of the concepts required, you’re not likely to learn that at all.

It’s only when you get to a point of impasse, of getting stuck, that’s when you, if the explanation is timed at that point in time, that’s what leads to learning. So, it almost seems like that we need to be in the state, a cognitive state, or even an affective state, where we are stuck or we have failed to remember something or to do something, and if at that time somebody reminds us or somebody gives us the correct explanation, that’s when we learn really powerfully.

And in productive failure, we’ve taken that to the next level, where if you’re learning anything new from the get-go, how do you design for failure intentionally in this early learning process so that you can then bootstrap that failure for learning from an expert later on?

Pete Mockaitis
Wow, that is really cool. And it resonates in terms of when you’re stuck for a while, and then you hear the information, it seems like an epiphany, a revelation, an “Aha!” so much more high stakes, as opposed to someone just laying out the whole pathway, like, “Well, this is the basics of physics,” or whatever subject it is.

Manu Kapur
Exactly. And the reason that doesn’t work is, to understand something deeply, you need to be able to see “What is the underlying structure? What is so critical here?” So, imagine if you’re watching a movie, right? Say, it’s a very entertaining, very engaging movie. Now, if the person sitting you is an expert director, unless, I don’t know whether you make movies or not, how expert you are, but, say, you’re a novice at making movies.

Now, you come out of the movies and I ask you, “Did you see the same movie as the director?” Chances are, no, you did not. The director sees things that are right in front of you, right? It’s not that you were not engaged, you were not entertained, your attention was all there, the stimulus was right in front of you, yet the expert sees very different things from a novice. The expert sees the deep structure that the novice is just not able to see, because seeing is a function of what you know, not just a perceptual exercise, right?

And so, this is one of the reasons why experts just telling what they know, even in a very entertaining, very structured manner, is still not sufficient because what an expert sees in their presentation is not what a novice is seeing. And, therefore, the first job of learning something new is actually not to be told what the correct thing is. The first job is to preparing yourself to be in a state where you can then learn from.

The same explanation is very important, but getting into a state where you can process that information, see what is critical, and then code it properly and more deeply, that is even more important. And that’s what failure does, and that’s the whole system that we’ve designed.

Pete Mockaitis
Now, when you say preparing yourself to get into a state, I mean, it sounds like we just have to enter that state, is I guess we have many words in our vocabulary for it. It’s sort of like frustration, aggravated, stuck, like, “This doesn’t make any sense. Aargh!” I mean, it sounds like, well, you tell me. Is there a sweet spot in terms of, I guess, you don’t want to get utterly enraged that you quit and stomp out of the room? Help me out there.

Manu Kapur
So, let me take you through a thought experiment. Suppose I give you a task and you’re able to do it successfully, are you learning anything new other than knowing that, yeah, you’ve mastered this, you’ve done something successfully? So, I give you an even harder task, say, you’re able to do that too. You’re still not learning anything new. You’re just applying what you know.

I have to give you a task that is so hard, or just hard enough that you’re not able to do, and that’s when I know that you’ve entered the learning zone because failure gives you a signal that, “Here is something I cannot do. With all the capabilities that I have, I’m entering the failure zone. And in this zone, I’m bound to struggle, I’m bound to get anxious at times, but I can also try different things, different ideas, different solutions, and so on and so forth. And all of this is actually what prepares me for learning from the expert or a common resource later.”

So, getting in this state is really important, and knowing that these emotions, and normalizing the struggle in this state, is the norm, basically, it’s the expectation that helps you persist in that learning zone, so to speak. But you’re also right, it cannot be so hard that you just give up. So, there is like that Goldilocks zone where it is hard that you can’t do it by yourself, but it’s not so hard that you just give up, and you have to be in that zone.

Pete Mockaitis
Okay. Well, then tell us, how do we intentionally enter into experiences, or design it to be that way? So, it sounds like the wrong way, or old way, or non-Manu enlightened way is to just have the expert pontificate, and say, “Hey, here’s all the steps.” Or you can read the instruction booklet, and say, “Okay, this is the guide. I do A, then B, then C.” But then the superior way for retention and really learning growth is “I get in there, I feel stuck and frustrated, and then I absorb some brilliance.”

So, I’m wondering, so let’s say I want to learn how to make my first app. I want to figure out what’s up with these programming languages. So, maybe I, rather than just reading the book or watching the YouTube video, like, “Hey, here’s how to program Python,” or whatever, I would want to just kind of, following these principles, just give get up in there, and then get stuck, and then try to get the specific answer to what I’m stuck with?

Manu Kapur
Yeah, so it’s basically trying multiple ways of approaching that problem. So, try to design, maybe the app is too big sort of a construct. Maybe some aspect or a feature that you maybe you scope it down, maybe an email capture, or a visit capture feature, or you want to build an AI algorithm into it, whatever that thing is.

The important part is you try to design not one but different ways of putting that feature in place and then try to see whether there is a canonical way or there are more expert ways to sort of design those features. But, again, here I must say that if the goal is for you to be able to deeply understand how to do those things and why they work the way they do, then you need to do productive failure.

But if your goal is just achieving that it happens without necessarily understanding it so, then you do not need productive failure. Because the effect of productive failure is on deep learning and transfer and creativity. We are not always in situations where we need that. So, this is a personal thing that everybody has to ask, or a teacher or a trainer has to ask, “Is this something that people really need to deeply understand? Or is this something that is so procedural that we just need to get it done?”

Pete Mockaitis
Yes, I think that’s very helpful for organizations as well, and just your whole life, in terms of, “Is my goal to become excellent at assembling IKEA furniture? Is that a thing that’s important to me?” So, in the domain of IKEA furniture or anything, maybe that sparks a bigger question of, “Is this even something we should be doing?”

And if it is something, so in a way, that’s almost kind of one key consideration is, “Well, if it’s something we want to be doing, it may make sense for us to learn a ton and be utter masters and have a deep, excellent competence in this thing. Or it might be something that we just want to be okay at and we’ll do it in-house fine. Or it might be something we don’t care at all about having that knowledge. Let’s totally outsource it.”

Manu Kapur
Exactly. Exactly. And that’s the distinction I mean between you want just high performance without understanding, just get the job done. So, there are many things at work and life we can just do, and do it to a certain level that we are happy with, and that’s it. But there are other things that we have a learning goal attached to it, the things we deeply want to master and understand and so on and so forth. And it’s only for those things that you may want to enter the failure zone and struggle and persist and then learn from an expert later on.

Pete Mockaitis
Okay. So, then give us some more perspective on how we design such a situation up front.

Manu Kapur
So, for example, in, say, in schooling situations, whether you’re designing a course for somebody or something to learn, as we already established, if this is something they want to deeply understand, you don’t want to tell the person exactly what the thing is, and so quantificating doesn’t work. So, the first thing you want to design is, you want to design a task or a challenging activity that is beyond the learner’s skillsets and abilities.

You need to have a sense of where the learners are in terms of their knowledge and skillsets, and you want to design this problem-solving activity or a task that you want to give them that’s beyond that, right? But you also want to design them in a way that’s very intuitive. It should be intuitively accessible so that learners or people can try multiple approaches.

So, think at work, maybe you’re given a challenging project where you’ve never managed such a project before, and then you work with your team to strategize or design different approaches to getting this project done. But because this project is beyond your skillsets and abilities and beyond your team skillsets and abilities, chances are all the approaches or solutions or strategies that you develop are going to be either not going to lead to success or they will just be suboptimal in that way.

But giving people a chance to be in that space, and design that space and be in that space where they can explore different strategies, even if they don’t work, I think that is key. Also what this key is to tell people that it’s okay not to be able to get to the correct solution, because the goal of this learning task is the preparation, not the solution. And the more people explore different ideas and strategies and solutions, the more they are prepared to then learn from the experts.

So, it’s designing the space in that way that helps you then learn from the expert. And you can do this as a teacher, as a parent, as a trainer, as a manager, and so on.

Pete Mockaitis
Well, I’d love it if you could really paint a picture for just the sheer efficacy of this stuff. I want to hear about this meta-analysis of I the 50+ studies that showed students who were taught productive failure methods saw some really cool academic gains. Can you share with us what was that study’s findings? And paint a picture of sort of a beautiful scenario of these principles all used in practice and being amazing.

Manu Kapur
So, the context of the meta-analysis in learning experiments, in mathematics, and science and so on and so forth, so the context is an education context, so let me concretize. Suppose you’re trying to learn math. I don’t know how you learned math in your school but my teacher would come in and say, “Today, the new concept we’re learning is blah. Let me tell you what this concept is. Here’s the explanation. Here’s the formulation. Here are some examples, and we work through examples. Now it’s your turn to apply those examples and solve problems.” And that’s how you learn.

And this is a method that’s called direct instruction. You don’t know something, I tell you exactly what it is, and I explain it to you very clearly what it is, and I give you problems to solve. And this is the dominant way that even current educational practice actually runs. Now, in productive failure, we went into classrooms and say, “Well, before you teach somebody something, let’s design problem-solving activities based on productive failure principles where students are given a chance to explore solutions to a problem.”

And we know that the solutions they will generate will not be the correct one. We even tell students that “It’s okay not to be able to get to the correct one, that’s not even the point, but try different ideas, just try different approaches, and then we will teach you.” So, it’s like instead of going straight into the instruction, they first do generative problem solving, and then the teacher comes in and teaches.

So, we can put these methods side by side and say, “Okay, if you learn from one method or the other, and you conduct an experiment study where you equalize the time, the same teachers teaching for the same time using the same materials, and so on and so forth, so you create a nice experiment where you can compare and then people learn through these two methods. And in the end, you test them on different kinds of knowledge.”

So, we particularly tested them on three types. One is the basic knowledge, which is, “Do you understand the concept? Can you remember it? Can you apply it to solve problems that you’ve seen in the class?” And then, also on conceptual understanding and transfer, your ability to take what you have and apply it to novel contexts, which is really the holy grail of learning, is to take what you know and apply it to novel contexts. And then we compare these two groups of students in terms of how they do.

And we find that even though both methods are very good at developing basic knowledge, foundational knowledge, students who learn through productive failure actually develop deeper understanding of the concepts that they are trying to learn, that they learned, and their ability to creatively or adapt the knowledge that they have to solve new problems in novel contexts, that actually is significantly better.

Now, imagine, this is just one study that shows this, and how scientists proceed is they say, “Oh, this is one study. Let me try to replicate it.” And the logic of replication is that “I’m going to prove you’re wrong.” So, now they try to replicate it, and say the attempt to replication failed. They find the same effects that, roughly, as I found. So, now there are two studies.

Say, another person comes in, a new lab tries to replicate it, and again the attempt to fail fails. And over time, you get a series of studies, each trying to you know fail the basic hypothesis and they fail to do so. So, over time, you have many studies who have failed to fail the basic hypothesis. And that’s when scientists start to say, “Ah, because of this vast magnitude of studies in different contexts, in different countries, trying to explore the same experiment or similar experimental effect, that there’s something there now.”

What we call truth is really an attempt to fail has failed. And that’s what a meta-analysis does. It aggregates findings from all the studies that have tried to compare over the years, and those are the 50 study, 160-odd experimental effects, and we aggregate it and analyze that, and said, “What is the average effect across these multiple studies in the world for productive failure over this other method, the dominant method, direct instruction, and how strong is that effect?”

So, we found a positive effect in favor of productive failure. As I said, they understand better and they transfer better, they’re more creative. But how strong it is? Now, we found that if you learn with a good teacher for a year, and say the unit gain in your knowledge is, say, X, then if you learn using productive failure, on average your knowledge gain is 2X.

Pete Mockaitis
Twice? Okay. Double.

Manu Kapur
But if productive failure is carried out really well, because it’s a method, right, some teachers carry it out much better than others, if it’s carried out really well, then you can go up to 3X. And that’s a very, very strong effect in education, in learning situations, that you can do, that you can have this kind of an effect on learning. And so, that’s the evidence-based, that’s the research, the empirical-based, for example, for this body of research, and we know that it works.

Pete Mockaitis
Beautiful. Well, triple your learning feels like a headline, Manu. All right, we’re getting somewhere. So, could you really paint a picture for a specific classroom educator approach situation in which we see, “Wow, here’s this, all these productive failure principles and philosophies put into action masterfully”? What’s that really look like?

Manu Kapur
Well, that design itself is called productive failure. So it has certain features. So, A, it has to be beyond our current skillsets and knowledge. You should not be able to solve the problem using what you know. That’s one very simple feature that it has to have. B, the problem should admit multiple representations, multiple solutions, multiple strategies. It should not have a single answer or single way of approaching it. So, it has to have that multiplicity.

It has to have contrasting sort of cases. So, don’t just give people one example, one case to work with. Give them contrasting cases. An example in this situation and in that situation, data about this, say, football player compared to data about another football player, the performance of this company versus performance…so always work with contrasts in these cases. Again, design these contrasts in ways that some things are the same, other things are different, so that you can direct attention to what you want people to attend to.

Keep the computational load very low so that you know people are really working with the conceptual basis, not trying to compute things all the time. And, yeah, so, again, this is not a like a prescriptive set of features, it is still a design activity. So, even with this set of features, people can generate many different kinds of tasks. And so, the more you get trained in using these features to design tasks, the closer you get to the kind of a productive failure task that really works.

Now once, say, you have a task ready or it’s working really well, you need to design interaction around those tasks. So, if I give you the task to solve, you may say, “Oh, I think this is my solution. This is one solution I have.” “How do I facilitate your exploration in that task?” So, there’s a very simple two-step exploration scheme, or facilitation scheme. So, I will, in the first instance, I’ll come to you and say, “Oh, this is your solution? Can you please explain it to me?”

Just the idea, just asking you to explain your solution to me is likely to trigger thoughts in you for other ways of doing it. We’ve seen this in our research. So, because the goal is multiple solutions and strategies, just asking somebody to explain often triggers them to explore something else as well. Second, sometimes people are really sure that this is their method, or this is the solution, and they’re quite convinced that it might work, even though from an expert standpoint it doesn’t.

That’s when you need to sort of get them into a habit of hacking their own thinking. What do I mean by that? It’s like when somebody says, “This is what my solution looks like.” After I ask them to explain it, I say, “Can you think of a situation where your own solution is not going to work?”

Pete Mockaitis
I like that.

Manu Kapur
So, it’s creating the counterfactual, and developing a habit to hack your own solution and say, “This is when it does not work.” Because it’s easy to say, “Oh, I developed it, it works.” It’s much harder to develop the habit of finding a situation or a context where it does not work. And just between these two, if you do this facilitation really well, you really help people either generate more solutions or understand the limits of their own solutions, even if they don’t work, most likely.

And all of this is then carried out in what I call an envelope, a social surround, within which people have to be told certain expectations, norms. Those are part of the design as well. And here’s the idea that the expectation is that you will not be able to solve the problem. The goal is not for you to be able to solve the problem correctly. The goal is really, “Can you generate multiple approaches, solutions, ideas, strategies for solving the problem? And don’t worry about getting it right.” Very explicit messaging.

Because if people think that they have to solve the problem correctly, they give up. The sweet spot is very, very narrow. But if people are told, “Look, we don’t even expect you to solve it because you don’t have the knowledge. But the idea here is, generate different ideas based on what you know,” then I think people can go a little bit more, so that sweet spot becomes a little bit wider. People can persist a little bit longer. They can deal with their anxiety and frustration a little bit longer, because, “You know, yeah, I’m not expected to solve it anyway, but let me give it a few shots. Let me give it a few tries.”

But these norms and expectations have to be set and persisted with over time so that people can do this. And when people have, you know, they’ve done the exploration, people have generated multiple ideas, and then they are now ready to receive instruction or receive expert knowledge, and that’s how it all comes together. That initial failed exploration becomes productive because an expert comes and assembles it all together.

Pete Mockaitis
Okay. And could you share a story of, perhaps, one of the most brilliant, beautiful implementations of this that you’ve witnessed?

Manu Kapur
I think, sometimes, I’ve seen it in the classrooms, for example, when teachers do it really well, and you often see it in what the kinds of ideas the students produce. So, I remember a math classroom where, when we tried this and the teacher was really good, and she was also a very experienced teacher who had been working with us for a while, and after the problem-solving phase of productive failure where students are generating the solutions, I went up to a student, and said, “So how do you feel?” and the student said, “Oh, I feel like a mathematician today.”

And it’s astonishing because, he could not solve the problem correctly, and still the remark was that, “Oh, I feel like a mathematician today.” And this is so true because one of my colleagues is a mathematician, and he’s one of the top mathematicians in the world, and he told me, “You know, 95% of my efforts at solving problems are failures.” Ninety-five percent.

And he says, “But if I don’t have them, I’m not able to get to the correct solutions. I’m not able to get to the correct answers. 95% of the things just don’t work out, but they are the backdrop, the launchpad for me to then think about the things that can actually work.” And so, there’s something in how we just get to the really breakthrough ideas, real creativity, real innovation, and the path through that is failure, otherwise, we won’t get to it. And we’ve applied the similar dynamic, and sometimes it works out beautifully in the classrooms as well.

Pete Mockaitis
Boy, I like that a lot, “I feel like a mathematician today,” seems to really convey a sense of, “Oh, I am really wrestling with the kinds of issues and concepts and considerations that a real professional grapples with, and I’ve gained an understanding of that.” And I feel like I had that moment recently after the election. I learned all about these predictive prediction marketplaces, like PredictIt and Polymarket and Kalshi.

Manu Kapur
Prediction markets, yeah.

Pete Mockaitis
And I was like, “Whoa, this is wild!” So, I went into that rabbit hole, and so I’m thinking about, like, risks and probabilities, and bid-ask spreads, and I’m learning all these things. And then I had that thought, like, “I feel like a trader today because,” and though I’m not, I’m just some amateur schmo, but it’s like, “Those are the kinds of things they’re thinking about every day in terms of, ‘Oh, how much risk am I taking on? Is this appropriate? Da-da-da-da-da.’”

Manu Kapur
Exactly. Exactly. And this is the part of mathematics we don’t expose our students to. They learn a mathematics where a teacher just comes and pontificates and tells them, as though math is, people who do mathematics always know the solutions to all their problems, and it is far from the case. In fact, how people do mathematics is exactly how we can learn mathematics, provided we can design these failure-driven sort of problem-solving activities for students, and then teach them the concept.

Pete Mockaitis
Okay. Well, you’ve got a great turn of a phrase, “motivational hacking.” How do we do that?

Manu Kapur
So, being in this zone where you’re trying things is not easy, right? And there are a few motivational hacks that help you persist in this problem-solving mode where you’re trying different things and things are not working out. First is the sunk cost fallacy. And that is the idea that if you’ve invested time and effort into something, you tend to stick to it even if it’s not working.

Now in general parlance, it’s not a good thing because then we continue to stay in losing strategies longer than we should, we continue to stay in bad relationships longer than we should, and so on and so forth. So, in those situations, it’s not good.

But in a learning situation, where if you’ve given a problem, if you’ve tried multiple strategies, you’ve put in the effort, that’s a good sunk cost, and that actually has motivational benefits. That’s the first. Just putting in the effort to solve something keeps you in the game because then you want to know how to solve it correctly. So, the sunk cost is a very good motivation from a learning standpoint and productive failure designs for that.

But before that even, like, how do you get started even, right? And that is the idea that if you want to learn, or basically if you want to solve a problem that may seem very, very daunting, the idea is to take the first step. And suppose I do, for my exercise, I do swimming. On some certain days, I’m just not motivated to enter the pool. It’s just too much. I’m too tired, I just don’t feel like it. But I know I must, I want, I must go.

So, I tell myself on those days, “I’m going to enter the pool and I’m just going to do one lap, and that’s it. If I can just manage one lap today, that’s my goal. It’s a success. Normally, I do 20, but today I’m just going to do one.” And guess what happens after the first lap? Do I just come out? No. “I’m in it? Okay, let’s do more, right?”

So, again, I just hacked my motivation by convincing myself that if I just get out, after taking the first step, I’ll be totally fine. When, in fact, once you’re in it, you’re in it, you continue. So that’s the second. Take the first step or find a way to make just the first step your goal. Then there is the goal gradient effect. You find that the more you do, the more laps you do, the more you want to do it, the more you want to reach the goal.

So, there’s like a gradient effect. It’s just not linear. So, effort actually pays off. And when you’re really near, and that’s the fourth one, when you’re really near, the last lap, we actually derive, we somehow seem to find this extra motivation to just get to the completion. So, we want to complete, and you will notice that. You find this second wind, extra energy. The last leg is always people want to complete. And that’s called the completion effect.

And so, these are the four sort of kind of motivation, how motivational hacks that people can do, to take the first step, to go on the goal gradient, to get to near the completion, and then the sunk cost comes in because then you want to really know, “Why didn’t my work, why didn’t my methods did not work? What is the correct method?”

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

Manu Kapur
Did we talk about the mechanisms, the activation, awareness, affect, and assembly, the four A’s?

Pete Mockaitis
Let’s do it. Let’s cover it.

Manu Kapur
So, I call them, like, the underlying mechanisms of productive failure, and there are four umbrella mechanisms. There are sub mechanisms as well, but the four umbrella mechanisms, and they are the four A’s: activation, awareness, affect, and assembly. So, activation is the idea that if you want to learn something new, you need to activate your own knowledge so that you can process this new information.

If I start speaking in, say, Mandarin, and you have no knowledge about Mandarin, you can’t understand anything. So, new knowledge always requires prior knowledge to connect with and make sense. So, the more I can activate relevant knowledge in a learner, when you’re learning something new, the better they are prepared to learn that thing. And failure does a very good job at activation because it makes you try different things, different strategies, and that activates all the relevant knowledge. That’s the first A.

The second is what activation does. It shows you the limits of your own knowledge. You’ve tried multiple things, and they did not work or did not work optimally. You know the limits, “Here’s what I can do.” So, there is an awareness of a gap between what you know and the expert. That awareness itself is a very important mechanism. Having that awareness is a really important mechanism for learning because what that does is it creates an affect.

And by affect, I mean your motivation to find out what the expert knows, your interest in the solution, your orientation towards when the expert explains. You’re really oriented to understand why mine did not work, not just to see what the expert is saying, but really understand why mine did not work.

And also, the affect has emotions involved, and we talked about struggling and anxiety. And we found in our studies that sometimes negative emotions can have positive effects on learning, and other times not all positive emotions are positively associated with learning. So, it’s good to experience in a small dose, in a safe way some of these emotions around struggling and anxiety in a safe way because they can have positive effects on learning.

And affect encapsulates all of these sorts of constructs of interest, engagement, motivation, persistence, and emotions. So, you get into this affective state. So, your knowledge is activated, you’re aware of a gap, and you are in an affective state which is ready to learn. If at that point, an expert comes and assembles it, just shares with you, “Okay, what did you do? Let’s see why it did not work. Let me compare it with this other thing. Why that worked, why that did not work. Let me compare it with the expert strategy,” and slowly build up the canonical knowledge, the correct way or the correct ways of approaching those tasks or problems.

Assembly, that’s the fourth A. That’s what makes the whole thing click. So, activation, awareness, affect, and then assembly. That’s the science behind why intentionally designing for failure and then harnessing it for assembly works, makes failure productive.

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

Manu Kapur
Well, one of my favorite quotes is from my dad, actually, and it only makes sense looking back. He used to say, “Your ambition should always exceed your talent.”

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

Manu Kapur
Oh, those I have several, and one of the ones that I’d like to give examples are of children playing with toys. And here, and I also talk about that in the book, is people have studied how children play with toys in experiments where, suppose you’re a group of children and they’re given a new toy, and says, “Here’s a new toy. Would you like to play with it? And just play as you like.” So, they just see how children play with those toys.

And to other groups of children, they give the same toy, and they say, “It’s a new toy. You have not seen it or played with it. Let me show you how to play with it.” So, they learn from an adult how to play with the toy, and then they’re given the toy and then they play with it as they like. And then people experiment, scientists examine, “What are the differences between these two groups. Who’s more engaged with the toy? Who’s more inventive in playing with the toy? Who creates strategies to discover how the toy works?”

And, invariably, people find that it’s the first group, which was not shown how to play with the toy, who’s actually more interested, more engaged, more curious, inventive, and finds strategies to play with that toy. And this is the part that I really love because it means that our ability to explore and tinker and fail is built into us from the get-go. And that’s one of the reasons why… you may think of play with tangible toys as one thing, but knowledge is conceptual play. So, a big part of productive failure is “How do you bring conceptual play to start with, followed by instruction?”

Pete Mockaitis
All right. And a favorite book?

Manu Kapur
I would say one of my favorite ones is Shantaram.

Pete Mockaitis
And a favorite habit?

Manu Kapur
Oh, making my bed.

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

Manu Kapur
Well, my online presence, so ManuKapur.com. If you want to learn about the book, it’s ProductiveFailure.com, or search on Amazon. I’m on LinkedIn as well, mainly, and also on Twitter or X, and Instagram. Or watch my two TED Talks.

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

Manu Kapur
Change mindsets. I think that’s the biggest thing that I want people to think about or take away in terms of our conversation today. That if you change your mindset, that if you don’t learn to fail, you will fail to learn and grow.

Pete Mockaiti
All right. Manu, thank you for this. I wish you many productive failures.

Manu Kapur
And you. Thank you so much, Pete.

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.

996: Tackling Work Stressors and Transitions with Dr. Tessa West

By | Podcasts | One Comment

 

Tessa West shares her method for making the necessary changes that lead to greater job satisfaction.

You’ll Learn

  1. How your body tells you when it’s time to change jobs
  2. How to not be overwhelmed by the stresses at work 
  3. The hidden curriculum that helps you succeed at work 

About Tessa

Tessa West is a Professor of Psychology at New York University and a leading expert in the science of interpersonal communication. Her work focuses on questions such as, why is it so hard to give honest, critical feedback? and how do class, race, and cultural differences make communication in the workplace so difficult, and what can we do to improve it?

Tessa’s work has been covered by Scientific American, the New York Times, ABC World News, TIME, Harper’s Bazaar, the Financial Times, Forbes, CNBC, CNN, The Guardian, The Globe and Mail, Bloomberg, Strategy and Business, and the US Supreme Court. She has appeared on the Nightly Show with Larry Wilmore, CNN, and Good Morning America, and is a regular contributor to the Wall Street Journal. She is the author of the book Jerks at Work: Toxic Coworkers and What To Do About Them and the upcoming Job Therapy: Finding Work That Works For You. 

Resources Mentioned

Tessa West Interview Transcript

Pete Mockaitis
Tessa, welcome back.

Tessa West
Thank you so much for having me back. I’m super excited.

Pete Mockaitis
Well, I am excited to talk about your book, Job Therapy, and I just think we’ve got to hear of a job story you had at a Hollywood Video. Lay it on us.

Tessa West
All right. When I was in high school, I worked at Hollywood Video, which for you, young people, is a place where you would actually physically go to rent a movie in VHS format, which I don’t think even exists anymore. And I had this amazing manager who was dealing coke from the back room.

Pete Mockaitis
Cocaine. Illegal drug.

Tessa West
Yeah, cocaine. Cocaine from the back room, and, also, was probably stealing from the cash register. And we all got fired one day, corporate came in and axed us all. And this was a little bit of a problem for me because when I went to college at UC Santa Barbara, I was just blacklisted from all Hollywood Videos, and that was kind of the only video rental store in the neighborhood where I lived. And so, I could never rent from them again. I not only lost my job because of the cocaine-dealing boss, but I also could never open an account in a Hollywood Video ever again, and that just totally cramped my style for, like, the four years I was in college.

Pete Mockaitis
Well, now I’m imagining you like hanging out outside the Hollywood Video, it’s like, “Hey, hey, Mister, can you rent me a movie?”

Tessa West
Totally. I’m like, “I’ll pay you an extra dollar. You give me, like, the latest new release wall,” whatever came out. I think it was “The Negotiator” came out, and I was pretty bummed. Yeah, it was not great.

Pete Mockaitis
So, they thought you were involved in these illegal activities, but you were just around him.

Tessa West
I was 16. I mean, I knew some shady stuff was going on in the back room. There were times I wasn’t allowed back there. But it’s a minimum-wage teenager job, and it was just much easier for corporate to just come in, clean house, fire all of us, instead of sort of interrogating who was involved and who wasn’t.

And I think a lot of people kind of end up getting caught in these situations at work where there’s a baddie and they get sucked into all that drama, and it’s just much easier to fire all 20 employees and just start fresh than to figure out who’s guilty of dealing the cocaine, or aiding and abetting in the cocaine dealing, or whatever.

Pete Mockaitis
Okay. You know, it’s amazing that last time we talked about bad bosses and toxic coworkers, and this didn’t even come up.

Tessa West
I know. This isn’t even my worst boss. This is like my 10th worst boss. The weird part was I didn’t even really care until I couldn’t rent there anymore. That’s when I got pissed.

Pete Mockaitis
Yeah. Well, we’re talking now about your book Job Therapy: Finding Work That Works for You. So, I guess that’s one tip, avoid Hollywood Video and cocaine-dealing bosses as a first piece on the checklist. But you have much more wisdom, I know, than that to share with us. Could you kick us off with anything that’s particularly surprising that you’ve discovered here?

Tessa West
Yes, I think a lot of us have really mixed feelings about our jobs. I was surprised when I interviewed people for this book at how ambivalent people feel. It was a lot kind of in the air with people being really miserable at work, tons of Gallup polls, all that business of everyone wants to quit, no one’s happy. But when I actually sat down with people, they would talk out of both sides of their mouth, “I love this job.” “I hate this job.”

“I’m totally committed to this job. It’s what defines me. It’s my identity. But I fantasize about doing this other thing that’s completely different from that. But just to remind you, Tessa, during this interview, I really do love this job. I promise.” And so, you see kind of those mixed emotions you see when people are thinking about any kind of relationship they have, even if that’s with a parent that they have a fraught relationship with, or a romantic relationship.

It’s kind of this love, hate, back and forth, hot, cold business that I think a lot of us are actually struggling with, which is much more realistic than just people loving or hating something or wanting to quit. I think there’s just a lot of kind of ambivalence out there.

Pete Mockaitis
Ooh, that really resonates and hits home with regard to, it is a mixed bag, every job, every relationship. I’m reminded of a comedian who talked about the city of Chicago, which is like, “The long, cold, miserable winters,” and say, “What are you doing here? You should just leave. You should just leave,” like a bad relationship. He’s like, “No, you should see how Chicago treats me in the summer.”

Tessa West
Yeah, New Yorkers are the same, we’re like, “I hate this place but I really couldn’t live anywhere else because every other place I would hate even more, but I really do hate it here.”

Pete Mockaitis
Well, what a complicated relationship we have then with our jobs. How do we even begin to unpack then whether we are in our New York of a job or we really do need to get out of here?

Tessa West
I really think the only way to really unpack this is to measure your feelings for a while. I’m a scientist, so I’m a huge fan of collecting data on yourself, and really doing it, not just trying to recall how you feel, or how you felt over the past month, because I think a lot of us fall victim to some of the basic biases that we fall victim to when we’re falling out of love with a person.

So, we’re super sensitive to things like intermittent reinforcement. When we’re questioning our careers, if your boss is really nice to you, or maybe you just get an added bonus you didn’t expect. That actually makes you feel a hundred times better about your job than it probably should because you’re in this fragile place, and so you don’t actually realize that you’re falling victim to these kinds of things, that you’re overly-sensitive to reinforcement when you’re questioning your career, that you’re misremembering how you were treated or how you felt.

The only way to really get a handle on that is to look for consistency in how you feel and to measure yourself for a couple of weeks, or even up to a month, and really look for those patterns. And so, in this book, I just put a ton of questionnaires that have been vetted and created by psychologists, and really try to help people play scientists to their own experience so that they can understand it from almost like a third-party perspective, from an objective observer’s perspective, to kind of remove some of those biases that we’re all going to fall victim to when we start questioning something, when we start falling out of love with something.

Pete Mockaitis
Very intriguing. So then, as we measure things, well, I’m tempted to go into all kinds of detail about how we do that, and let’s do some of that. I’m thinking about dating again, in terms of, there are folks, it’s like, yes, they would love to date the super-rich, super brilliant, super gorgeous, super hilarious, super kind, whatever mythical human that doesn’t actually exist. And if that person did, they’d probably wouldn’t want to be with you. No offense. No offense, Tessa. You’re delightful.

But I mean, when I hear people, sometimes I’ve heard those who are single and not yet settled down, it’s like, “Well, you know, I just haven’t met the person.” “Well, what are you looking for?” It’s like, “Oh, well, I don’t think that person is real or exists.” I think, likewise, we can do that with our jobs, it’s like, “Oh, I guess I just haven’t really found the perfect job yet or the one of a job yet.”

So can you just maybe give us some very rough guidelines in terms of, “If you’re in this kind of zone, probably wrong job, get out of there. If you’re in this kind of zone, you got it pretty good, you know. And if you’re in if you’re looking for this kind of zone, I’m sorry that’s not real”? Can you just kindly orient us to reality for a bit?

Tessa West
Yes, I’m happy to do that. I studied dating and relationships, too, so you will hear all those metaphors come out of my mouth today. So, I think the first thing is, you need to really think seriously about what stresses you out at work, and how much you can anticipate those stressors. The number one reason why people are actually miserable at work is because they, (a), can’t anticipate stressors, or they’re doing a bad job at it. Most of the time, we actually can, if we write it down, see it coming.

And, (b), they’re very bad at bouncing back from how those stressful situations impact their productivity, their sleep, and their other relationships. And so, if you are in a job where, if you say in the morning, think about what’s going to stress you out, in the evening, write down what actually stressed you out, and you can’t predict that.

And those unanticipated stressors screw up your communication with your spouse, make you task-switch too much, make you self-interrupt, interfere with your ability to communicate, all these kinds of distal outcomes, you’re in a bad place. I don’t care how great the job is on paper, unanticipated stressors, and your inability to kind of put stopgaps in place and prevent the bleed from that stressful event to your productivity and to your other aspects of your life that you care about, you’re in trouble.

And that’s different for everyone. For some people, that’s being interrupted all the time. They can’t control the flow of work. For other people, it’s just being late. They can’t stand it when they can’t control how long it’s going to take them to drive to work and where they’re going to park. So, you have to figure out what those triggers are. And I think most of us don’t actually put enough weight on low-level daily stressors and how much they impact us, but they really can screw you up because they can affect your sleep, how often you get colds, your diet, and all of this other stuff that has nothing to do with work, that then feeds back into work.

So, I’d say measure those things. That’s kind of, you know, it really comes down to control over those things. I’d say the other dimension that really matters is how identified you want to be with your career, how much you want it to define you, and how much that career is loving you back. And if there’s a huge mismatch, if you are, like, in love with this career, it’s everything to you, when it’s going well, you feel good, when it’s going poorly, you feel terrible, and it’s just not giving you those signs that it’s loving you as much as you want to love it, it’s an unrequited love situation. That’s a bad place to be.

I think, and, again, all of us can be, we can find that match in different places. Anchoring just on income and things like that, I think is a mistake, as you talked about, you know, finding the model who’s funny and rich, there’s going to be a mismatch there because you’re going to fall in love with that person and they’re not going to love you back.

So, I’d say that identity match and control over your stressors, those are the main things. I think if you have those things in check, you can kind of play around with those other dimensions and find happiness at work. But those are really those things that are kind of deal breakers, I think, for most people.

Pete Mockaitis
Well, it’s really intriguing to zero in on these elements. Because it sounds like, is it fair to say, in your research, these trump the other things in terms of, I say, “Hey, you know what? I find my job meaningful. I find it challenging. I enjoy my co-workers. I feel like I’m learning and growing and attaining mastery. Like, I’ve got a lot of good things that make this job good”? But, if the stressor situation and the identity situation isn’t working for me, is that enough to just outweigh it and say, “I should probably get out of here”?

Tessa West
Definitely the stressors are. I think the things you just mentioned feed into the identity. So, if your colleagues love you, if you’re finding purpose in the work, the job is probably loving you back as much as you’re loving it. And so, I’d see those as sort of like an outcome of that identity match, “You know, I feel highly identified with this job and it’s bringing me satisfaction.” Both pieces of identity are important. You need to feel satisfied with that identity and also feel like you’re getting something from it.

And then when you have those pieces, you love your coworkers, you’re willing to kind of step in at 10:00 p.m. and do the extra thing because you feel like the job is loving you back, so those are outcomes of those things. Stressors are like throwing wrenches into all of those things, “I have great communication at work, but I never know how long it’s going to take me to get there. And some days I get there an hour early, and it’s great. Other times, I get there an hour late and I’m sweating and stressed the rest of the day.” Those things absolutely throw a wrench in the relationship with your career.

So, I think you just really have to pay attention to those things, and don’t let yourself be talked out of them because the income is good, because the comp package is good, and people do this with relationships, “I’m dating a rich guy. Who cares if he treats me like crap.” It does, it matters. You’re not going to care about the money when he’s yelling at you or calling you ugly. You’re just not. And the same is true at work.

Pete Mockaitis
Well, could you give us a rundown of some of these unanticipated stressors that pack a big punch and show up all the time for folks?

Tessa West
I think the main ones are things like your boss shows up and puts a meeting on your calendar that you didn’t plan for. Commute is another huge one that people can’t stand. Senior leadership showing up. Absorbing the roles of other people. So, I did a study for this book based on an NPR kind of short called “Nobody Told Me That,” where I asked people what are the biggest surprises they encountered at work.

And it’s almost always, “I was hired to do X and now I’m doing Y. I was hired to showcase art in a gallery but really all I do is lift 120-pound boxes of art, but no one told me that like lifting heavy objects was part of the job.” And those kinds of, like, tack-on tasks are super common at work. I think 80% of us are doing them, but they take away from your job. They often have nothing to do with what gets you promoted, and they’re super stressful because you don’t know how to fit them into your job.

And so, you have to do a lot of digging to kind of figure out if those are going to crop up. But those unanticipated extra roles or jobs of the person who called in sick, or they fire the person who’s in charge of that, those are huge, and they tend to be small asks, 10-, 20-minute asks, not heavy lifts, but they really eat into people’s wellbeing. And you can feel your blood pressure going up when you’re in the middle of something and someone comes and asks you to do one of these things, like lifting a heavy box for them that you did not sign up for.

Pete Mockaitis
Okay. So, these are the kinds of stressors. And then, I’m curious, just how much is too much? I mean, it sounds like every job is going to have a little bit of ebb and flow and unpredictability. How do we make that determination?

Tessa West
The best way to do this isn’t to ask yourself, “Have I hit my wall?” It’s to actually map out what the outcomes of those stressors are. And so, our instinct is to think about the things that stress us out and then try to kind of reframe them in a positive way, “Yes, I had to lift that heavy box, but this is part of what it takes to climb up at work.”

I urge you not to try to do that kind of reframing exercise. Instead, measure how often you’re lifting those heavy boxes, and measure your sleep every night. If what you find is, if you have three days in a row of, say, an unexpected stressor, a late commute, a calendar invite with no notice, a heavy box, and then you can see that, say, for the next five days your sleep is screwed up, this is what happens to me, my unanticipated stressors are cumulative.

One, I’m fine; two or more, I don’t sleep for a week, that’s when you know you’re in trouble, and so you really have to see those associations. Don’t assume you know what they are because they’re often a little bit distal. The way stressors work is they tend to not impact us immediately. They tend to be cumulative and distal.

So, if you’re stressed out right now, you’re going to get a cold in two weeks. That’s how long it takes for your immune system to take the hit, for it to get down, for you to get infected with something, for you to be symptomatic. So, we often don’t see the connection between the stressor and the outcome. The only way to know is to measure it.

Pete Mockaitis
Okay. So, let’s talk about these measurings. So, one is sleep, and I’m sporting an Oura ring right now, and that’s cool. Or you could have a Fitbit or Apple Watch or something or just notice, “Hey, that sleep was short. I woke up at 5:00 a.m. against my will. What’s that about?” Or, “I went to bed at 11:00, and somehow didn’t end up actually falling asleep until much later.”

So, you just sort of, you notice. Sleep is worse, outside my control. It’s not like I was having the time of my life partying somewhere and I got to bed late. But rather, my body just did not comply with my sleep request. So, there’s one indicator. What are some of the other things we should be observing and tracking?

Tessa West
Weird diet, skipping meals, eating junk food, eating your feelings, drinking, those types of things. Low-level conflict is another one that we often see. So, if you have, say, two or three days of low-level stressors at work, you’re going to end up fighting more with your kids, with your spouse. You’re going to yell at your kid for watching too much iPad, those kinds of things, which in the moment, you have a reason, “My kid was really grinding me. He refused to put down the iPad, so I yelled at him.”

The real reason is, “You know, I had a fight with my boss this morning, and I never came down from that kind of cortisol boost, and now I’m exhausted. I have no ability to sort of cognitively override that,” so low-level conflict at home. And then the other kind of unanticipated one is self-interruptions at work. So, I have a chapter in my book called “The Torn Between Places,” where I figured out that most of the time when we are interrupted at work, we do it to ourselves.

We self-distract. We check our phones. We minimize windows to open other windows. We shop on Zoom calls. And we often do this when we are cognitively depleted, meaning like we’re out of mental resources to not do it. And when you’re stressed, you tend to kind of eat away at those resources, and so you find yourself texting, checking your phone constantly at work. That’s another outcome of feeling kind of chronic low-level stress.

Pete Mockaitis
That’s really intriguing and good to flag because if we’re stressed, tired, out of cognitive resources, sometimes you might assume, “Well, the thing you’re going to do is immediately go to sleep.” And yet, it’s funny, it’s like the suppression power of being depleted means that, “No, what we do is just what we really want to do and have been suppressing.”

I remember back in the pandemic days, there was a time my wife was sick and it was all me. Full, 100% childcare, it’s Pete, the dad’s time to shine, and it’s like, “Okay.” And so, I thought it’s always kind of intense and kind of exhausting, and I always also try to keep a few things in the air, a little bit with work in terms of, like, respond to a few things and whatnot. Just not totally dropping the ball there.

And it was so funny, you would think that after those days, I’m like, “Oh, my gosh, I’m just going to just collapse immediately into bed.” And what I found myself doing, it was so weird, it was like, I went and played video games, and I don’t do much of that in general, but it’s just like, “This just really is what needs to happen right now.”

And so, you’re highlighting an interesting phenomenon in the human experience. I don’t think I’ve heard someone articulate quite this way before, is when that’s happening, that’s a sign that we are mentally depleted and/or stressed.

Tessa West
I think if you find yourself seeking out alone time at weird hours to do weird things that you never used to do, and you’re sort of justifying that as alone time, “I went through this as a new parent,” “I went through this in the pandemic,” and not because you really don’t get any alone time but because you’re too depleted to do any work, and your cortisol hasn’t dropped enough so you can’t fall asleep. So, there’s kind of this, like, bottom-up top-down problem of like physiologically your body can’t actually relax enough to sleep.

You know, things like cortisol, they peak in the morning, they peak in the afternoon, and then they’re supposed to go down, so that by the time you’re ready to go to sleep, you don’t have all this, like, adrenaline and all this cort in your body. But when you’ve been stressed, you break out of that cycle and so your brain can’t do anything, but it wants to play video games, it wants to watch Netflix, it wants to do something distracting that isn’t sleep but doesn’t involve social interaction, which is kind of depleting.

So, if you find yourself wanting to play video games at 2:00 o’clock in the morning or watching TV instead of sleep, that’s usually a sign that your body is too physiologically strained to sleep, but your mind is too exhausted to do anything real, and I think that’s just a red flag a lot of us aren’t really trained to look out for.

Pete Mockaitis
Okay. So, thanks for flagging that one. Flag of the flag. Anything else we should be observing?

Tessa West
In terms of stress, I think anything with disrupted patterns. If you usually exercise and then, all of a sudden, you’re not motivated to. If you want to disengage socially, that’s a huge kind of red flag that you’re probably pretty stressed out. Social interactions tend to be depleting for most people in some way, even if they’re good, even if they’re engaging. Those are the kinds of things we tend to be a little bit withdrawing from.

And then I think the other thing you should be really attuned to is stress contagion. So, I do a lot of research on how the stress we feel spreads to other people, and how, when we’re really stressed, we’re actually hyper-attuned to the stress cues of others. So, if I’m stressed and then I interact with a co-worker whose voice is a little bit hyper, who’s really fidgety, who is avoiding eye contact, I’m going to be like super sensitive to those cues and even more susceptible to catching that person’s stress.

So, if you find yourself getting ramped up when you’re around a hyper or stressed-out colleague, you can feel your heart rate going up, you can feel your palms sweating, you’re probably already kind of at a disadvantage. You’re a little bit stressed out, and you’re going to be super susceptible to catching the stress of other people around you, and so you kind of have to regulate that and take yourself out of those social contexts.

Pete Mockaitis
Okay. And you’re also talking about some assessments and questions that you can ask yourself and record answers to regularly. What are some of the potentially insightful items on those assessments?

Tessa West
I think if you want to go at this really simply, the easiest thing you can do is, in the morning, ask yourself what you’re the most worried about going into the day, and how your sleep was that night. And in the evening, ask yourself was that thing that you were worried about actually that stressful and what unanticipated stressors you faced?

What I find in my book is that about 50% of the time, the things we’re the most worried about in the morning tend to not actually be that bad, mostly because we can put steps in place to make ourselves feel better, to prepare for them mentally so that we are challenged, we’re not threatened. But when we looked at people’s so-called unanticipated stressors, they were things that they actually encounter really regularly.

So, the irony is they’re not actually that unanticipated when they thought about it. They just didn’t anticipate them in the moment. And those are those things I talked about, like a commute running late, or that calendar invite, that in the moment you didn’t anticipate, but if I asked you, “How often has this happened?” most people say, “Oh, it actually happens pretty frequently.”

So, they’re not actually processing these things as frequent stressors. They’re processing them as unanticipated until I tell them to write them down, and they’re like, “Oh, yeah, actually, I actually deal with this like once a week.” So, I think that’s the simplest thing you can do is kind of measure those patterns.

And then I think the key reason why you should do this, not only just to learn about your own body, your own experiences, but if you are to look for a new job, if you’re to start networking with people, you know exactly sort of what to ask for, what red flags are going to spike your blood pressure. So, you can ask questions like, “How often does the boss put unanticipated meetings on the calendar?”

If you’ve identified that as something that really stresses you out, you want to avoid that in your next job. But you really have to be like very kind of systematic and learning your own triggers so that you know exactly what to ask and when during those networking conversations during those job interviews.

Pete Mockaitis
So, it sounds like merely identifying the patterns and anticipating the stressors prior to them occurring is useful and powerful for your own resilience in and of itself. So that’s cool. Great.

Tessa West
Yeah, absolutely. We got to learn what makes us not sleep, and, surprisingly, people don’t actually know. Scientists know. We can run statistics on you and tell you, but if I was to ask you, “Why didn’t you sleep last night?” You’re going to make up all kinds of things, from the room was too hot, to this or that, and it probably has very little to do with those things. You just don’t know because it’s something that happened three days ago that’s impacting your sleep.

Pete Mockaitis
Okay. Well, then I’m curious, one thing that’s in our control is to say, “Oh, this job has a ton of the things that trigger me. It’s time for another job.” So that’s one thing we could do, is make the switch. I’m curious about what are some of the things we might be able to do to, since you’re highlighting here, that stress can be a sneaky little bugger who has negative impacts days and weeks later than the actual inciting incident occurred? So that seems to suggest that it would be in our interest to proactively do some things about how we are handling stress so as to flourish all the better. So, lay it on us, what should we do there?

Tessa West
Yeah, I think here’s the good news. You have a lot more control over the impact of stress and how frequently you encounter these things than you realize. I think the good news is most of the stressors that are actually anticipated are things you can control to some degree. So, if you figure out, for instance, that your boss tends to put those unanticipated meetings on your calendar, once you sort of track the data, you realize it’s occurring every other Thursday or something like that, or you can figure out what that pattern is with your boss, then you can kind of put those blocks in your day.

I think one of the main things that stress people out is not getting their list of things done in the day, but if they actually figure out why, it’s through self-interruptions. There are things you can do to kind of prevent self-interruptions. If you’re being interrupted by other people, I talk in this book about how you can look around the environment and figure out sort of who’s interrupting you and when. Is it because their office is close? Is it because their office is not close, and they don’t know how to systematically interrupt you?

So, tracking these things, learning your own environment, and then putting stopgaps in place is huge. I think once I figured out what stressed me out, which was disappointing people, not getting them something done in time, and then I was thinking, “Okay, why am I disappointing them? Am I taking on too much? Sure, maybe I’m taking on too much,” but that wasn’t actually the reason. The real reason was, during my smart time every day, which was from 8:00 to 10:00 a.m., I was interrupting myself up to 15 times to check my LinkedIn to see who liked a post.

This is embarrassing, but I will admit that this happened. And once I started tracking my own behaviors, I realized I have this weird tick where I want to see how popular I am on LinkedIn, and it’s usually in the morning and that’s conflicting with my smart time, and when I don’t get my smart time, and I don’t get the thing done, that then leads me to disappoint people. So, if I’m 100% honest with myself, I have complete control over that daisy chain of events that’s leading to the stressor.

It took me a really long time to figure out what it was. But once I did, all I did was put away LinkedIn for those two hours, and it totally solved the problem. And that’s kind of a simple example, but I think, once you are honest with yourself about what you’re actually doing, what situations you’re putting yourself in to potentially exacerbate these triggers or allow them to happen, if you have a commute, you just have to plan for the max. You know, if it’s between 30 and 60 minutes, just always assume 60 minutes.

Things like that, I think we have a lot more control over, but you do have to play detective of your own behaviors, of your own triggers, of your own weaknesses, and admit that you have them, and then instead of band-aiding problems, my sleep deprivation, I bought all those cold sheets that they tell you, “Okay, well, it’s probably too warm in your room.” So, I bought those.

That wasn’t really the issue. It was conflict with someone at work that had happened like up to two days before that. Once I figured that out, I didn’t need the cold sheets and my sleep was fine. But you do have to do the homework and do the digging, but most people can actually figure it out.

Pete Mockaitis
Okay. And that’s really cool how sometimes, when you do the detective work, you’re on the case and you see, “Aha, it’s because of this, and I can make this shift. And then as a result, things will things be hunky-dory.” So that’s super. I’m curious, if you discover some stuff that is less in your control, sort of like no matter what you do, this colleague is going to critique your work.

And not that they’re being a total jerk about it, but they’re just going to be like, “Oh, you know, you should do this. Oh, why didn’t you do that? You know, and that’s just, okay.” That’s just kind of the way they are. Maybe you’ve even asked them, “Hey, you know, I’d really appreciate it. You know, I work best under these kinds of collaborative conditions.” Okay, whatever. You’ve done all you could do and still, stuff happens, and it’s being served at you. How do we best deal with those pieces?

Tessa West
Yeah, I think, you know, my first book is called Jerks at Work, and it’s like, try all those strategies, and if it doesn’t work, then you need to go into Job Therapy and learn how to network to find a new job. I do think, I don’t want to be Pollyannish and think you can solve all your problems. I do think controllability is a huge piece.

Once you figure out what needs to be controlled, what the problem is, if you can’t control that in much the same way that you can’t fix a marriage by yourself, if your partner is like, “Screw this, I’m not interested in therapy. I’m not interested in doing any reparative work,” that’s when you have to start exploring new things.

What I don’t want people to do is think that that means quit and then start applying. I think you need to start having those kind of 15-minute conversations with strangers while you’re still employed, because a lot of us have a grass-is-greener idea, and we don’t actually know whether we’re going to face the same thing in another job that we’re facing now.

And I think the easiest thing you can do is reach out to people who are in your organization or outside of it, or in your industry, and I know people don’t like networking, but I think of networking conversations more about information-seeking and asking them about their jobs and less about talking about yourself, just to get a feel for what the day-in-the-life is of other jobs, and that should be your only goal, “What is the day in the life like of this job, at this company, at this role?”

Really simple mundane questions about, “What do you do every day? What does it look like? How loud is it? Who are your colleagues? How much control do you have over how you see them?” Those kinds of low-level things. You want to reach out to as many people as you can to have those conversations to see what it’s like on the other side, instead of assuming that it’s going to be better because often it’s actually not so great on the other side, and you kind of have to bide your time a little bit before you start reaching out or you start applying for new things.

But I think that that very first step is just talking to people in those companies, and just saying, “Hey, can you tell me, like, what your day-to-day is? What do you do like from 9:00 to 5:00, from 9:00 to 10:00, 10:00 to 11:00? What’s that look like?”

Pete Mockaitis
I like that specificity there. And I’m curious, while we’re biding our time, we’re doing our research, we’re talking to some people, are there any sort of like first-aid strategies you recommend for, we’re getting blasted by work stressors all the time? How do we just kind of deal and cope better? You suggested not reframing, “Well, this is just part of what you have to do to get ahead.” So, if that’s something that we don’t want to do, what’s something we do want to do?

Tessa West
I think the easiest thing you can do to kind of regulate, and this, actually, this is going to sound like a weird connection, but it comes out of the “Intimate Partner Violence” literature. So, how do you get from ten to one on, like, that anger scale? Is just taking yourself out of the situation, going for a walk, or shutting yourself in your office for ten minutes alone? Don’t interact with anyone. Don’t go complain immediately to a colleague if you’re stressed.

Our instinct is to want to sort of, like, explode our negative emotions onto others in an effort to get them to regulate it for us, to get them to make us feel better, to complain. And I think that instinct is fine for maybe later on, but at first just take a couple minutes, I think, and go for a walk, or have a cup of coffee. I think the best emotion regulation strategy in the “Intimate Partner Violence” literature is count to 100 alone in a room. That’s the best predictor of getting people to, like, not want to punch someone because it actually helps downregulate emotions at the basic physiologic level.

So, your blood pressure goes down, your heart rate goes down. You need to do the things to get your body to change before your mind can. And I think for some people, they’re good at meditating, I’m not. But I can take 10 minutes to, like, listen to music or something like that. Just do that a couple of times, I think, is the easiest and the best strategy people can do.

And I think building your physical space in a way that’s comfortable is also really important. And temperature matters, sound matters, so as much control over your little environmental, you know, whatever kind of makes you happy in your environment, those creature comforts is really important.

Pete Mockaitis
You talk about “Intimate Partner Violence” literature, I guess I’m just thinking about, like, children and their emotional regulation pieces. It seems like many of these really do still apply to us.

Tessa West
Yeah, timeout, self-induced time out. It’s the same. When it comes to emotion regulation, there’s only so many ways to skin a cat, and you don’t actually need to be that complicated about it. It really just comes down to taking deep breaths and getting your heart rate down. Once your body is calm, then your mind will follow.

But I think we often want to do something immediately that feels good, that feels like a release, and that usually means word vomiting to our colleague. And that’s the thing I would avoid because that leads to stress contagion and all that kind of yucky business.

Pete Mockaitis
Okay. So, we’ve immediately managed our stresses, we’re doing some research. What are some of the other key steps you recommend that we undergo when we’ve determined, “Yep, it’s time to make a switch”?

Tessa West
I think that kind of the number one thing is talking to strangers. I think 15-minute conversations are key. In the book, I talk about how you can reach, how you can write a cold email to someone and get them to actually write you back. I had to do this for the book. I was shocked at how much people were willing to talk about themselves. What they weren’t willing to do is have a conversation where I sold myself to them for no reason, you know, like, “I’m on the job market, I’m looking for something, and I’m going to tell you how great I am.”

No one would reply to emails like that. Not that I was doing that, but people often reach out in an effort to impress. And I think, instead, you want to reach out and say, “I have these three questions about before you started this job, nobody told me that. How would you answer that?” I think little things like that. I think the job interview process is a place where we often have terrible communication. We don’t have honest interviews, like we don’t have first dates.

I think it’s really important to remind yourself that, during that early kind of sourcing stage where you’re learning about a job, you’re talking to a hiring manager, you need a little bit of tension in those conversations where you’re asking tough questions. People avoid that because they think it makes them look bad or ungrateful, but you can onlDy kind of build intimacy with some tension in close relationships, and I think that’s true with job interviews.

You want to ask those tough questions. People like it. It turns out it looks like you’re looking for long-term fit. So, I think asking some difficult questions to assess fit, to find red flags. My favorite question is, “What does it look like to fail at this job?” People always can answer that one because they’ve seen it a million times. It’s better than asking, “What does it look like to succeed?” because that tends to be vague. Failure tends to be specific. So, questions like that. I think you just have to be willing to have like super honest conversations and listen to people and not sell yourself. At least, that’s not your initial goal.

Pete Mockaitis
Okay. Any other tips as we’re all walking this journey?

Tessa West
Don’t feel afraid to get rejected when you’re reaching out to people you don’t know. People are very nervous these days about looking awkward. I study social awkwardness, and it largely lives in our heads more than how it manifests behaviorally. And we’re a little out of practice with talking to people we don’t know, and I think that’s why people aren’t dating as much. It’s why they are afraid to have coffee or a Zoom call with a stranger. But everyone’s in the same boat, so it’s okay.

Do not think that you can learn about a job by sitting on your couch and reading websites and Glassdoor stuff, or even and getting those LinkedIn certifications, or whatever. You really can only learn about it through interpersonal communication and talking to people. I’m convinced that websites and passive learning, video watching, can only get you so far. You need to get in there and learn about the hidden curriculum and all that juicy stuff that people don’t advertise about jobs.

Pete Mockaitis
When you say the hidden curriculum, what do you mean by this?

Tessa West
This is all the stuff that leads you to succeed at work that nobody talks about. Sometimes that means that company policies go against what it takes to actually succeed. The dark side is like taking maternity leave is a bad idea because someone else will take your job. That’s a piece of hidden curriculum. Sometimes it’s weird norms.

So I asked people, I did a study where I asked them about all the weird norms they encountered at work, and sometimes it’s like where you’re allowed to sit, who you can email to ask questions, whose orange juice you can drink from the office fridge, little things like that, but also things like knowledge transfer, which is a complex concept of, like, “If I know something from my old job, do people give a crap in my new job? Are they interested in learning about that? Or do they have their own set of rules here that contradict that?”

And I think a lot of us have a hard time getting over a newcomer hump at work because we assume the knowledge from our old job will carry over to a new one, when in reality there’s like a whole new set of norms and rules and even jargon. That’s another thing that we don’t like at work, but it’s super common. Everyone has their own terms, their own acronyms they use at work. They tend to be pretty idiosyncratic to companies. So, the ones you know now at your job now are going to be different than the ones that the new company uses.

So, just like, “How much of that do I have to learn? How steep is that hill to climb?” And what I think will I need to succeed, is that really what the people who’ve succeeded have? I’ll say one more thing which is job ads often have a list of requirements that are not the real requirements needed. And the reason why is because it’s for the sourcing for hiring managers. They want to cast a wide net so they tend to sort of underwrite ads, but what they’re really looking for is often not written in that ad.

And so, you have to do some digging to figure out, “Okay, they actually left out this really important thing that everyone who’s ever gotten this job had but it’s not in the ad because if they put it there, they’d only get three applicants,” or something like that. There’s lots of kind of mundane reasons but even at the level of the job ad, there’s a hidden curriculum of like what’s missing from that that you really do need to land the job and to succeed at it.

Pete Mockaitis
Thank you. That’s really nice, and it’s pretty substantial just how much is hidden, and just how skewed and inaccurate a picture we could get if we only rely on what’s published.

Tessa West
Yeah, think about it like a dating app. Imagine that you meet someone based on their app profile. Would you think that that app is 100% accurate and representative of the person? Most of us would laugh and say, “Of course not. That photo is 15 years old. They overestimated their height and their income and all this other stuff.” We know that, right? We intuitively know that our dating profile is not representative of us, so why do we think a job ad is representative of a job?

It’s the same kind of logic that I think you should apply. And when you meet someone on a first date, you want to do a little bit of digging to see how accurate that profile was. A lot of us are feeling catfished. We show up and we’re like, “That’s not you.” And I think that can happen with jobs, but we’re feeling much more vulnerable than when we’re dating, where we’re afraid to kind of dig for the truth because we want to get to the next stage.

So, we don’t ask those questions like, “Who wrote the ad?” and “Has my future boss even seen this ad?” Most of the time the answer is no. Some hiring manager wrote it, scraping from Indeed. And so, we have to treat it with that same level of kind of circumspect perspective that we would a dating app.

Pete Mockaitis
Okay. Well, Tessa, tell me, anything else you want to make sure to mention before we hear about your favorite things?

Tessa West
I’m a professor so I give you a lot of homework. It’s going to feel like a lot, but once you get the hang of kind of measuring yourself and learning about yourself by collecting these data, you’re going to be, hopefully, pleasantly surprised at the new things you’re going to uncover. And I think don’t be afraid to reach out to people and have those conversations. That’d be the one piece of advice I give people.

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

Tessa West
Probably “Culture eats strategy for breakfast” is one of my favorite quotes. I think that it just kind of encompasses this idea that workplace vibes, culture, zeitgeist can really override anything that we do to plan. I think that is something that I kind of like live by. Don’t ask me who said it. I can’t remember.

Pete Mockaitis
I think Drucker.

Tessa West
Drucker, that’s right.

Pete Mockaitis
And a favorite study.

Tessa West
Probably be something on morality and norms. I’m doing a lot of research these days on how we interact with people who make us incredibly uncomfortable. So, one of my favorite studies in this space is by Wendy Mendez on the brittle smiles effect.

So the more uncomfortable we are interacting with someone who’s different from us, the more likely we are to smile, be nice, engage in friendly overtures, let them win negotiations, but at the same time our physiology suggests we’re incredibly stressed out. And so, I love that because it’s this juxtaposition between what our bodies are saying, which is stress, and what our minds are trying to override, which is overt friendliness in an effort to compensate for that. And I think that can explain why we often suck at giving feedback because it’s uncomfortable.

Pete Mockaitis
Okay. And a favorite book?

Tessa West
I only read fantasy novels these days, “Shadow Daddies,” that kind of thing, Sarah J. Maas.

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

Tessa West
Noise-canceling headphones.

Pete Mockaitis
Oh, I love noise-canceling headphones. Which one are you working with?

Tessa West
These are not it but I use Bose headphones because my office is all glass walls, and I can hear everything around me all the time, and I’m one of those noise-sensitive people, so I can’t concentrate if I can hear a conversation going on. So, I live by the noise. Sometimes I layer them on with wireless headphones. I’m going to sound totally crazy. Wireless headphones underneath with a noise machine going on on my iPhone, like a fan, and then the noise-canceling headphones over those so I really can’t hear anything.

Pete Mockaitis
Oh, you know, I love it. I would put earplugs in and then headphones over the earplugs.

Tessa West
I do that too, but it’s not enough. You got to get the fan sound on the earbuds, and then the noise cancelling over that.

Pete Mockaitis
And a favorite habit?

Tessa West
Getting a latte four times a day.

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

Tessa West
Keep it real. Just say the thing. At the end of the day, you’re going to get it out. It’s going to take you a while, so just say the thing.

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

Tessa West
You can check out TessaWestAuthor.com, which has all the quizzes for my book. There’s also going to be just a whole bunch of downloadable materials, little guides on how to do the stress test, how to measure yourself, how to network, all that fun business. If you’re interested in my research, you can check me out at TessaWestLab.com.

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

Tessa West
Yeah, reach out to five strangers this weekend and set up chats. Just cold reach out, follow the guide I give you, and just frame up three questions that you want to ask them, where you want to learn about their job. They can be completely outside of your industry. You’re just looking to learn new things.

Pete Mockaitis
Beautiful. Tessa, thank you. This is awesome.

Tessa West
Thank you so much.

991: Mastering the Five Tiers of Career Development with Andrew LaCivita

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Andrew LaCivita discusses the most important career investment you can make: your skill development.

You’ll Learn

  1. The biggest assumption that’s hurting your career 
  2. How to pinpoint what skills you need to develop 
  3. Three easy ways to build your confidence 

About Andrew

Andrew LaCivita, a globally-renowned career and leadership coach, is the founder of the milewalk Academy®. During his career, he has impacted over 350 companies, more than 100,000 individuals, and spanned nearly 200 countries, helping them unlock their full potential. He is the best-selling author of four books including Interview Intervention, The Hiring Prophecies, and The Zebra Code. You can join him on Thursdays for live, complimentary career coaching at his Live Office Hours on YouTube.

Resources Mentioned

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Andrew LaCivita Interview Transcript

Pete Mockaitis
Andy, welcome.

Andrew LaCivita
Thanks for having me, Pete.

Pete Mockaitis
Andy, I would love to hear, you’re a renowned career coach, you’ve seen a lot of clients, learned a lot of things in your day, could you kick us off by sharing a particularly surprising or counterintuitive discovery you’ve made about us professionals and what we got to do to really stand out and advance?

Andrew LaCivita
One of the things that I’ve noticed as a consultant, as a recruiter, and now as a career coach, I would tell people, and most people don’t…I don’t know that we’ve ever wired to think this way. “We’re wired to go to our jobs, do a great job, learn how to do your trade do, it well, and you will have a good career if you can do your job well. But if you want to have a great career, like you really want to stand out, you want to be the best of the best, or the happiest of the happiest, it’s working more on yourself.”

And in order to work more on yourself, you have to, it’s just like building your bank account. When you get paid, the first thing that, what we hope you do if you want to save money or invest it, is to actually take money out of your check and then put it into your savings account so that it builds over time. It’s the same thing with your career, is that working on yourself, it needs to be planned first or at least a non-negotiable.

What I do every week, which I think is an odd habit that people would think is counterintuitive, is when I plan my week, I actually plan my skill-building time first. So, I pay myself first, I work on myself first, and then everything else gets planned in, but it gets planned in after that. So, I would say that’s kind of a counterintuitive habit that I have, and I just I think it’s really a key to being successful and enjoying your career. And I think that way you will always feel like you’re growing as well.

Pete Mockaitis
Now, that’s very resonant. We’ve had a couple guests hit that point in terms of someone asking the question, “Well, how much time are you spending working on you?” And for some, it’s like, “Uh, I guess none. Oops.” Or folks will say, “You know, the time you spend in this strategic, skill-building stuff is the most rewarding ROI time there is if you want to be the best of the best in terms of advancement and financially, income, salary stuff,” or I love the way you said it, “or the happiest of the happy, that it takes some development just to feel great in the midst of challenges and stuff going on.”

Andrew LaCivita
So my company, milewalk, during the period between 2004 and 2019, so 15 years or so, we would run surveys every year and we probably totaled up maybe about 20,000 people over the course of the 15 years, had contributed data, and we would always ask them, “Why did you leave your current job? Why are you unhappy in your current position?” things of that nature. There were a variety of questions, but one of the top three reasons was, “I’m not learning anything.”

And I think a big part of that is people expect their organizations to teach them. And while the best organizations will teach them, you can outsource a lot of things but your own career is not one of them. So, if you truly want to develop, you have to take accountability, which means creating space in your life to do that. And I coach a lot of people on a high-performance basis.

And those individuals who want to become the best at their craft, when they enlist my help for how to go about, “What skills do I need to build? How do I build them?” we work together on this stuff, one of the first things I ask them is, “Can you show me your calendar?”

And, inevitably, a lot of them say, “Why, do you want to schedule our future sessions?” I say, “No, I want to see on your calendar where you’ve actually planned time in order to build those skills to achieve those goals that you just told me about.” And inevitably, they don’t have any. They just assume that they’re going to get it on the 9:00 to 5:00 job. And I said, “Well, everybody’s got the playbook. Everybody can learn how to build their widget or provide their service. It’s all those other skills you need to become better,” and like you said, live the more rewarding career.

Pete Mockaitis
Well, Andy, we are speaking the same language. It’s pretty essential to take ownership of your career and your skills, otherwise, you’re just rolling the dice, you’re gambling. You may or may not have fantastic coaches and mentors present in your workplace who say, “Hey, Andy, tell me, what are you working on? Where do you want to go? What are your strengths? How can we make sure we can build your development plan into what you’re up to, and the assignments that you’re getting, and reflecting, and mentoring, and turning everything into wisdom-generating stuff?”

Some people have that, and it’s a dream come true and it’s precious if you do. Heads up, that’s very special and you may want to stick around. But a lot of people sure don’t. Could you maybe guesstimate, for us in terms of the state of the world of work in the United States in the 2020s, what proportion of us have a phenomenal work, learning culture system, versus what proportion of us really better get proactive in a hurry if we want to get where we’re going?

Andrew LaCivita
I’ll give you kind of what I think the stats are. Interestingly, we all go to work thinking our companies are going to have these career development plans for us, “We’re going to work for a boss who’s going to teach us. We’re going to work for a boss who’s going to care for us, let us know what we need to do so we can get promoted and get paid more and be happier and so on.” I would bet, and by the way, I don’t like at my fingertips have this stat, but I’m going to give you my feel based on, now I want to tell you where I’m drawing the data from.

I was an information technology and management consultant from 1988 to 2004, so a long time, and at that time I’d coached and consulted to 150 companies. Between 2004 and 2019 with milewalk, that’s another 200 companies, so 350 companies. I’ve seen tens of thousands of people working individually with them. Looking at the organizations that I consulted to or recruited for, looking at the individuals I coach in all the companies they work for, knowing statistically that most people in the United States work for a small- to medium-sized company, so not a lot of people work for Coca-Cola, IBM, and these largest of companies. Most people work for small- to mid-sized companies, just statistically more than half.

So, when you think about how many organizations actually have a structured, well-thought-out career development model, I would probably say 90% do not. Meaning, one in ten are probably fortunate enough to actually have some type of structured career development model in place that says, “You’re this level. These are the skillsets we expect you to have, the level of proficiency we expect you to have them. If you want to go to the next level here’s what you need to work on. We have succession planning processes, career development processes, coaching and mentoring processes.” I would 1 in 10 would be my swag, so that is not a statistic I can claim to know.

But I would say that’s the state, and I would guess it’s worldwide.

Pete Mockaitis
Andy, that’s powerful. And you’re bringing me back some memories on a couple of the these. One, you said management consulting, and I worked at Bain for a while.

Andrew LaCivita
Love it.

Pete Mockaitis
And then when you talk about the structured situation, boy, you’re right, I haven’t seen it anywhere else in my own career and talking to many other people in terms of like, “Okay, are you an associate consultant six months into your career? Well, at this point, we now expect for you to conduct zero-defect analysis.

It’s like, “Okay, so six months in, we expect for you to stop making visible mistakes in the data,” which is pretty intimidating, frankly. The nightmare of many an associate consultant, having dreams of waking up in a spreadsheet, has happened to me before. But that’s very clear. So, we have a table there, I thought it was very impressive. It’s like, “These are all the skills as rows, and then the degree to which we expect them developed as columns over the course of time.” And then we can very clearly say, “Hey, how is your zero-defect analysis? Is that up to snuff or is it not?”

And most of us, because our jobs are so fluid, and we don’t have thousands of associate consultants who are kind of doing the same thing, but for different clients and business challenges, it’s really hard to know. It’s like, “Hey, are you great at digital marketing?” I mean, I can’t tell you, “Yeah, in nine months, I expect for you to be able to run a Facebook ads campaign with zero supervision and create a return on investment of a cash-on-cash basis for 70% of new clients.” Like, we don’t have that level of clarity and specificity. And so, you kind of got to go invent that for yourself.

Andrew LaCivita
It’s true. Interesting you talk about Bain. I started my career at Anderson Consulting. So, I was looking at career development models and grids and things like that. It was very clearly spelled out. Now, it probably was over-engineered, but at least we had the guideposts. But most people don’t have that these days.

And the other thing, you asked kind of about the state of things, but we live in a much more mobile time right now, meaning it’s rare that somebody would spend that much time in an organization and have the time to evolve. So, people, they’re more mobile, which is creating even more confusion because you’re going to different companies, different companies have different internal vocabulary and what they call things. It’s different now, which means you need to be more organized.

Pete Mockaitis
It is, yes. Well, fortunately, our pal, Andy, here, yes, you, organized some handy pieces in your book The Zebra Code. So, first, tell us why is it called The Zebra Code? That reminds me of the TV show “Ghost Rider” from the 1990s, but I don’t imagine that’s what you had in mind.

Andrew LaCivita
No, it isn’t. So, I have a weekly live show on YouTube, so I teach every Thursday, people come to the show, I teach them, and then they ask me questions.

In the question-and-asking period of the show, one of the gentlemen asked me, about standing out in a job interview, and I told this story about how, when I go out for a run out of my house, I run down the street. And on one side I got the goats, on the other side I got the horses, on another side I got the horses, and since I got all these farms around me, and I said, “Whenever I whenever I hear hoof beats, while I do not technically rule out the possibility that it can be a zebra, I’m thinking horses.” Employers are the same way.

When you’re in a job interview, you’re talking and talking and talking they’re thinking, “Oh, man, this sounds like everyone else that has ever interviewed for this job or anybody else that’s come from Bain or Accenture or whatever.” And people, the interviewers, they need to draw conclusions very quickly, they need to stereotype. And I don’t mean that in a bad way, meaning they have to draw on their own experiences with the limited amount of time that they have in order to figure out and extrapolate whether you’re going to do a good job in their company. It’s a function of the interviewing system, not the individual, him or herself.

So, when I said, “You need to be able to stand out.” Now that was five years ago. I told this little story and I never really thought about it. But when I was thinking about this career development book that I wanted to write, I said, “There’s a big problem in the world that, in this post-academic era, we don’t have that career syllabus.” You and I went to college. The professor hands you the career syllabus, you knew a few things. You knew what you were going to be studying on what given day, what the homework assignments were, when you were going to take the tests, what the tests were going to entail. You had some faith that the individual who was teaching you, at least was well credentialed, should have known his or her stuff. You had some faith in this.

But in our professional world now, the minute you throw your hat and tassel in the air, you don’t have that. That’s gone. And then the journey you take is it’s very difficult, as we go back to that kind of those jokes we were talking about the career development models, people don’t have that. And so, I wanted to solve that problem by saying, “Okay, if I had to rewind my clock 36 years, and I was walking out of school, how does somebody go through their evolution? And what skills would I learn? And what would I learn first so that the higher-level skills that I wanted to learn, I would learn them faster and more easily?”

And so, I put this structure together, this methodology that’s based on expertise in tiers as we go through our professional lives. So, there’s five tiers in the way that I see somebody evolving. They’re a producer, so, basically, you’re managing your own self. Then you become a communicator, which is from an interactional standpoint, “I need to develop communication skills that allow me to support others, be a team player, and so on.” But then as you evolve, you become more of an influencer where you’re using those communication skills to actually draw positive outcomes from people, motivate them, influence them, get results through them or on their behalf.

And then the developers, the fourth tier, which is really the individuals who can actually coach, manage people, but in units, but also build the systems upon which everybody operates. And then, ultimately, the fifth tier, you’re a visionary, where you are creating the new ideas, generating of the new products, the new solutions. And so, as I teach my leadership groups, I teach them these career skills, I don’t call them soft skills. I call them career skills because I actually think these are essential and harder to build than our trade skills, whatever your profession is, that is.

And so, as I looked at what I was teaching and how I was working with them and the issues they were facing, it became clear to me that there were 46 or so vital skills, that if you were able to build them, you would evolve through these tiers as I’ve laid out. So, The Zebra Code book is really this leadership coaching program in a book where I teach you how to put your skill-building plan together and operate it so that you’re not overwhelmed. You know what you should be working on based on your profession, your goals and aspirations, as well as incorporating in your regular old work assignments, “Are there things that you do on a day in and day out, or week in and week out basis where you want to get better?” And so that’s the problem the book addresses, that it’s like a maze.

Professional development is a maze, and people waste a lot of time because they don’t know what skills to work on, or they’re working on the wrong skills, or they’re working on skills but they’re not working on them the right way, or they’re not working on them in the most efficient manner. So, I tried to address all those skills in the book.

Pete Mockaitis
Well, Andy, I think that five tiers is very excellently done, as you think about, if you really zoom out, like, “Okay, no, really, where am I in the course of this career?” It’s, like, “Okay, fresh out of school, a first job, all right we’re squarely in the producer zone.” And then I can see, “Okay, yeah,” and then I’m doing the communicator, then the influencer, then the developer, then the visionary.

And if I may, sometimes these lines can get a little blurry in terms of we have someone without direct reports but has been around for a while and is quite highly paid, and senior executives are truly counting on some visionary levels of insight and expertise that they’re bringing to the table. So, not to jack up your model, Andy, but how do you think about those kinds of situations?

Andrew LaCivita
Well, one of the things I didn’t mention, and it’s something good for anybody who is interested to know. Inside the book, there’s also a leadership and skill-building assessment. So, the example you gave was great, because you say, “Hey, I could be a junior person generating great ideas, or I could be a very senior person who has lots of ideas, but I’m not really great at developing people.”

So, when you look at all the skill sets that really, I feel, go into each of these layers, I have an assessment for you to take, literally, a quantitative assessment that’s based on subjective questions that I’ve highlighted for you to see where you have opportunities to improve.

And so, what the model does is, it’s agnostic regarding who you are, your age, your profession. This is what I would say, in general, is the methodology shows you how to pick and choose skills at different levels that you need more help with and figuring out when the right time is to work on those. So, as an example, some of the some of the skillsets, to give you an idea, in the producer level are about self-awareness. We’re talking about your ability to focus. We’re talking about habit-building. We’re talking about planning and running your day, or confidence.

I know a lot of 40- and 50-year-olds that aren’t confident. I know a lot of 60-year-olds that don’t know how to run their day. I know a lot of executives who are creative thinkers who are ineffective at running their day. So, even the most senior people could benefit from building the producer-level skill sets. So, it isn’t a cookie cutter, “Hey, everybody at this level or at this stage start here and only work these.”

It’s taking you from that blank sheet of paper, to giving you some organization, to letting you pick and choose based on your current state. So, what you might find is if you’re a, let’s say you’re in your early 40s, give or take, you got a team of six people you’re trying to manage. Well, I can teach you things about how to better run your day. That’s producer-level stuff. And I could teach you also all of the components that go into motivating, coaching, developing, understanding somebody’s feedback language. How do you determine how to get the best results out of somebody?

So, the skills, it’s really there’s a compounding effect, and the earlier you start the more effective you’ll be at building habits, running your day, and so on because learning how to motivate somebody is a more complicated skill to build. Does that make sense?

Pete Mockaitis
Okay, beautiful. It sure does. So, this assessment, can you take it online for free somewhere?

Andrew LaCivita

I have a 47-page booklet that introduces all The Zebra Code methodology, these tiers we’ve been talking about, this assessment you can take, and also all the instruction to build your career plan, that’s free. So, if you just head to the milewalk Academy website, you can check out the leadership card. It’ll take you to a page where there’s a button there and you can download it for free. So, thank you for asking me that.

Pete Mockaitis

Cool. Well, yeah, so we’ll definitely link that. But let’s just go ahead and say, you mentioned focus and confidence, and those are things that a lot of my listeners a lot of times have said, “Yeah, we’d love that.” So, let’s just say we did that, we looked through all the skills, we said, “Boy, you know what, focus and confidence are the things. Now what?”

Andrew LaCivita

Okay. So, I don’t have any children but I don’t know if you have kids, but I know a lot of people have kids. But have you ever told your kid, “Hey, listen to me. Concentrate, focus on this, give me your attention.”?

Pete Mockaitis

“Get your shoes.”

Andrew LaCivita

“Get your shoes,” whatever. That’s not focus. The kid’s never been taught how to focus. They’ve been told how to focus. And we, as adults, have never been taught “How do we get complete command of our mind at any moment in time so that I can, at this moment in time, have the capacity and the ability to concentrate on only one thing?”

So, you ask me a question, right now I need to use muscles to be able to focus on that one thing. So that’s what I mean when I say focus. And what I tell people is, “You cannot possibly have the muscles to do that if you are not continually building those muscles. And in order to build those muscles, you need to be practicing building those muscles throughout the day, all day, every day.”

And what a lot of people do is they, I don’t want to say they practice distraction, but they are so distracted. The phone beeps. What do you do? You look at it. You are now distracted, which means you’re not concentrating on whatever it was that you were doing. Maybe you were having dinner with a friend. Maybe you were working on writing an email to your boss. The phone beeps. Boom. You don’t have the muscle to not look at it.

So, what I do is I concentrate on creating a kind of a lifestyle system that enables me at any moment in time to focus. So, what I do is, there’s basically six or seven things that I go through. Every night, the night before, the next day, I plan my next day, and you might say, “Well, how’s planning your next day helping you with focus?”

Well, number one, I’m getting ready for the day. I know what the day entails. I know that on this day, you and I are recording this on a Tuesday at 10:45 in the morning Central, we started. I knew yesterday that we were going to be meeting. I had everything set up. I knew where I needed to go, what information I needed for you, and so on.

So, I unloaded all of that, which freed up my mind for the evening, for my sleep. I woke up the next day, the next thing I did when I got out of bed and I went through my morning routine is I literally practiced focusing for 10 minutes on one thing, which is moving energy through my body. It’s just a way for me to practice concentration in an ideal environment where I know I will not have any interruptions. So, think of this focusing exercise as, “I’m going to do a warm-up for the day in the most ideal conditions.”

Because now we’re going to go into a day that has a lot of things associated with it, I did seven or eight things before our 10:45 appointment this morning. Well, I thought about everything that I was going to do for the day. I call it considering my day.

So, after I do my focus practice, before I get into my work day, I actually look at my whole day and I think about “What would an ideal day look like? What are the other outputs I’m going to have? What might I do if something goes wrong? What happens if I get interrupted?” And I’m thinking through all this. And what this is doing is it’s enabling me to let go of things that I need to, making sure that I can foresee what I wanted to happen, and then in the event any surprises happen or anything like that, I’m more equipped at any moment in time to be able to concentrate on it. And then I actually practice building my willpower muscles throughout the day.

And this is a great tip I got from Dandapani. So, I don’t want to take credit for this when it comes to willpower. But part of building your focus muscle is building your willpower. Your willpower is your ability to exert control to complete something. So, one of the things that I do as I go through, whether it’s a work deliverable or any household chores, or anything that I do, he’s got this three-step process. He says, “Finish what you start. Do it a little better than you thought you would. And then do a little more.”

And what that does is, if you go start to finish without taking your mind off it, you’re practicing staying in order. And what this is doing is it’s building willpower, and willpower is really your mind being able to concentrate at any moment of time, so that helps. And then as I work throughout my day, when I go from one thing to the next, again, everything I’m doing is aimed at creating free space in my mind so it’s not cluttered, so I can concentrate. 

So whenever I transition, so right before I started with you, I packed up what I was doing at 10:30, I made some notes, I let the dogs out, I thought about you, I thought about what a fun podcast will look like, and I was going through wrapping up what I was doing, thinking forward to what I’m about to do so that I don’t have anything hanging over my head from the prior hour.

Even if I spent an hour writing a great chapter in a book, and even though it was fun for me, I still accumulated stress in my forearms, in my fingers, even just thinking, maybe in my neck. So, I want to let go of that. And so, imagine not letting go of any of that throughout the day. People go from Zoom meeting to a phone call, to doing something, and they just keep accumulating that stress, which again makes it harder for them to concentrate on anything at any moment in time.

And so, these things along with kind of the last point is really the reflection and being able to think back about what happened, wrapping up your day, I do this as part of my nightly practice, but all of these things that I do are aimed at keeping a free mind so that at any moment in time I can focus and I can concentrate. And it takes all of these things and other things but it’s just like a diet.

I always say, “Look, if you eat a healthy breakfast and you think eating pizza and burgers for the rest of the day for lunch and dinner where you’re going to lose weight, it isn’t going to happen.” Well, it’s the same kind of thing. If you meditate for 10 minutes in the morning and then run harried all day, you’re still not going to be able to focus. There’s a lot of things I think it takes to be able to concentrate. So that’s focusing.

Pete Mockaitis

And that’s helpful in terms of, so those are some things associated with focus. So, maybe I’m just going to zoom out a smidge in terms of the first step is we’ve identified, “This is a necessary skill that I need to build.” And then we’ve also determined, “It ain’t just going to happen. I have to actually schedule some time in my calendar to work on me in order to make it happen.”

And then there are a number of practices, protocols, interventions, the stuff you do to build those skills. And you’ve selected a few, I guess based upon your research and your experience and what has worked for your clients, and then you go do them. And so, it seems like there’s just naturally a bit of commitment, discipline, consistency, habit-building that’s associated with making it happen.

Andrew LaCivita

That’s right. Wait, you nailed it. So, number one, that was a fantastic recap because the things that you’re saying about, look, what I just said, while it might sound long-winded, think about everything that you need to do to condition yourself and how, what you said, consistent you need to be in that you need to make the time to do it.

Now, people think, “Well, I don’t have 10 minutes in the morning.” If you don’t have 10 minutes in the morning to work on you, I think you need to rethink your life. You got to figure out if this is important to you, and it isn’t just about work. I mean, don’t you want to have better conversations with your spouses, your partners, your friends, your children? I mean, there are various reasons people don’t achieve their goals, but one of the biggest reasons that I would say most people don’t achieve them is they’re not willing to sacrifice what they need to sacrifice to create the free space in their life to work on whatever it is they want to work on.

Pete Mockaitis

Okay. Well, so applying these same kinds of fundamental principles, let’s say, now we’re zeroing in on competence, and that’s the skill we want to develop, how might we go about doing that?

Andrew LaCivita

I love that one because I think this is one of the most misunderstood skills ever because people think, “Okay, I need to see myself do it, and then once I’m successful I’ll have confidence,” but confidence, your ability to be confident has a lot more to do with your relationship with failure than it is success. What I say to people is, “Generally, recognize there are multiple reasons why you’re not confident.” It’s you have an activity that you’re reluctant to do, so there’s a task or something that, “I don’t know how to do, so I’m not confident that I can do it.” There’s a big project and you don’t know all the steps that you need to take, therefore, you’re not confident because you don’t know how.

Or the third thing, which is really a misnomer, where people are not confident because it’s something like, “Hey, I don’t want to speak. I feel like I have stage fright, and I’m not confident getting in front of a bunch of people,” when it really has more to do with the fact that you are worried about how you look rather than the performance that you’re actually going to help them with or how to serve them. And so, there are a variety of things that you need to think about.

When I help people with building confidence, the first thing that I say to them is, “Recognize that, as you do these things, you’re always trying to increase your level of performance. And in order to do that, you’re going to fail initially. Build failure into the process so that you become more comfortable with taking attempts at things.”

So, if it’s an activity that you’re reluctant to do, let’s say I’m reluctant to send a cold email to ask somebody for a job, or I’m reluctant to do that cold sales call, or whatever it might be, in these cases, I want you to add repetitions. If you’ve got to make 10 calls, make 20. The more you do, the more comfortable you’ll become, and even if you’re not getting the results you want, what are you getting? Have better metrics for evaluating your performance. Did you make the call? Boom, that’s good. That’s in your control. Did you practice your sales script? Great, that was in your control. Did you learn how the customer might object. Okay, now you’re going to be better armed the next time.

And so, what you’re doing is you’re constantly repping something because the conditioning itself will make it less scary.

And I say when you’ve got these big projects that you want to take on where you’re a little reluctant, it’s like my wife is in marathon training right now. She’s going to run her first marathon. You don’t think about running 26.2 miles. You think about “What does your plan say today?” It says, “Go run six miles.” You could do that. Go do it. So, you’re always thinking a few moves ahead, but not trying to eat the entire elephant in one bite.

And then when it comes to kind of that third aspect where people find themselves usually losing confidence, like the stage fright example I gave, is oftentimes it’s your success in life is going to have a lot more to do with is where you place your attention than your ability. And never is that more true than if you get stage fright or something of that nature. The reason that you don’t have confidence to go give a speech in public or talk at the round table or give the status update or whatever it is, is because you’re thinking about how you’re looking instead of the service you’re providing to whomever it is you’re providing.

If you’re giving a status report to your management team, you’re helping them understand what it is they need to know in order to decide something that they need to decide for the direction of the company. If you’re giving a speech, and that you obviously have something to offer, otherwise you wouldn’t be standing up there on the stage giving it, think about how you’re helping the people. And what this does is it has a way of diffusing that, I don’t want to call it imposter syndrome, maybe it’s imposter syndrome, maybe it’s your reluctance or hesitation or whatever it might be.

So, there are a number of things and tactics that you can do, but confidence, like I said, has a lot more to do with getting comfortable with failure than it does with successes, because that’s easier to be confident when things are going well.

Pete Mockaitis

Okay. Understood. Well, Andy, tell me anything else you really want to make sure to put out there before we hear about some of your favorite things?

Andrew LaCivita

One of the things I would tell people that is near and dear to my heart, because this is something I had to live through, and it’s something really hard for people to wrestle with, but I always say, “Don’t let what you can do prevent you from doing what you were meant to do.”

And the reason that I want to share that, I guess if you gave me an open invitation to share something, would be because a lot of us, and I’m sure you went through this too. You talked about working for Bain. At some point, you’re making a nice paycheck, you got to save for the kid’s college tuition, you got to pay for the cars, the houses, the whatever, and people, they know they can do it, they know they can be the engineer, they know they can be the accountant, but they really have an aspiration of doing something else.

I knew I could be an IT consultant, but I had aspirations of helping people. How do I do that? I felt like that was what I was meant to do, is really helping people in their careers. And one of the things that that takes is you need to, number one, you need to want it more than you’re afraid of it, and you need to have faith that there is a way to make a living doing what you want to do.

And there are a lot of people out there, and I’m speaking to anybody who’s listening who wants to make that change, there are people that are out there that need you to do what you’re aching to do. Don’t disappoint them by feeling like, “There’s no way to make a living” or, “It’s too late for me.”

I changed careers at 50, at 38 and 50. You can do it. So, I’d say The Zebra Code is all about that because it’s about building the skills that are enabling you to go after what you want. So, I would end with that, at least before you go on to your next sentence.

Pete Mockaitis

Well, I was going to ask about a favorite quote, but we already got it. So now, give us a favorite study or experiment or bit of research.

Andrew LaCivita

One of the things that I do, and I don’t say it’s like a piece of research as much as it is ongoing research. We get fed through the media things like unemployment numbers, let’s talk jobs here, or industries that are doing well, or industries that are hiring, or those that are tanking, or thriving, or whatever, or what consumers are buying.

I am always interested in looking at the details behind what’s being shared, and what I do every month is look for signals as to what’s happening. And then I spend time trying to draw conclusions from the data.

So, as an example, all last year, and even this year, there are markets that are thriving. Well, the three top that were hiring are healthcare, construction, and the government. So, if the government is hiring a lot of people, from a jobs’ perspective that’s good, but from a gross domestic product perspective, that doesn’t contribute anything to retail sales or any contribution for economic growth. So that has to be evaluated when you start looking at, “Well, is hiring good? Is hiring bad? Which way is the employment market going?”

So, I would say in general, anytime you’re looking at data, just make sure you’re interpreting it and then draw conclusions based on what you think will happen, based on what’s under the covers rather than the headline that we tend to glance at.

Pete Mockaitis

Okay. How about a favorite book?

Andrew LaCivita

I’m a huge fan of Wayne Dyer. So, rather than just say all his books, one of my absolute favorite books is You’ll See It When You Believe It.

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

Andrew LaCivita

I’ll plug the names here for these companies because I love their platform so much.

We use Kajabi for our online training program. So, I’m able to distribute all of our programs, our video-based online programs, I use Kajabi to do that. We have a community that we run. So, we don’t run the milewalk Academy community on public sites like Facebook. We run it on a private platform called Circle. That’s fantastic. So, think your own private Facebook. So, not Facebook, but Circle does that.

But my newest shiny toy is Andy AI, which is literally an Andy clone of all of my teaching, all of my videos. This podcast will probably get loaded in there, and everything that I’ve taught, all the books that I’ve written, all my YouTube videos, all the podcasts, everything that I’ve created, there’s something like, at the time we’re talking 12 million words of my teaching in the tool that trained it to answer you, like, so it’s AndyGPT, so to speak. So, like ChatGPT, but it’s all my teaching, and that is a product that’s on the Delphi platform, and it’s rather new. It’s very new.

And so, my job-seeking clients and my leadership development clients can access, well, most of them anyway, can access Andy AI and ask it questions and get my instruction. It’s the coolest thing, and obviously you can see how that scales my time. And so, there’s thousands of people around the world that can ask me questions whenever they want and get answers immediately. Pete, that’s got to be that’s the new shiny new tool.

Pete Mockaitis

Cool.

Andrew LaCivita

Yeah, those are great.

Pete Mockaitis

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

Andrew LaCivita

So, I’d say go to the milewalk Academy, just like it sounds, milewalkacademy.com. And from there you can find my blog, you can find my YouTube channel, my tips for working, my podcast, there’s a lot of free downloads, you can get that leadership assessment, there’s premium programs if you’re interested. I’m everywhere on the social channels as well. If you just Google Andrew LaCivita, it’ll pop up. But the milewalk Academy is the home base.

Pete Mockaitis

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

Andrew LaCivita

Figure out what skills are going to pay the most dividends in the short and long term, and then put a plan together that’s going to help you develop those skills. And the other thing that you’re absolutely going to need to do is create space in your calendar to do that. And as a bonus, if you can pay yourself first in time with skill development, you won’t just have a good career, you’ll have an epic career.

Pete Mockaitis

Andy, this has been beautiful. Thank you. I wish you many Zebra moments.

Andrew LaCivita

Pete, I appreciate it, man. Thanks to you. Thank Marco, too, for doing all this for us and bringing us together. It’s been a thrill. I’ve enjoyed your podcast as a listener. It’s been, you know, it just tickles me pink, that you invited me to be a guest.