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1172: How to Train Your Brain for More Peaceful Conflict Resolutions with Jeremy Pollack

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Jeremy Pollack explains the critical role our nervous system plays in conflict resolution.

You’ll Learn

  1. The neurobiological underpinnings of conflict
  2. The 60-second hack to regain your composure
  3. How to deal with a conflict that’s going nowhere

About Jeremy

Jeremy Pollack, Ph.D. is a social-organizational psychologist and a leader in the field of workplace conflict resolution and peacebuilding. He is the Founder of Pollack Peacebuilding Systems, an international conflict resolution consulting firm. He is also co-founder and chairman of the Peaceful Leadership Institute, a 501c3 non-profit dedicated to promoting the model and theory of Peaceful Leadership. Jeremy is a coach, trainer, mediator, and author. He coaches and trains executives and employees at a variety of levels and industries, from Fortune 100 companies to major non-profits.

Resources Mentioned

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Jeremy Pollack Interview Transcript

Pete Mockaitis
Jeremy, welcome back!

Jeremy Pollack
Hey, Pete, how are you?

Pete Mockaitis
I’m doing well. Doing well. Excited to talk some neuroscience here.

Jeremy Pollack
Yeah, yeah, let’s get into it.

Pete Mockaitis
Well, tell me, I mean, I am continuously fascinated by the surprises in store as we go exploring what’s in the human body and brain and mind stuff. So can you tell us, as you were putting together Wired for Peace, anything you found super duper surprising and interesting?

Jeremy Pollack
I’m not even sure if it was super surprising only because I kind of figured it, but just the sort of neurobiology behind cooperation and conflict really stands out to me as, “Hey, we are, indeed, kind of wired for peace.”

I just started thinking about the way humans interact a little bit differently. I had this feeling that, like, “Well, you know, we seem to be in conflict so much of the time. We seem to be angry with each other. There’s a lot of fighting and war and this kind of thing and a lot of intergroup conflict.”

But the truth of it is, if you follow the story of neurobiology, you can kind of see what makes us feel good, the sort of neurochemicals and hormones that are released, really make us feel good are a result of when we’re cooperating and collaborating.

And the things that are released in us and the way that we feel when we are in conflict and when we’re in stressful conflict, they really don’t make us feel good. And they’re only really meant to be there sometimes when we’re in survival mode. And then we’re supposed to go back to baseline, back to cooperation or peace.

And so when we find ourselves constantly stressed or constantly in conflict, or what I would call chronic conflict, we’re not really supposed to be there a lot of the time. And I think our neurobiology tells us this interesting story that, “Hey, we are meant to be at peace with each other. That’s where we’re meant to be.”

We just happen to sometimes get into defense and get into these cycles of conflict that, you know, if we just cleared away those cobwebs, we could kind of get back to our natural peaceful states, I think.

Pete Mockaitis

Well, that’s beautiful, in a way, in terms of the humanity and our design and what’s just right and natural for us. So when you mentioned these cobwebs, tell us what are some of the top things that get all messed up in our brains?

Jeremy Pollack
I would say, on a very basic level, we’re kind of wired for survival. Our brains are looking for ways to both defend against threats and also to find opportunities. A lot of that has to do with being in cooperation, especially with our group members.

But, of course, we do have our neural architecture that seeks out threats and it pays attention to those threats. And part of that is paying attention to narrative and reputation, what’s happening in our groups, in our tribes.

Our brains are sort of evolved or set up to track what’s happening in a group of 100, 150 people. But now we’re operating in this sphere where we’re now paying attention to things that are happening 3,000 miles away to people we don’t even know, or groups that we maybe slightly identify with or don’t identify with, but our brains are still reacting in the same ways.

So, unfortunately, when we start paying attention to all kinds of things that are perceived as threats, a lot of interesting things happen in our psychology and in our neurobiology. We start becoming hypervigilant. We start noticing threats in places that there may not be any, or we may exacerbate threats worse than they are. Our stress response becomes a little bit more chronic, like chronic stress, and that affects our bodies and minds in all kinds of negative ways.

So a lot of this stuff happens if we’re paying attention to and focused on conflict a lot of the times. And this is something where people are doom-scrolling or rage-bait or click-bait and that kind of stuff. Or we’re just paying attention to all these things that enrage us or anger us or make us afraid. And it really messes with our brains.

Pete Mockaitis
Okay. And you’ve gone so far as to say that conflict may not be so much a communication problem, but a nervous system problem. Can you expand on that?

Jeremy Pollack
Essentially, all conflict that causes a stress response, which I would call escalated conflict, you know, like baseline conflicts, regular conflicts, or just, you know, there’s some challenge in front of me or some challenge in front of us and we have to solve it.

But what we talk about when we say conflict, usually, what we’re talking about is escalated conflict, which is conflict, interpersonal or intergroup conflict, that causes a stress response in the human body. And so these are, essentially, nervous system issues.

Our brains are responding to a threat. It’s usually saying, “Hey, there’s a deep threat here, a meaningful threat, and I need to respond in a way that activates my physiology.” And that’s sympathetic up-regulation or sympathetic arousal, which is a particular area of our nervous system, which is meant for fight or flight.

And that’s what’s happening a lot of times when we’re in interpersonal conflict. We are seeing this as a threat. Our brains don’t really know the difference between a physical threat and a non-physical threat. A lot of the same brain regions are active, and because of that, we’re responding in ways that probably aren’t very effective for the conflict to resolve it, and also aren’t very manageable for our own physiologies.

Pete Mockaitis
Bummer! Well, that sounds like a whole lot of no-fun, Jeremy.

Jeremy Pollack

It’s not fun. It’s not fun to be in conflict with someone when we’re all stressed out about it, you know? So how do we get out of this kind of thing? How do we start looking at conflict differently or even responding to conflict differently?

Pete Mockaitis
Well, tell us, if this is a neurological situation with regard to our nervous system, I suppose the fun flipside of that is that would suggest we may have a whole host of potential solutions, tools, interventions to utilize here.

So we’re talking to someone, we’re in an escalated conflict, we’re feeling stressed and, boy, I could even see it on my Garmin watch in terms of someone says something, “Ooh, I don’t like that. And we’re getting into something here.” I could just look at that heart rate, go up, up, up, up.

And then it’s just like, “Oh, you know, before I was chilling at a nice little 67. Well, now we’re at an 84. Huh? That was quick.”

Jeremy Pollack
Yeah, for sure. I mean, listen, what we’re talking about, essentially, is self-regulation, and there’s a number of techniques or strategies you can use for self-regulation. Before you even self-regulate, though, there’s a few important elements.

Number one, you have to be motivated to interrupt a pattern. So if you’re noticing that you have conflict that causes you to be stressed out with a person, with a group, on a chat board, whatever, you’ve got to first have a motivation that says, “You know what? I don’t think this is healthy for me, I want to change this. I want to change the dynamic. I want to either solve it or manage it or not interact with this, but now I want to change it.” That’s number one.

Number two is you have to be aware of the stress response. You have to feel like, “Oh, wow, I’m noticing my heart rate go up. I’m noticing I’m feeling a little tense, a little shaky, and this doesn’t feel good.” And so those two things together, awareness and motivation, are really important to start. And then you can implement some actual techniques and say like, “I’m going to change this dynamic.”

One of the important things to do when you’re trying to change a stress response, meaning there’s a stimulus and then you have a stress response to that stimulus, whether it’s a person or a group or an idea, is to do exposure with self-regulation, exposing yourself to the stimulus.

Don’t run away from it, but engage with it. And try to respond in a new way so that you give your nervous system a new experience, which then you can build new predictions, new memories around and you can operate in a different way.

So, for instance, if I’m interacting with a person who usually stresses me out, I’m going to do my best to take some techniques like I’m going to do long-exhale breathing when I’m interacting with them. And I’m going to start to, really consciously, lower my shoulders and relax my face and just notice how my body feels and the tension in my body, and just notice if I can relax my body and breathe long exhales.

So long-exhale breathing actually engages the vagus nerve, which engages the sympathetic nervous system and calms us down a little bit. So just a couple of physiological techniques. I can also take psychological techniques, too. I think those are both important because it’s a physiological and psychological state.

Something like I’m going to tell myself messages of safety. In my own head, I’m going to say, “This is okay. I can handle this. I’m safe. I’m okay. I’m going to be okay. I’m in control here.” Whatever the messages that I need to hear, I’m going to tell myself that to remind myself, remind my brain, “Hey, I’m safe. It’s okay to slow down and relax.”

So different types of self-regulation techniques while exposed to the stimulus is going to give you a new experience of that stimulus.

Pete Mockaitis
So just thinking the thought that I’m safe does something to us, huh?

Jeremy Pollack
It can. It depends on exactly what sort of, I would call, a psychological need or needs are being triggered by that particular conflict. But, in general, something like, “I’m safe. I’m okay. I can handle this.” Something like that, whatever the message is that feels like it calms you down with that particular stimulus response relationship, that’s important to kind of keep in mind as, like, a mantra.

Pete Mockaitis
Okay. Well, Jeremy, I’ll share something in terms of my experience, in terms of psychological needs and threats. I found, for myself, I’m just a gosh-darn independent fella, you know, starting my own businesses and doing my things.

And yet, of course, in the real world, which involve taxes and accountants and lawyers and clients and other people of collaboration, you know, it’s a reality that I can’t always just do things my way. And when I feel that my autonomy or sovereignty is being threatened, trampled upon, I sure don’t like it.

So that is not a unique experience. I feel like I might have it in a greater intensity just because I’m so into it. Part of why I left consulting was to eat lunch whenever I wanted to. And that’s genuinely true, not waiting around at the conference room for someone to finish up their email or their slide or their whatever. It’s like, “No, right now. Right now is when I care to eat lunch.”

And, by golly, now I do, Jeremy, eat lunch when I darn well please. And it’s wonderful. So that’s a particular flavor of a need that I am perceiving a threat to. And, of course, I know, logically, I’m not about to be imprisoned, you know? And yet, I’m experiencing a threat. How do I respond perhaps psychologically to that need being threatened?

Jeremy Pollack
So just to be clear, you’re saying when you have a responsibility that, like, the IRS sends you something, you don’t want to do it, but you know that, because it feels like, “I’m being controlled because they’re telling me to do something that I have to do.” Is that what you’re talking about?

Pete Mockaitis
Well, yeah, or any number of things or someone requests that I follow a super duper specific process to submit an invoice.

Jeremy Pollack
Yeah, annoying.

Pete Mockaitis
Or, there’s, “Hey, we have a new system, and here’s the protocol. And then you’ll need to set up a login on this new platform.” It’s just like, “Aargh,” you know?

Jeremy Pollack
Yeah, tedious.

Pete Mockaitis
So, in anything where it’s like, okay, there’s a now your choice and how you care to roll with this thing is usurped in terms of like the choice of timing, or the choice of approach, or the choice of teammate or tool, whatever, and I am feeling a form of threat.

And I think anyone, well, maybe before we go deep on this, perhaps, could you give us the menu of psychological needs in terms of, like, safety is one?

Jeremy Pollack
Safety is one, yep.

Pete Mockaitis
I’m thinking autonomy is hitting home for me. What are some others that we can perceive a threat to?

Jeremy Pollack
Yeah, so I use the acronym SAPIEN, which is six basic psychological needs. So safety or security is number one. Affiliation or connection or belonging is another one. Positive self-concept, which is also identity or status or esteem, all wrapped into that.

Also independence, which is autonomy, choice, agency, that sort of thing. The fifth is enabling or engaging activities, so things that stimulate you and feel like they’re keeping your attention in a positive way. And then the last is noble pursuits, which is meaning or purpose.

And so you’re talking about your independence need, that agency need getting hit. And I would say like, you could dive into it a little bit. On one hand, is there something about not being able to handle it, it’s like overwhelming, “I have too much to do. I can’t do all this tedious stuff”?

Or, can we give you some agency? Can we, instead of you feeling controlled by it, can we put you in the driver’s seat and you say, “I’m choosing to do this?” Because it gets you something. It’s important for your business or for you.

And you putting yourself into power, and instead of feeling like, “Oh, I got to do this,” it’s, “I’m choosing this. I’m choosing this route, I’m choosing this business. I’m choosing this life.” So you are consciously putting yourself into empower.

Pete Mockaitis

Oh, yeah, I like that a lot. And for me, I don’t know, maybe if I really sat with it and really did some deep introspection, I could come up with something. But at the knee-jerk physiological level, it just feels like I really don’t like that.

Like, if someone, like if I were to walk around with my socks and step into a little puddle of water, like, “Ugh, well, now my socks and feet are all wet, and I just don’t like that.” Like, physiologically, that’s the vibe. And so maybe under the surface, under the hood, that’s what’s beneath it. But that’s how I experience it as, “Ugh!”

Jeremy Pollack
Totally.

Pete Mockaitis
“This thing has appeared and I just really don’t like it.”

Jeremy Pollack
Yeah, and I think that it’s interesting because you can also, I would say that in this kind of case, knowing that, doing a little self analysis, you could probably come up with some strategies to feel less controlled by it.

So one of the things that I think pings people or sort of brings up a threat to control is when something comes at them anytime. So, for instance, if you’re like, “Oh, that thing I got to do, which I really don’t want to do, and it’s like tedious or whatever, it’s not slotted into a very certain area of my week, then it’s like just on the books or on the to-do list and maybe to do tomorrow or the next day or whatever.”

Then it might feel like, “Oh, well, it’s kind of hanging over me on some level. It’s like controlling.” But if you were to slot it and say, “You know, I do the tedious stuff I don’t like to do on Thursdays at, you know, 1:00 p.m. for two hours and that’s it.”

Or, “I hire some person to do those things with me, or for me, and I oversee it for two hours on this, you know.” So you, really, create a very specific time so that you are in control of when you have to do it rather than feeling controlled by, like, “Oh, it’s just on my thing and I’ve got to do it at some point.” So you take more control over the process itself.

Pete Mockaitis
Well, ooh, Jeremy, I’m digging this a lot. And if we could, could you give us a little bit of that recipe book here in terms of, in the case of independence, you gave us a little bit of an internal mantra, “I’m choosing this” as well as a practical systems level strategy?

It’s like, “Oh, I do the things I hate doing at a particular time and place. All right, that’s where they live. Cool. That’s covered.” Likewise, with safety, you gave us a nice little mantra, “I’m safe. I’m safe. I got this. We’re going to be okay.”

Jeremy Pollack
“I can handle this.”

Pete Mockaitis
Can you, likewise, share with us the internal mantra and the systems-level approach to help us be in a groove of peace more often as we’re just navigating all the people-y things in our world?

Jeremy Pollack
So something that’s interesting, when I work with clients on a long-term basis, what I notice and what I’ve noticed over the years of working with hundreds of different clients in a coaching capacity, people come out of childhood with kind of one of two major stories, sometimes both major stories.

One is, “I’m not good enough,” and the other one is, “I’m too much,” and for whatever reason, from their either just kind of interacting with their parents or their earlier social groups. And so what these two stories tell us, “I’m not good enough,” or, “I’m too much,” it tells us something about myself, “I am not okay the way I am.”

And there’s a deep belief in a lot of people that says, “I’m not okay the way I am. I either have to perform and do more, or I have to perform and do less, like tamper myself down so that I’m not so much for people.” But either way, it’s, “I’m not okay as I am.”

And so that’s one of the major things that I’ve found, one of the major fears even that I’ve found in people is this fear of being ashamed in some way, not being able to be themselves because there’s something shameful about them.

And this is one of the big things that I would work on with people is that pings a lot of stress, especially in conflict, interpersonal relationships, where they feel like they have to perform to be more, or they have to perform to be less because they’re not okay the way they are.

And so helping people figure out how to be just okay with who they are and really loving who they are and accepting who they are really starts to be transformative for people. And that happens in a variety of different ways.

I tend to like do kind of inner child work or internal family systems work where we’re helping people father or mother themselves in a way, and give them things that their real parents never gave them, give them messages of safety and love and acceptance, and do that repetitively over and over for a long time so they start to change the core internal stories.

When you start to feel really okay in yourself, and at peace with yourself, and gentle and loving with yourself, it becomes much more difficult to get into interpersonal conflicts because you’re at a state of internal peace.

Pete Mockaitis
Yeah, that really rings true because you could imagine that a person who had done this work and gotten to a great spot of interior piece with himself, even if someone were to give them a flagrant insult, like, “Jeremy, you’re an idiot and your work is so off base, it’s harming people,” I mean, I imagine your response is not like, “Oh, dear, oh no, I’m so bad,” but rather like, “Whoa! There’s a surprising piece of feedback. Like, tell me more about that. What do you mean? How? Why?”

Jeremy Pollack
Exactly, yeah.

Pete Mockaitis
You know, it’s just like, “Huh? I’m surprised. I’m curious. It’s kind of weird, but I’m not, like, feeling, you know, cut to the core.”

Jeremy Pollack
Yeah, exactly. If hearing feedback is going to risk my very self-concept or my very self-acceptance or love or something like that, then I’m going to be very afraid of getting feedback and I might have a very serious stress response in response to feedback.

But if I have an internal core story that feels accepted and loved and lovable, then, yeah, hearing feedback is going to be just like that, maybe from a curious mindset, not a stress response. If you’re in a stress response, you really can’t be curious because you go into self-preservation mode, it shuts down curiosity.

But if I could stay curious in feedback, then I could say, “Wow, that’s interesting. I never heard that before. Or, can you give me an example? And can you show me exactly how? And maybe there’s something I can alter or modify.”

So I think, absolutely, a state of internal peace is really important. Peace starts with each of us. If we are in a state of internal conflict, it’s much more likely we get into interpersonal conflict.

Pete Mockaitis
Well, that’s a jumbo principle right there. Thank you, Jeremy. And you’ve laid out a number of powerful principles in your book. Can you share some more of those with us here?

Jeremy Pollack
Yeah, I think one of the important kind of frameworks is what I call the five Cs of conflict resolution. And all of these are affected by escalated states. So if we are in a stress response, all of these capacities are suppressed. And so it’s really important that we deescalate first or self-regulate first so that we can engage some of our more conflict-solving capacities.

These would be to stay curious, which we already mentioned. Also, really important to be able to communicate well. And communication happens on all kinds of levels, not just what we say, but how we say it in our tone, expression, body language, etc.

Also, care is a really important piece for conflict resolution. People have to know that we care about their needs or their concerns or their goals so that we can get to a place of resolution. The fourth C is what I call collaboration. Collaboration basically means, “I need to bring people into the solution, collaborate with them, get their buy-in. I can’t impose solutions on people if I want them to last and stick.”

And the fifth one is being creative. Creativity is key for resolving complex conflicts, things that we haven’t looked at before, getting to underlying needs, looking outside of our conceptual structures around conflicts. How do we solve this in a new way that we haven’t thought about before?

So these are five really important capacities that are all inhibited by a stress response, which is why sort of self-regulation is important as a priority.

Pete Mockaitis
Okay. Well, so we’ve talked about the slow breathing, the “I’m safe.” You also have, specifically, a 60-second brain hack to regain composure. What’s this one?

Jeremy Pollack
Yeah, so I call this the 60-second or the quick brain hack. So, basically, we’re taking five different very core techniques around self-regulation and pairing them with a cue that makes them very easy to remember.

We already talked about three of them. So long exhale breathing, meaning when I breathe in, I take a slow exhale. As I’m doing that, I relax the face and the shoulders. That’s number two. As I’m doing that, I’m giving myself messages of safety. It could be a very simple mantra like, “I’m safe. I’m okay. I can handle this,” whatever that is.

The next two are behavioral. So I want to make sure that both my vocal tone stays in range, meaning I don’t want to go too loud. People tend to get loud when they get stress response, so I want to keep it low if I can.

And I also want to slow down my speech to a normal level. I don’t want to go too slow where it feels condescending, but I want to make sure that I’m not speeding up. People tend to speed up when they’re in a stress response.

So if I take a physiological, meaning relaxing my body and breathing, I take a psychological, giving myself measures of safety, and I take a behavioral, slowing down my speech, lowering my tone, all of these elements start to tell my brain, “Hey, it’s okay to turn off the stress response. We’re not in danger right now.”

These five are sometimes hard to remember in the moment. So what I like to do is I like to pair them with a cue and practice that so that when I engage the cue, all five come online. One thing that I do, for instance, is I would take my thumb and my middle finger on both sides, and I press them together. And I do that in a way no one really sees it happening, just me knowing it.

But I do that and I practice all five together. And I do that regularly so that I get this stimulus response relationship. And the only thing now that’s up to me is the next time I feel stress in interpersonal conflict, I have to engage the cue. Because the cue will automatically tell my brain what to do if I repeat it enough times. So that’s my little hack.

Pete Mockaitis
Okay, yeah, this reminds me of some Tony Robbins stuff, anchoring some things and stimulus response. Nifty. So that’s quite handy, too, and, boy, what a nice feeling of safety, security, “I can handle this” to carry with you wherever you go. It’s like, “Well, I’ve got the magic button. Thumb to middle finger. Boom!” That’s super.

Tell me, are there any finer points with regard to relaxing the face or the shoulders? I mean, I think I know what that means, but are there some particulars or nuance to doing that well?

Jeremy Pollack
Well, I think most of us, a lot of times, if we notice where our shoulders and face are at, we can probably relax them. It’s just a normal thing to kind of tense them up. So I would just do some practice around this. And you can also focus on other areas of your body that you notice are tense.

Some people, their stomachs get tense, their hips get tense, their chest gets tense. Notice what else gets tense in you, maybe your jaw or something, and just start to relax those areas. If we can sort of lower our baseline sympathetic nervous system activity on a regular basis so that we’re more regulated more regularly, I think that’s very helpful for just a setup for keeping the peace in your life.

But I would just notice, like, “Where do you hold tension? Can you relax that area? Can you breathe into the area?” Let the tension go and do that regularly and start to practice that so you know where to go to when you start feeling a stress response.

Pete Mockaitis
Okay. So, Jeremy, we’ve addressed our internal needs. We’ve gotten to a nice peaceful groove. Tell us, in the actual conflict or conversation itself, are there some key dos and don’ts within that moment?

Jeremy Pollack
Yeah, so now we’re ready to, hopefully, communicate. We’ve regulated, we’re ready to communicate and, actually, maybe solve something.

One of the things when we’re telling someone that something bothers us about what they did or what they said or something like that, we want to make sure that we’re not framing this in a way where they feel personally attacked or their character is attacked.

Again, we don’t want them to feel like their needs for affiliation or safety or something. We don’t want them to feel like we’re abandoning them or rejecting them or humiliating them or something like that. So what’s really important is to, when you’re communicating about something that’s bothering you, is to be really, really clear about the behavior, and to be really, really clear about the interpretation, your interpretation of that behavior and to separate those two things out.

So when I’m talking to someone, I’m not going to say, “Hey, yesterday, you were really rude to me.” Instead, I’m going to say, “Hey, yesterday, when you started talking before I was finished talking, the thing that I felt, or the way that I interpreted that, or the story that I told myself was that you weren’t really interested in what I had to say.”

“And to me, that, I felt a little sad, I felt a little dismissed, a little disrespected. I’m not saying that you meant to do that. I’m just saying that’s how it landed with me. Could you tell me what was going on for you? What was your experience?”

So my goal here is behavior separate, don’t put my interpretation on them, and then open up the conversation and ask them what they were experiencing. Did they mean that? Did they intend that? If not, what was going on for them so that I can understand where they were at?

And then, that way, we’re both communicating in a way where it tells each other, “Hey, when you do something, or when I hear something, or when I experience something, here’s how it’s landing with me. Here’s how it’s landing with you. We’re understanding each other better. Let’s come up with maybe a better way to go forward.”

“The next time we’re talking, do you mind just letting me finish my thoughts? And if I notice you doing it again, is it okay for me to kind of just say, ‘Hey, you’re doing it again?’ Or, what would be the right way to do that so that you don’t, I don’t want to feel like I’m jumping all over you or you’re walking on eggshell?”

“So tell me how I should go about that the next time this happens, you know, so we’re going to have some solutions, hopefully, that we both buy into and we can talk about.”

Pete Mockaitis
You know, Jeremy, I dig that a lot, and it kind of reminds me of Dr. Becky when she’s using her scripts. It’s like, “Oh, man, the way you say that just sounds so right. I have a hard time imagining anyone taking that in a negative way.” And yet, sometimes, you know, maybe we’re not the masters of executing that just right, or maybe we do.

And yet, our counterpart, our interlocutor’s like, “Yeah, well, Jeremy, things move pretty fast around here. And so it’s just going to happen. You’re going to have to deal with it.” What do you think is the ideal response internally and externally to when we get more or less a dismissal, like, “You know what? I’m going to do me. So, you know, you’re just going to have to accept that”?

Jeremy Pollack
Well, there’s different ways to go about this. So, number one, I would ask someone, what’s the relationship worth? Are you motivated to change the dynamic and stay in the relationship? Because if someone say, “Well, I don’t want to. If he’s not going to change and not work on it, I’m not going to deal with that.”

Well, okay, so maybe, if that’s possible to separate peacefully from that person, because they’re not willing to do anything different and it’s causing a stress response in you, that’s up to you. Like, what would that take?

Now, if you do want to stay in the relationship or you feel like you have no choice, like, “I work with a guy and I don’t want to quit my job,” or, “It’s a co-parent, it’s my ex I’m co-parenting with, and I have no choice but to communicate with him,” and they’re not willing to do anything, then, A, can you learn to self-regulate when exposed to that stimulus, that person? Can you learn to do that?

If not, B, and/or B, can you put some other boundaries around that relationship that feels like they are empowering you and you’re self-protecting on some level? So it’s important to keep some boundaries there. And that may be like, “Well, then I’m only going to interact with them once a week or around these particular subjects or whatever that is.”

The third thing, also, is to stop expecting something from someone who has told you they’re not going to give it to you. That expectation is going to feel disappointing. You’re going to feel resentful, etc. Stop expecting it.

Just say, “Hey, you had the conversation, they’re not willing to do anything, they’ve dismissed it, that’s who they are, and that’s what this is, and I’m going to accept them for who they are and do what I need to do to set boundaries for myself.”

Pete Mockaitis
Okay. That’s good. And so having the expectation continually unrealized, it doesn’t do us any favors. It’s not like they’ll just rise to our level of expectations because we have them. It’s like, “Well, if they told you they’re not going to, well, then they’re not going to.”

Jeremy Pollack
Yeah. And, you know, hey, who knows? They might do something different because you’re acting differently and you’re not constantly resenting them and telling them what they’re doing wrong. And so they might start doing something differently, but we can’t control that. We have no control of that.

And they’re apparently not willing to participate in a growth process with us. So that’s fine. I’m going to stop expecting what I wanted to get out of them. I’m not going to get it. So I’m just going to stop wanting it and expecting it. And I’m going to choose what’s right for me and set some boundaries that make sense for this relationship.

Pete Mockaitis
Okay. And by abandoning that expectation, we increase our own peace, I would suppose, because we no longer feel repeatedly wronged, disappointed.

Jeremy Pollack
Exactly.

Pete Mockaitis
Because it’s like, “Okay, well, they didn’t deliver, but I didn’t expect them to, so now I no longer feel the sense of, ‘They should have.’”

Jeremy Pollack
Yeah, if we’re going to hold people accountable for anything, they need to understand our expectations of them, and they need to agree to them. If they haven’t understood or agreed to our expectations, how are we supposed to hold them accountable?

And if they explicitly disagree and say, “I’m not going to do that,” then there’s no accountability. Like, you can’t hold them accountable for it because they’ve already told you they’re not going to do it. So stop expecting it. Stop wanting it.

At some point in the future, maybe the relationship changes, maybe the dynamic changes, maybe you can do something over time to build some more trust or build some more care with each other. And at that point, maybe there’s another conversation to be had and say, “Hey, I’m really interested in having a better or more meaningful or more productive relationship with you. Are you interested in that? Does that make sense to you at all?”

And if they say, “Well, no, it’s fine the way it is. It’s fine,” “Okay, okay. I’m just wondering, you know?” But if they said, “Yeah, I am,” then you could say, “Okay, cool. Well, let’s talk about it. Let’s figure that out.”

So, again, every change process, whether it’s a change towards peace or a change towards something else, it has to start with motivation. People involved in that change have to be motivated to change. So if someone’s not motivated, they don’t see a problem with it, or they just don’t care or whatever, and they’re not going to change, stop expecting it, stop being disappointed, stop being resentful about it. Accept things as they are and do your best, you know?

Pete Mockaitis
Okay. And a theme that occurs in this conversation and elsewhere is that maintaining curiosity is super handy. And yet, often curiosity is quick to go, you know, when we feel wronged, threatened, insulted, offended, etc. Any pro tips for triggering curiosity, staying in curiosity, reclaiming curiosity when it seems to go out the window all too quickly?

Jeremy Pollack
Curiosity takes a couple of important traits. Number one is humility. So humility meaning, “I am going to accept the fact that I may not know the whole truth or everything that’s right, or I’m not the most moral or ethical one in the world or in this world, whatever. So I’m going to open space for someone else’s perspective because I want to learn a little bit.” So humility is really important to practice.

The other practice is confidence. So you have to have both humility and confidence because with too much confidence and no humility, you get arrogance, and too much humility, you get kind of meekness. So confidence is important, and the confidence is just, “I can handle it. Whatever their perspective is, I’m going to ask about it, I’m going to try to learn, whatever their perspective, their experience, etc., I’m not going to dismiss it and shut it down. I’m going to give space to it because I can handle that.”

People don’t give space because they’re like, “It’s wrong. It’s incorrect. I can’t handle what they’re saying. It’s too dangerous,” or whatever. “I can handle it. Whatever comes of it, I can handle it.” Have that confidence. So those two traits are important.

The third thing, sort of a tactical strategy that you can try as an experiment, if you want, is what I sometimes call like a new mind, or I think Buddhists call beginner’s mind. And so what I would say is, like, a little practice is, if you want to be curious, try your best, just as an experiment, to erase your brain from this, about what this is actually, what has happened in the past with this.

Erase your mind, erase the memories of what’s happened. Go into this with a totally fresh new mind and perspective. And in that state, if you knew nothing about the situation, knew nothing about the person really, knew nothing about this conflict, what questions would you ask to learn about that individual’s experience?

So if I came in, for instance, I know nothing about it, I’m coming in as an independent party, and I know nothing about this person or the experience, I have a certain set of questions that I want to ask just to get to know them, to learn about what’s going on for them. Can you put yourself in that sort of mindset as an experiment kind of thing, just to explore it?

Pete Mockaitis
Okay. Jeremy, lovely. Well, tell us, any key things you really want to make sure to mention before we hear about your favorite things?

Jeremy Pollack
I think one thing that we didn’t touch on too much, but what’s really important is the care piece. I tend to look at conflict resolution within really two main sections: care and solution. A lot of people jump straight to solution without caring first.

Care means, “I’m listening. I’m maybe repeating back what I’m hearing. I’m engaged. I’m showing someone I’m really seeing them. I’m hearing their perspective. I want them to know I care about their concerns and their goals before I try to solve them.” So I think that’s a really important piece that I think we skip a lot in conflict resolution.

Pete Mockaitis
Okay. And that sounds great to care. And if we’re not feeling that care, any tips on getting there?

Jeremy Pollack
Well, here’s the interesting thing about care. Care is not like trust. Trust has to be built over long periods of time. You can’t force it. You can choose to care about anyone in any moment and turn it off at any moment. It’s not just an emotion, but it’s also a behavior.

So if you’re motivated to change the dynamic, you can choose to care more for even just a minute or two minutes. You can turn, I would just like, envision you have like a care dial. It goes from zero to 10. And if you’re at a zero, you can choose to turn it up to 10, even though you’re like, “Oh, I really don’t want to,” or you have some story in your mind why you shouldn’t or something like that.

But if you are motivated enough, you can choose to do that. It’s like walking into a hospital, you see a sick patient, you don’t even know the patient, it’s a total stranger. And yet, if they needed something, if they needed help, and you could help them, you would turn your care dial up in that moment because you’re a good person and you want to care for that person.

So you have the choice to care in every moment. And I would just say, if you’re motivated to do it, try your best to do it if you’re trying to resolve a conflict and trying to change a relational dynamic.

Pete Mockaitis
All right. Thank you. Well, I can think of all sorts of imaginative labels for the increments on this care dial, from, “I don’t give a…” fill in the blank, to, you know, “You are the most precious human I’ve ever encountered.”

Jeremy Pollack
Yeah, “Yeah, you’re the most important thing in the world at this moment.” And it could be that for 30 seconds, and then you’re done. But you can make someone the most important thing to focus on for 30 seconds.

Pete Mockaitis

Okay. Beautiful. Well, now could you share with us a favorite quote, something you find inspiring?

Jeremy Pollack

I’ll give you a favorite quote from a very important coach I had. And it was really a game-changer when he said it to me. It was a mantra that he gave me, and the mantra is, “What am I looking for from them that I need to give to myself?”

And every time that I started to feel resentful towards someone, especially someone that I couldn’t get what I wanted from them, I would ask that question, “What am I looking for from them that I could be giving to myself?”

And I said, I did it over and over and, eventually, I stopped looking to that person or those people for the thing they weren’t giving me. And I started trying to fill that need in my own self. And that was super helpful.

Pete Mockaitis
That is transformational. And I suppose it presupposes then that you are capable of giving yourself that thing. I’m thinking that, for me, often that answer is, “I want to feel like a winner, like, I’m doing a great job.” And, you know, a client or whomever, that sometimes isn’t giving you those vibes that I sure do want. How does one give them to one’s self?

Jeremy Pollack
You have to give it yourself. So think to yourself, “What is it that I would want to hear from that person?” That’s the thing to give to yourself. Because here’s the thing, not only does it presuppose you could give it. It presupposes, to me, it presupposes that you are the only one who can give it.

So people, their whole life, want things from their parents they never got. They want things from, potentially, their early childhood relationships or spouses or coworkers they never get. And it’s because, a lot of times, it’s not their job to give it to them.

Maybe, as early children, their parents, maybe they could have done a better job or something, but ultimately, when you’re an adult, it’s no one else’s job to give you the things you really need. It’s your job, and you are the only one who can constantly give you those things. You’re the only one who can.

It’s too much to ask for other people to give you those things on a regular basis. So, “Hey, I want this person to tell me I’m doing a great job.” Well, I think probably you need to tell yourself that. Like, if you’re needing that regularly, you’re probably not telling yourself that enough.

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

Jeremy Pollack
Well, there’s lots of interesting theories that I think are fascinating. One of them is called terror management theory, which is, when someone feels like they are under threat, like all kinds of different threats, but survival threat, essentially, their adherence to their in-group identity becomes stronger. So they start to identify more with their in-group and, potentially, identify less with and feel more prejudicial towards their out-groups when they feel under threat.

So there’s this very interesting link between feeling threatened and feeling like my group identity now sort of is more salient. And I’ve seen that a lot in our world, and I think it’s an important piece of literature to consider when trying to analyze like, “Why are people in these large group conflicts?”

Pete Mockaitis

Okay. And a favorite book?

Jeremy Pollack
I think it’s called the Little Book of Conflict Transformation. It was by John Paul Lederach, who’s a pioneer in our field of peace building. And it really opened my eyes to how to look at conflicts, especially large and complex conflicts differently.

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

Jeremy Pollack
Yeah, you can come to our website at PollackPeaceBuilding.com. You can get my books there, and also if you’re interested in our services or online communities, it’s all there.

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

Jeremy Pollack
Do your best to care for your coworkers, and it doesn’t mean that you have to be friends with them. You just have to care about their goals and concerns. Do your best to just be a caring coworker.

Pete Mockaitis

All right. Jeremy, thank you.

Jeremy Pollack
Thanks, Pete. I appreciate it.

1171: How to Get Better Results through Better Questions with Dr. Marilee Adams

By | Podcasts | One Comment

Dr. Marilee Adams shows you how to ask the questions that drive improvement and innovation.

You’ll Learn

  1. How your inner questions shape your decisions and behavior
  2. Why brainstorming often falls short–and what to do instead
  3. The hidden assumptions that limit your thinking and creativity

About Marilee

Marilee Adams, PhD, award-winning author, is a pioneer in inquiry-based coaching, leadership, and organizational culture. The originator of the Question Thinking methodologies, she is CEO and founder of the Inquiry Institute and a consultant for organizations large and small. 

Dr. Adams is an affiliate instructor for Weatherhead’s Executive Education Program at Case Western Reserve University and for ten years was an adjunct professor in the Key Executive Leadership Program at American University.

Resources Mentioned

Thank you, Sponsors!

Marilee Adams Interview Transcript

Pete Mockaitis
Dr. Adams, welcome!

Marilee Adams
I am so pleased to be here. Thank you.

Pete Mockaitis
Well, I’m excited, too. We’re talking questions and, boy, you have spent your whole career or a huge amount of time inquiring into inquiry, questioning questions.

Marilee Adams
That’s a really great way to put it. It’s true.

Pete Mockaitis
So I’d love to hear, what’s something you know about questions that most of us don’t?

Marilee Adams
Most people think about questions, they think about interpersonal questions – I ask you, you ask me, we hear other people ask each other. And, of course, that’s incredibly important. In fact, questions and statements are what make up language, frankly.

And there is another entirely different layer that goes on in our thinking that most people are not aware of. And that’s why I call the theory that I’ve come up with, question-thinking, because, in fact, we all think with questions all the time.

And what we typically think is a thought, is actually an answer to a preceding question, which means that if we can make visible or audible the questions we’re asking ourselves, and we know how to assess them and change them if we want different experiences and results, then we have a methodology that we can use in any role and any function, basically, for the rest of our lives.

And I can unfold that as we go on, but that’s why my work is really about the nature of thinking. So it’s a re-conceptualization of the nature of thinking which provides so many access points for different kinds of interventions.

Pete Mockaitis
Beautiful. Okay, so re-conceptualizing thought itself. Okay, that’s potent and that’s a really intriguing notion that there’s an extra layer there behind questions, not just, “Hey, this is how humans talk to each other. It’s kind of half of the things we say, you know, questions, responses, statements.”

So what we think of as a thought is actually an answer to a preceding question. As I consider my own lifetime of experience with thinking, I’m thinking that is often certainly clearly the case. I ask myself a question and then I come up with some answers, and so there’s that.

Marilee Adams
Oh, good.

Pete Mockaitis
But you’re suggesting that, is it most, all, many of our thoughts are, in fact, answers to preceding questions?

Marilee Adams
Yeah, I’m actually suggesting that it’s systematic and invisible. And when you can see it, and I’m going to demonstrate it in a minute, and then you can do something with it, then it’s remarkable how it changes everything in a very efficient and effective way. So, shall I illustrate this?

Pete Mockaitis
Well, yes, maybe in just a second. I mean, how do we know that this is the case, and an illustration can help? But, I mean, like in the human experience, what is the best evidence to suggest that this is, in fact, how we operate?

Marilee Adams
I’m going to make it even more challenging than what you just said because the implication is also that our behavior is internal question-driven.

I want to give you an example because I really want to make this concrete, and I like ordinary examples because they’re very relatable. So let’s imagine that you just woke up and you’re getting dressed for the day.

So you go to your closet or your drawers or, if you’re traveling, your suitcase. And then you would ask yourself a series of questions, “Where am I going? What are other people wearing? What would be comfortable?” maybe even, “What will be clean?”

And then you do something really interesting. After the question, you engage in a behavior. You reach forward and you pick up whatever it is you’ve chosen and you put it on. And you could say that you are wearing your answer. Does that make sense?

Pete Mockaitis
Yeah, you can.

Marilee Adams
But what I’ve also done is given you an example of the question-driven nature of decision-making. Whether it’s something as simple as getting dressed in the morning or as complex as, “Should we do this initiative? Should I hire this person? How should I run this meeting? How should we create this project? And what questions do we want the project or the initiative or the product to answer?”

And you used the word direction earlier, which I thought was great, because the questions we ask kind of design the direction we go in.

Pete Mockaitis
Right. And they can shut off directions in terms of, “Should we do this or this?” It’s, like, “Are those the only two options?” And then sometimes we don’t even stop to ask that question.

Marilee Adams
But that is a really great question. Just what you said is a great question, “Are there other options? What assumptions am I making? What biases are making me a little blind? Am I missing something?” And those are powerful questions, particularly if we want to be creative or we want to make well-based decisions.

Pete Mockaitis
Yeah, that’s very intriguing. And, certainly, I’ve witnessed that as well in terms of the new question really does open up things. And I guess I’m just sort of still fixated on this notion of the questions I’m not even aware of, that I have been asking. Like, I can reverse-engineer the implied question. So would asking a new question to override my prior implied question be just as transformational?

Marilee Adams
Yeah, and I love that you’re “fixated” on that because it is a very novel concept. And what’s so interesting is not only is it novel but it’s practical. And so I’m going to give you an assignment, should you choose to accept it.

Pete Mockaitis
Oh, sure.

Marilee Adams
And also, for all of your viewers or listeners, which is at any moment, at any time, stop, and ask yourself, “What questions am I asking right now?” and you get a readout. I ask people that all the time who don’t know anything about my theories. And because it’s just there, they go, “Huh? I’m asking myself dah, dah, dah, dah, dah, dah, dah, dah.” And I can tell you a story about that, that I did with the coaching client, if you would like.

Pete Mockaitis
Oh, yeah.

Marilee Adams
So this is a client who was afraid she was going to get fired. And so I asked her some more about her job, and she said, “Well, I really love my job. But I hate my boss. I’m afraid he’s going to fire me. Help.” Okay?

So I said to her, just casually, “Well, what questions are you asking yourself about your boss?” And she immediately came up with, “What is he going to do wrong today? And how is it to make me look bad?” And, of course, I understood immediately that it was her questions that were getting her in trouble.

So I said, “May I suggest some different questions for you to ask yourself?” And, of course, she said yes. And I gave her, “What is there to understand and appreciate about my boss?” And then I gave her, “What can I do to make my boss look good?”

And this woman, she looked like I had hit her with the two-by-four, which, in a way, I had, because the questions I gave her did not fit naturally into the way she was thinking before. And the next time I saw her was not in a session but at a community event.

And when she saw me, she got very excited, came running over with her husband trailing behind, and she said, “Would you like to hear a miracle?” I said, “Sure, I love miracles.” And she said, “Here’s what’s happened since that session. I got a promotion, I got a raise. And the best thing is my boss and I are now getting along very well.”

And I said, “That’s great. Congratulations.” Of course, I knew it wasn’t a miracle. It was a method and it was the method of giving her new questions to think with. So her husband is standing there. And I turned to him and I said, “That’s really great. Don’t you think it’s great?”

He goes, “Yeah, it’s pretty good.” And I said, “What could be better?” And then he breaks out into a big grin, and he said, “She doesn’t complain about that man for an hour every night anymore.” So four results from just changing her question.

Pete Mockaitis

And what I love most about this story is when you said “whacked over the head with a two-by-four,” and when you try on those new questions, there’s an internal state. I don’t know, it’s almost like being flabbergasted, maybe, is the English word. It might be the closest I could come up with.

You ask those questions and it’s just like, “Wait, what? Like, no, but he’s bad. Like, arrgh?” It’s like, “I’m having a short circuit.”

Marilee Adams
Now let me take that a little bit further because I just demonstrated something that I didn’t call out before, and that is that the theory of question-thinking is really pretty married to our mindsets. And so there are two basic mindsets that I work with, and I call them judger mindset and learner mindset.

And you can see just even by the names that the questions that she was originally asking were all judger mindset questions. And the questions I gave her were learner mindset questions. So she took up the new questions without even realizing that she was literally changing her mindset.

And it was that change in mindset, along with the new question, that changed the direction of her thinking and behavior that led her to those four results.

Pete Mockaitis
Very cool. All right. So is this the questions-thinking framework of yours or are there some key elements to be unpacked there?

Marilee Adams
Both. So when you understand, when one understands, this nature of thinking that I’m calling out, which is we’re always asking ourselves questions and they impact how we think, feel, relate, behave, and the results we get, and you start playing with that and experimenting with it, and you start noticing that it literally changes the way you see the world, how you move in the world, how you relate to people.

And you can easily extrapolate this to leadership, to working with teams, to running meetings, to making decisions, all of that, which is why so many organizations bring us in to teach this actual material, and then we watch the response to it.

So if you put together the mindset material and the self-questioning methodology, then it becomes, really, a strong thing. And what is imperative in it is the willingness and ability to self-observe non-judgmentally and to discover what’s literally going on under the surface that one can actually change once you can see it.

Now I could illustrate this on a graphic that I have the choice map.

Pete Mockaitis
Sure thing. And this will also be in the show notes, listeners, for your visual reference. All right. Start. We can choose or we can react, which starts us down the path, choosing of the learner mindset, or reacting, the judger mindset. But then later on, we can do a switch. Okay.

Marilee Adams
So the switch is what I was just referring to. Once you can ask yourself non-judgmentally, “Am I in judger?” that liberates you to ask a switching question which will take you up to learner. And if you’ll know, I want to read what’s in the two signs there, because people probably can’t see them.

But judger says, “Automatic reactions, blame-focused, win-lose relating.” And then, of course, at the bottom, we have the famous judger pit. And I would claim easily that every one of us has gotten very muddy in that pit. I know I have. I mean, it’s impossible not to, actually, because the judger is also related to the amygdala, so there’s a fear based component to it.

Learner is it goes uphill, it’s a little bit more difficult, but it’s also very much rewarding. And so the sign says learner, “Thoughtful choices, solution-focused, win-win relating.” And you notice that the learner path goes off the page intentionally because it’s from learner mindset that we can create new futures, that we can literally be creative.

Whereas, if we’re in judger, we kind of recycle the same things over and over again. Now it’s very important to realize that we all have both mindsets and they’re both entirely normal. What’s really exciting about being able to see them is that once you can see that you’re in judger, you have the ability to switch.

So that’s why the switching lane is here. And there are some switching questions that are my favorites.

Pete Mockaitis
Lay them on us.

Marilee Adams
So, “Am I in judger?” is always the first one. And then, “Is this what I want to be thinking or doing? How else can I think about this?” And my favorite one is “Regardless of the circumstances, who do I choose to be in this moment?”

Pete Mockaitis
Well, what I love about that sequence, specifically, and I imagine you’ve given it a lot of thought, Marilee. What I love about that is, it’s like these questions really do feel like a bit of an exit ramp, you know, bit by bit.

Marilee Adams
That’s a great way to say it. Yeah.

Pete Mockaitis
You know, not like, “I’m warming up to the really hard questions that I can’t even really wrap my brain around just yet.”

Marilee Adams
That’s right. And I’ll take it a little bit further. So you mentioned neuroscience, so judger is more the sympathetic nervous system. Learner is more the parasympathetic nervous system. So every time we switch, we’re really, I believe, making a little dent in our neuroplasticity so that learner becomes more and more normal and more resident for us.

And while I’m here, let me add also that this also illustrates emotional intelligence, in a way. And this I’ve tested and spoken with experts and authors in emotional intelligence. So emotional intelligence is four pillars: self-awareness, self-regulation, self-management, social awareness, social skills, basically, right?

So I think being able to see that, “I’m in judger” and name it nonjudgmentally is very advanced self-awareness. It really is. And then switching is self-regulation and self-management. So every time somebody recognizes they’re in judger, and switches to learner, they are strengthening the first two pillars of emotional intelligence.

Pete Mockaitis
Well, that’s super handy. And there’s so many directions we can go with this. You talk about Q-Storming as a useful approach. What is that and how do we do it?

Marilee Adams
Well, Q-Storming is one of the favorite things I ever made up.

Pete Mockaitis
Glad I asked.

Marilee Adams

And I’ve done hundreds of them. And, basically, if we want to alter a behavior and a result, in terms of my theory, we have to alter the questions we’re asking ourselves. And we need to come up with new questions that can take us in different directions.

So there are three stages to it. The first stage is something that you would do, basically, at the beginning of any project, which is, “What are we going for? What’s our goal?”

Because you know well, if you don’t establish that robustly, then there’s no place for anything else to stand. So, “What is it? What’s our goal?” And, first, I get people to say a lot of goals, and then we bring it, we really work on the goal. And this is a format.

So then the next thing is, “What assumptions are we making?” And that is a critical, critical stage, because every assumption we’re making is going to block our creativity and possibilities. And so I push on that quite a lot. And it’s assumptions I make about myself, about you, about others, and I pull those from the group.

And then once you’ve got out a healthy amount of assumptions, good, bad, and ugly, then now that you can see what you or we all are assuming, then you ask, “Okay, now what are the actual facts?”

And, oftentimes, people confuse assumptions and facts which really get you off on a wrong direction. So that part is always up front. So that’s phase one. Phase two is we start generating and capturing questions. And the kind of questions that I was describing earlier, questions we’re asking ourselves.

And I’ll pause a little and give you a quote. I think I told you this, it’s, actually, I dreamt this. And the quote is, “A question not asked is the door not opened.” So if we want new solutions, new thinking, new possibilities, we need to be asking new questions.

Pete Mockaitis
Absolutely.

Marilee Adams
And so it’s a long process of generating new questions. And I also want to contrast this with brainstorming, because brainstorming, it is the iconic creativity exercise, and the research is, actually, that it’s not quite as useful as people think. And I believe the reason for that is, in brainstorming, you’re coming up with ideas, solutions, answers, which is all well and good. Well, what if you’re answering the wrong questions?

So if I were doing like a big organizational effort, I’d be doing Q-Storming before brainstorming because that opens up your thinking and it also opens up your collaborative movements. So once we’ve got a really long list of new questions, that’s the end of phase two.

And phase three is, “Well, what do you do with all those questions?” Now in the third phase, we have to analyze the questions.

So the first thing to do is start putting them in buckets. And you don’t want to proclaim the buckets before you do this because the coolest thing would be is, if you come up with questions that don’t fit in a bucket, because that means there’s a place where thinking wasn’t occurring before, which is really great.

So when I was doing this in person, and I remember doing this, and I won’t say the agency, but it was there were 200 engineers in a particular agency, and I spent, literally, an entire day doing a Q-Storm with them around some really mission-critical issues.

And so after we generated, we had hundreds of questions, and I had them on flip charts, and then I had people go around and pick. They had to read all the questions, and every time you do that, of course, it’s opening up your thinking and they had to pick their five favorites. So they had a marker or Post-it or something.

So, then, we could narrow it to, “These are the top five questions,” and then they could choose. And you could see that that would be the beginning of a different strategy because they’ve opened up their thinking collaboratively. So it really is so practical and so creative. And we have companies and agencies who do this all the time now because they realize how effective and efficient it is and creative.

Pete Mockaitis
Well, Marilee, I’m loving this. Might we be able to do an accelerated demo of some Q-Storming?

Marilee Adams
Well, we’d have to have a topic or a challenge, and it would have to be yours.

Pete Mockaitis
Oh, I’ll give you one. Sure thing. Let’s go for it.

Marilee Adams
This is great. Nobody has ever asked me this before.

Pete Mockaitis
Oh, shucks. Well, I love, well, you know what, talk about questions, I love it when someone says that to me about my questions. So let’s go with this.

Let’s say, Marilee, I lose several hours a month of productive time because I get into little pockets of, “Ugh, I’m kind of tired and kind of bored and kind of don’t feel like doing what I probably should be doing on my to-do list. And so maybe I’ll just fiddle around on the news, or YouTube, or just sort of, like, time-wasting stuff.” It’s not really like life giving, right?

Marilee Adams
So the first question I would ask is, given that you said, the situation you said is maybe it’s procrastinating, which is normal, maybe it’s not feeling energized. But what would your goals be? What would you like to think and feel and do differently?

Pete Mockaitis
Sure thing. I suppose my goal, it would be that each, well, I mean, I’m tempted to put numbers on them, but I don’t know exactly what the numbers would be. But I would just say the vast majority of hours in the vast majority of work days are spent on activities that are enjoyable and/or meaningful.

Marilee Adams
So a goal would be something like, “To use my time well so that I am productive and energized.” Would that work?

Pete Mockaitis
That is a clear, more succinct way to say that. Yeah, that works for me. Uh-huh.

Marilee Adams
Okay, so let’s go to assumptions. What assumptions are you making that hold up the state you want to leave? And, also, let’s do that first.

Pete Mockaitis
I suppose the assumption in the moments could be that, “Oh, these tasks are not enjoyable.”

Marilee Adams
Okay.

Pete Mockaitis
“I am not in the optimal state of mind to do this at my best. It would be more fun to do this other activity.” Those seem like the biggies.

Marilee Adams
Okay, may I offer some assumptions that I think I heard, and you’ll tell me if they’re right or not?

Pete Mockaitis

Okay.

Marilee Adams
So one is, “To do something, it has to be fun,” that you have to be in the right state of mind. Then there’s a deeper assumption that, “I don’t know how to get myself into the right state of mind.” Would that be accurate? As assumptions?

Pete Mockaitis

Well, yeah, I think that those assumptions feel true at certain times. It’s, like, they flicker. They’re intermittent assumptions. Sometimes they exist and other times they seem like that’s nonsense. Of course, I do things I don’t like all the time, you know? Yeah.

Marilee Adams
Assumptions are just assumptions. And one of the really interesting things about questions, if you really think about it, particularly the ones we ask ourselves, is that entwined in our questions are our biases, our blind spots.

So when we ask questions, we’re actually bringing all of that history forward. So, can you think of a time when you actually got yourself into a different state? And then were able to do something?

Pete Mockaitis
Absolutely. Certainly.

Marilee Adams
So tell me that.

Pete Mockaitis
Well, it happens nearly daily, perhaps, you know? I mean, I’m going to exercise or dunk my face in cold water or, you know, do some pump up music. Yeah, that’s very common practice for me.

Marilee Adams
Okay. So what you’ve just established as facts are two bunch of different things. One, there are times when you, I’m going to use my phrase here, that you enjoy being a couch potato and not doing what you said you were going to do.

Pete Mockaitis
There are those times, yes.

Marilee Adams
Me, too, by the way. I think everybody. And, also, there are times, when you bring some strategies to the fore that you know will work – put on energizing music, something that will help you alter your state. Correct?

Pete Mockaitis
Yes. Mm-hmm.

Marilee Adams
Okay, so let’s declare that the end of phase one, establishing everything. So now we have a goal, and a goal is not a question. Sometimes people think it is. A goal is a statement. It’s what we’re going for. So your goal is, “Use my time well,” which means productively and energetically or enjoyably, right?

So I’m going to start the Q-Storm part, the generating part, with throwing out a few questions. And then I’m going to ask you to start throwing out some questions as well, okay?

Pete Mockaitis
Alrighty.

Marilee Adams
“What have I done successfully in the past that has helped me become more productive and energetic? Which of those was easiest for me? Which were more fun? Which actually move me along?” So now it’s your time to put in one or two questions.

Pete Mockaitis
Well, I guess, “What can I buy to make this better?” because that’s easy and fun. “How can I enroll other people to assist me in this endeavor? And whom should I enroll to assist me in this endeavor?
What changes in my physical environment, you know, what I’m actually seeing and sitting in, could provide helpful lift in this regard?” That’s what’s coming to mind so far.

Marilee Adams
Okay. Given that we have limited time right now, and we’re now going to move into phase three, if we stayed with it, we could come up with a lot more questions.

Pete Mockaitis
And I’d like to ask you, do you have a guideline, amount of time or questions, ballpark that’s good to hang here?

Marilee Adams
It’s never a prescription, and that’s actually one of my pet peeves when people have a list of questions they’re supposed to ask when you do that, A, you’re not thinking, you’re not welcoming-thinking, and you’re also not present with the other person.

So the thing is curiosity is the booster, and caring also. And this is a case in which curiosity and caring would matter for you. You care about your state, you care about getting things done, you care about your output, you care about your timelines, you care about downstream effects, like, “If I don’t do this, how will that affect them or the project or something?”

So, at this point, I would just say to you, of the questions you said, if you remember them, what were the top three that felt good to you, felt right?

Pete Mockaitis
Well, so I want to use something that you said as well. in terms of, “What have I done historically that was the most fun and easy?” What I love about that is because, in a way, you know, hey, after nearly 1200 episodes of How to be Awesome at Your Job, yeah, we’ve collected a couple of tools, maybe too many along the way.

So what I love about that is it shifts me out of an overwhelm in terms of, like, “Oh, there are so many things I might do.” But it was like, “Well, no way, in your own experience, what have you found was the easiest and most delightful?” I was like, “That was really good. Well, yeah, let’s go ahead and keep a shorter list. This feels more more manageable.”

Because, in some ways, when you’re feeling tired and overwhelmed and not in the mood, having too many tools to choose from is counterproductive.

Marilee Adams
And what you just said was really important that this new question actually focused you out of overwhelm and gave you something to look for that was useful. Oh, you know what? I just thought of… I would include questions like, “Can I give myself a break sometimes?”

Pete Mockaitis
Oh, sure. I work too hard. I care too much.

Marilee Adams
You know, “Am I willing to forgive myself? And how can I enjoy being a couch potato for a specific amount of time?”

Pete Mockaitis
Yeah, that is good. Okay, so now we’ve identified some extra winning questions. And where do we go from here?

Marilee Adams
Well, the last piece I would say, based on what you’ve just discovered and based on your goal, which is really an important one, what’s your first action item?

Pete Mockaitis
My first action item is to schedule a time to get an upgraded office desk chair.

Marilee Adams
Now you could list out a few more, and then you could prioritize them. So what other actions could you take?

Pete Mockaitis

I could ask Justin, who’s in the office with me, if there are some handy ways we could provide some friendly, accountable influence to one another, in focusing. I could get my pump-up tunes playlist, dusted off and curated a little better. It’s been a while since I’ve really tended to that, yeah.

Marilee Adams
I do Tai Chi every day, and I have an accountability partner, my Tai Chi teacher, and I text him every night after I’ve done it, “Did I do it once, twice, three times?” And he does the same with me. So he is my teacher, but we’re also accountability partners. And I know that it makes, there are times when I do it that I wouldn’t have done it if I didn’t have him to be accountable.

Pete Mockaitis
Very good.

Marilee Adams
So you have new action items you probably didn’t expect at the beginning of our conversation.

Pete Mockaitis
Yes, and I appreciate it.

Marilee Adams
I also want to add one caution I would make is learn it and be careful about it.

I have had people read the chapter and then decide they ought to try it in some large high-stakes meeting and have it not work because they actually don’t understand it, they haven’t participated, they haven’t practiced facilitating it.

And so I put in that caution because I don’t want anybody to say, “Oh, I get this. I’ll just do it.” Experiment. Do it with yourself. Do it with a small team. Do not do it with the big, high-stakes mission-critical issue.

Pete Mockaitis
Well, Marilee, before we hear about some of your favorite things, in general, I would like to ask if you could share with us three of your all-time favorite questions. It’s like, “Boy, it comes up so often, and it’s so transformational.” I know every situation is bespoke and unique and all that, but if there’s a few that just rock.

Marilee Adams
Okay, and some of these are going to sound very normal, “What do I actually want here? Like, what are my goals?” is always important. I love the question, “What am I missing?” And the one I said earlier, “Who do I choose to be in this moment?” And it’s always a centering question. It’s a question about presence, it’s a question about relationship, it’s a question about actually listening to people around.

And I think those are really important questions to have in your toolbox to ask over and over. And notice, I ask them in first person singular, but if you were a coach or you were a leader who’s using coaching methodology, you could ask them, you could change the pronoun, “What do you actually want here? What could you be missing? Who do you choose to be in this moment?”

So you change the pronoun and then it’s something you can invite other people to do as well. And using the word invite, I do want to say that questions should be experienced as an invitation to think, to collaborate, and that would be from a learner mindset. But when you ask questions that invite participation energy, it changes everything.

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

Marilee Adams
This one is adapted from Oliver Wendell Holmes, “I would not give a fig for the simplicity, this side of complexity, but I would give my life for the simplicity on the other side of complexity.”

Pete Mockaitis
And a favorite book?

Marilee Adams
One is The Science of Storytelling by Will Storr, S-T-O-R-R. And the other one is How to Tell a Story, and that’s by the people who put on all the Moth events.

Pete Mockaitis
Oh, great.

Marilee Adams
And, as you know, storytelling is a primary leadership skill. And, basically, if you want anybody to get anything, if you put it inside a story, it’s more likely to stick. They’re how we think. It’s why I wrote Change Your Questions as a story.

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

Marilee Adams

Great results begin with great questions. And so keep asking and keep looking.

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

Marilee Adams
My website is InquiryInstitute.com. And if people want to email me, it would be marilee.adams@inquiryinstitute.com. And I really welcome queries and feedback, and it’s how I stay connected. We have a learning community of hundreds of people and it’s so much fun.

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

Marilee Adams
No matter what is going on, stop, ask yourself – so pausing is really important – ask yourself, “What questions am I asking myself right now that I may not have been aware of?” Then you can ask, “Are they going to help me or hurt me?” And typically judger questions will impede progress, and learner questions will accelerate it.

And, of course, that stands on curiosity, real curiosity, because you have to be willing to discover a judger question. And then take action based on that. And that simple, it’s almost like a formula, will serve you professionally, personally, in every place in your life.

Pete Mockaitis

All right. Marilee, thank you.

Marilee Adams
Thank you. It was fun.

1170: How to Make Discipline Feel Easy and Achieve Your Ambitious Goals with Jia Jiang

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Jia Jiang explains his four-step framework for making discipline and success easier.

You’ll Learn

  1. The problem with hard discipline
  2. How to make your goals feel easy and enjoyable
  3. Two handy tips to defeat procrastination

About Jia

Jia Jiang is an award-winning speaker, entrepreneur, and the bestselling author of Rejection Proof. As a keynote speaker, Jiang has spoken at corporate and industry events and in front of 400,000+ live audiences. His TED talk has millions of views and is ranked in the top 1% among all TED talks. Jiang is also the owner of Rejection Therapy, which helps people overcome their fear of rejection and develop mental resilience. His work has been featured in Time, CNN, Today, Business Insider, The Guardian, Wired, and more. 

Resources Mentioned

Thank you, Sponsors!

Jia Jiang Interview Transcript

Pete Mockaitis
Jia, welcome!

Jia Jiang
Thank you for having me.

Pete Mockaitis
Well, I’m excited to be chatting. Your name has come up a few times over the years with How to be Awesome at Your Job, guests sharing transformational things they’ve read or tried. So I must start by hearing the tale of your 100 Day Rejection challenge.

Jia Jiang
Yeah, so I’ve been wanting to be an entrepreneur for all my life, but I had to delay it for a long time because I was kind of afraid of rejection. You know, I was afraid of failure, I was afraid of rejection for my family.

Eventually, I started my company at age 30. But then, as soon as I got rejected for funding, the first thought that came back to my mind was, “I’m not good at this. The guy, the potential investor, he knew much more about business than I did. So if he didn’t like my company, maybe I should change my idea or even not do this altogether.”

And that’s really a signal to me, it was like, “Man, I’m really afraid of rejection. Like, that’s a loser thinking. No people who are successful at anything can think like that, that they just wanted to quit after a rejection like that.”

So I said, “Let me overcome my fear of rejection.” Like, that’s my number one goal, overcome my fear of rejection. But I want to do it in a fun way. I’m like, “What can I have fun with rejection?”

So I started this project called 100 Days of Rejection Therapy, where, every day, I would go out and get rejected on purpose. And now I film myself doing this using my phone, and I made my first vlog. So, you know, I would go out and, like, I would ask a stranger for 100 dollars. And then the next day, I would go to ask for a burger refill after getting a burger for lunch.

Then there’s another day, I went out and I asked, I went to Costco and asked to speak on their intercom. I got a “no.” And then another day, I went to a PetSmart to ask for a haircut, to get a haircut. I asked for a German Shepherd cut, and they said no.

But I didn’t die, you know? At the beginning, I thought I was going to die. But not only I didn’t die, it was pretty fun. I had a great time, you know, and I had a good energy, you know. I was easygoing, I was making jokes. And then people started to say yes to me.

So my most famous video is, one day, I went to a Krispy Kreme Doughnuts shop and asked them to make me donuts that look like Olympic rings. There’s no way they’re going to do that, right? I’m just going to go in and make a joke.

And the donut-maker took me so seriously and, fifteen minutes later, she came up with a box of donuts that looked like Olympic rings. And she was like, “This is from me. This is my pleasure.” So she gave it to me for free.

And that video went viral. And that’s why a lot of people probably recommended my name to you, probably saw that video and saw my TED Talk later on, talking about it. So, yeah, that’s 100 Days of Rejection Therapy. It was a lot of fun.

Pete Mockaitis
Well, it’s fun and it’s viral. Can you tell me, was it transformational for you?

Jia Jiang
Yeah, on a couple of levels, first of all, at the beginning, my goal was I want to come in and just ask and I don’t know what’s going to happen, right? But then I found people started to say yes to me. And I was like, “Wow, the world is different than I thought.”

I thought the world is according to a script. You ask for hard things, people say no. You ask for easy things, people will say yes. As it turned out, when I had this mindset of, “I won’t take myself too seriously, I’m going to have fun. I’m going to just go confront these fears and with a fun attitude,” that the whole script flips.

Sometimes it’s the hard request, the audacious ones that get yes, because people are curious. But also, because of me, right? I’m very relaxed and I’m fun-seeking. In that way, I exude a type of energy that people don’t push back to, right?

Sometimes if I come in really hard, people feel cornered, and they will say no to me. But if I come in very relaxed, then people would be like, “Ah, okay, maybe I’ll say yes.” So to me, it’s just a great lesson. The world is very different than I thought.

So I started teaching other people to say, you know, one, don’t be afraid of asking. Secondly, try to have fun when you’re asking. Try to have fun in whatever you do. The result will surprise you.

Pete Mockaitis
Certainly. Well, so that’s a nice mindset, worldview, to not only enjoy life more but get better results. I’m also curious to hear, now how does rejection land for you. You’ve now had the 100 Days of Rejection Therapy, and I imagine subsequent rejections over the course of life and business. Tell me, how is a rejection feeling nowadays?

Jia Jiang
Yeah, instead of seeing rejection as a failure, now I see this as a start of a negotiation. I started just to be like, “Okay, cool. It’s fine I get rejected. But can I try something else? Can I ask for something else?” And I would try to ask for different things in a very fun way, in a very relaxed way.

So I no longer see rejection as a sign of signal failure, signals end. I see this as a signal to ask for more, to keep asking and have more fun to do this. So, yeah, that’s a complete mindset shift.

Pete Mockaitis
Oh, that’s great. So it’s no longer a crushing emotional situation. It’s just like, “Oh, kind of interesting. Let’s try something a little different this time.”

Jia Jiang
Yeah. I mean, sometimes it’s like a negotiation, right? It’s like, you know, “Hey, what can I do? I can’t do this. Can I do that? If you don’t like this, why don’t you like it? Okay, I learned a little more any way I can get yes.” So I started having this dialogue with the person who rejects me.

Pete Mockaitis
I dig that so much. And, I’m thinking, it totally checks out with psychological research on exposure therapy. And I lived it myself with my first book. Back in the day, I sent out a whole bunch of one-page query letters to publishers and agents, and then they would come back. And I was actually wonderful to have the experience of being rejected over 100 times via letter because I could choose, “When do I open these letters?”

It’s like, “Ooh, I’m feeling down right now. Meh, let’s maybe wait till after lunch.” And then, “Okay, now I’m ready to face this letter. Oh, and it’s a rejection. Oh, and it’s another rejection.” And, sure enough, having lived that exposure, afterwards, rejections seem like no big deal. It’s like, “I’ve been through this over a hundred times. Is that all you got?

Jia Jiang
I love your approach to it because you kind of took control of this thing. When people get rejected, they feel they lost control, right, other people are telling them what to do. But you took control of this whole process, “Even though I got rejection letters, I get to decide when to open them. I get to have the mindset that, hey, these are fun. These are, like, things that are helping me to overcome that fear,” so you decide.

This mindset is all about initiatives, right? Who’s taking initiatives? Who’s doing what to whom? If you let the world do rejection to you, then you can feel very down. You can take it very personal. But you go to the other route where, like, “I’m going to do this to rejection. I’m going to have fun with rejection.” So who’s taking the initiative, like, determines how you feel and what’s your next step.

Pete Mockaitis
Yeah. I love it so much. We had an earlier guest, Andrea Waltz, who talked about go for no. And so it changes your whole perspective if you’re having fun with it. And, sure enough, along the way, you get some yeses, and they’re surprising, and it’s fun.

And then it just sort of changes the whole equation, it’s like, “Oh, okay. All I need to do is ask a hundred people. And then, you know, one to six of them will probably say yes. I only need one. All right. Well, let’s get to it. Away we go.”

Jia Jiang
You can ask more people, right? You ask more people, you can ask differently, the same person differently. You can ask again that person more times. You can change your location, even your environment to ask, right?

Sometimes you’re at work, you ask for something, “Oh, it didn’t work. Okay.” You ask again. Then the next time, where you go to, you have a beer or somewhere. You ask again, right? Under different circumstances, you ask.

So there are all kinds of levers you can pull after getting rejected. But most people will just get rejected, they’re like, “Oh, man, that sucks. That’s the end, right?” But shift your environment, shift whatever, right? You can try it again, so.

Pete Mockaitis
Well, Jia, I’m going to try a hard segue here. Sometimes the rejection seems to come from within. We want to do a thing, and we just can’t muster the energy, motivation, discipline, gumption, whatever, to get her done. Your latest book is called Easy Discipline: An Unconventional Way to Achieve Ambitious Things. Ooh, that sounds real nice. Lay it on us, how do we make discipline easy?

Jia Jiang
Yeah. So for most people, we try to think about discipline as a combination of willpower and pain tolerance, right? So I grew up in China, and I grew up with this idea called chi ku. In Chinese, it means eating bitterness. It means you have an ambitious goal, right? But to achieve that, you got to eat more pain, eat more bitterness than other people.

If you eat bitterness, you’re going to eventually find your way to success. And that’s called Chuku. But the problem is I suck at eating bitterness. I don’t like eating bitterness. And it’s against human nature because, like, your motivation runs away. You start something, then, very quickly, you learn you don’t like it but you have to keep doing it because you want to succeed, you want to achieve your goal, right?

So if you let the outcome you want to achieve provide the motivation for you to keep going, that will run out in no time. And then you’re going to start not liking yourself. You get disappointed, you lose confidence. You’re like, “I’m not made for this. What’s wrong with me?” That’s a loop that a lot of people have.

You see every year, people, there’s about half of the American population make New Year’s resolutions, right, “A new year, I’m going to lose weight,” “I’m going to find a new job,” “I’m going to make more money in the new year,” and all that, “Find love.”

And then, by February, it’s done. Like, only 9% of people who make New Year’s resolutions keep them throughout the year, by the end of the year. Why is that? Because we set these outcomes we want to achieve, and somehow using this outcome to motivate us and it doesn’t work. It works for someone, I’m not saying for everyone, but most people, it doesn’t work.

And I call this bare knuckle grinding through your way to success, hard discipline. Easy discipline, on the other hand, is later on I found in life, because I failed all my life, like most of my life, because I tried hard discipline, and I was just hating myself.

And then I started trying easy discipline, which was, “What do I like to do?” Instead of just thinking about the outcome I want to achieve, “Can I find things I like to do? Can I just start with easy? If something comes to me easily, I would just do it anyway,” right?

Like, I used to love playing video games. And I played for a long time, video games. And that wasn’t discipline. No one’s telling me that, you know, “Wow, you’re very disciplined in playing video games,” because I just love doing it.

But why when it comes to work, something that’s important, we feel like we have to feel like a prisoner, we have to feel hard, we have to endure the pain to actually achieve those outcomes? What if you just have that same mindset of, “How can I play? How can I turn my pursuit, my work into play so I can keep going?” And that’s what easy discipline is about.

Pete Mockaitis
Well, that sounds delightful. And I have often wondered this. Indeed, I, too, enjoy video games. Recently, “Slay the Spire II,” it’s so good. And I will play it for more than maybe I want to, maybe more than I plan to over the course of a week.

And I thought, “Boy, if only doing the things that, you know, build wealth, health, spirituality, other goals, felt as appealing and fun to me as this video game, that would be amazing.” And so tell us, is that possible, and how?

Jia Jiang

A hundred percent. I’m not saying everything can be turned into video games-type of addictive, right? But it can get to, it’s just, I mean, there’s a spectrum, right? On one hand, it’s just dreadful. You do the work, you’re just like, “I got to do this, my goodness.” On the other hand, it’s just so delightful you cannot stop.

Most of our work, somehow, at this lower end of that spectrum, if you can just move that to the middle even, right, make this somewhat fun, make this be like, “Oh, I had a great time today working. I can’t wait to do it again tomorrow,” then that’s how you become much more successful.

I’ll give you an example. For a long time, I didn’t like exercise. Because the idea of me going to the gym to exercise, it was dreadful. And I tried it, you know, I bought gym memberships and I used it for a couple days, and they just go to waste.

I would go to the gym, and go there and sit there to see, “What do I do, man?” I’ll see all those machines, “That guy looks good. He’s doing this. I’m going to do that a little bit. And this guy’s doing this, I might do that a little bit.” Like, afterward, I was drained. I’m like, “Why do I have to come in for a buffet of movements, none of them I like?” And then, because of that friction, I don’t go anymore, right?

So I was like, “Okay, how can I remove all the frictions, and turn that into something fun?” The turning point is I started, I’m sure you’ve heard of this, P90X was actually a big turning point for me.

I started doing it because the guy, Tony Horton, he was the trainer on the DVD, right? And he was fun, and I didn’t have to think what to do. If I didn’t have to think what to do, just tell me what to do, and I would do it, and the workout is hard.

And then, afterward, I feel good. My body started to change. And then I started doing that again and again. I started doing different programs. Now, I follow this woman called Caroline Girvan. She does that on YouTube, all for free. I just follow what she does, you know, and I can’t wait. Sometimes, I feel if I don’t do it, I feel bad. And then I bought a Peloton, and I just follow Peloton. Like, they just tell me what to do, there’s programs.

So I removed all the frictions, and not only frictions, those exercises turn into fun. And now they became what I do every day. I turn this type of thing to exercise. I became a better worker, a better salesperson by using easy discipline. I became a better father by doing easy discipline. So I turned all kinds of goals I have in life that I’m not good at into something that I enjoy. And now I have a great time in everything I do.

Pete Mockaitis
Well, I like that a lot in terms of you identified a friction point, “I don’t know what the heck to do,” and then you found a solution, “Ah, the P90X guy tells me exactly what to do. Friction resolved.” And then you do it, you feel good, you see a result, and then you look forward to it.

So it’s a very beautiful pathway by which momentum is liberated and grows. I dig that a lot. So this is a nice contrast to, you say that bullying ourselves doesn’t get the job done. Talk to us about that, the alternative approach that’s not going to work.

Jia Jiang
Yeah, the alternative is like, “I know this is hard and I’m going to do it because I’m a badass,” right? You have this mindset.

Pete Mockaitis
David Goggins style.

Jia Jiang
I’m not going to try to mention him, but I actually see a lot of people who are falling into that type of mindset. The thing is, it can work. That’s the thing. It can work, but not in the long term. Over the long term, we burn out. Like, there’s a short-term success and long-term success, right?

If you bully yourself, you’re like, “I’m going to do, like, three months of David Goggins.” Most people can’t do it. Some people can. A few can. But the thing is, you can’t turn that into a lifestyle. You just can’t.

In my book, I write about Sisyphus, in the Greek mythology, the guy would push up a rock out up a mountain just all day, and then the rock will roll back down, right, Sisyphus goes back down and keeps pushing.

And most people feel like Sisyphus because you’re always going to be pushing. The gravity is always against you. However, I have an alternative version of that story. I’m like, “Why does he keep doing it? If he has no choice, then he’s dead already, he has no free agency. But if he has free agency, that means he must go back. He must be the person who goes back down and does it.”

“And why does he do it? That must mean he likes pushing rocks, right? He’s having a good time, and that’s why he enjoys it, even though it never gets to the top.” So I was like, “Okay, how can we flip that script in our lives, in our work, for us to enjoy the work rather than just thinking about the results, just the top?”

So that’s also the cover of my book. That’s actually my T-shirt, you know. I have this, like, this guy just floating upward with a rock rather than pushing upward. So can work lift you up rather than actually push you down?

Pete Mockaitis
Well, that’s fun. I was looking at your book and your book cover, and, yeah, “Oh, I see, that’s Sisyphus, except his rock is, like, a helium balloon floating upward.” And it’s sort of easy and enjoyable because, hey, we love balloons. My kids, they can’t get enough with a balloon and go wild.

Okay. Well, you’ve got a whole framework. So how about you walk us through that? And then I just want to go example, example, example, right, in terms of, like, “Okay, that works great for exercise. Cool. But how do I deal with email? I hate email. How do I deal with…?” Well, fill in the blank.

The thing, cold calling, you said sales, you know, “Hey, there’s a thing I need to do to get where I want to go, but, ugh, dreadful is where it lands on the continuum, far from delightful.” So maybe walk us through your framework, and then let’s just apply it again and again and again so that folks feel like, “Oh, okay, let’s get after it.”

Jia Jiang
Okay, so my framework is called EASY, so E-A-S-Y. E stands for enjoyment, right? That’s what I was talking about, “How can you turn your everyday work into fun, into more enjoyable than before, and use that enjoyment to fuel you rather than just you trying to be a badass?”

So in my book, I wrote about 12 different tools to how do you achieve easy, right? I’ll tell you one. One of the things that you want to have more enjoyment is you can be a game-changer, right? If you don’t like the game you’re playing, you can try to change the game.

For example, so you talk about this idea of making sales calls, right? If you are outcome-oriented, “I’m going to make the call,” you’re going to make the call and someone will slam the phone in your face. Some people will talk to you, give you a minute of their time, and then afterward, you may succeed or not, right?

There are more rejections than success, of course. Nowadays, people don’t pick up phones anymore. It’s tough. It’s really tough. But what if you changed the game? Instead of saying, “I have to make that call. My goal is to actually make the sales. By the end, I have a contract,” or whatever, the next step.

You’d be like, “What if I change my goal just to understand that person? What if I want to have a good conversation? Can I have an actual conversation with a person that actually shows who I am but also let me learn what that person is going through? Maybe have a game to be, like, I want to find that person’s biggest problem. Whether or not I sell to that person, I don’t care. But let me change the game.”

So now you start shifting games, right? So I’m someone who very much doesn’t like talking to people. I don’t. I don’t like making these calls. But I love solving people’s problems. I started performing the role of a therapist or a consultant, that helps me a lot. Now I’m having fun, because now it’s a different goal from the goal that I didn’t like.

So you can do roleplay and change your game. Call that a game-changer. That’s how you make your work more enjoyable.

Pete Mockaitis
Okay, So could you give us an example there with regard to throw a role play in there and, suddenly, a conversation that was not so fun is more fun.

Jia Jiang
Yeah, absolutely. So I used to be terrible at sales calls. Meaning, some people, like I’m great at speaking. That I know. If you get me on a stage and get me in front of your audience and talk about rejection, I can tell a great story and inspire your audience and get a standing ovation. Like, I can do that.

However, getting on sales calls is a different thing, right? Sometimes the potential client, they’re like, “Huh, this guy is interesting. I see his video. Now I got three to four potential speakers. I’m going to interview all of them to see if they’re actually crazy in real life, right? Are they who they are on the videos?”

I used to hate those calls because my mindset was, “Okay, how can I get the other person like me the most? And what do I do? And what thing does he or she likes to hear? Let me try to do a word salad or try to contort myself into a way that they will like my answer. Then, hopefully, they’ll hire me.” And that’s a terrible mindset.

I was tracking myself, “What’s my sales success rate?” I was at 18%. Like, I was getting rejected for most, like almost every time, but 18%

Pete Mockaitis
And they found you. They found you.

Jia Jiang
They found me. Exactly.

Pete Mockaitis
You’re on the short list of finalists and there you’re only getting 18%. Okay.

Jia Jiang
Yeah. And I was like, “Well, I’m the rejection guy. I mean, I can take a rejection, that’s fine. But, man, this seemed like a drudgery.” So I started changing my two mindsets, right? The first, I’ll tell you, is “How do I have more fun? What if I changed my goal? Instead of thinking about how do I make them like me, what can I say to impress someone, let me be a consultant. Let me come in and maybe ask you questions.”

“What’s your business like? And what’s your goal? Why did you actually pick me as a candidate? Like, why? What are you trying to achieve? What is the everyday struggle of your audience member, of your association member, or as an employee who attends this event? What’s the day look like? Huh?” Then, right away, the dynamic changes.

Now I’m asking really good questions, and they would feel like, “Oh, this is a good question,” and they started telling me. Then I started getting a lot of information. The more information I get, the better solution that I would provide. So I do a role change, now I become a consultant on sales calls.

Boom! I had a better time. I like it a lot more. I’m no longer so afraid because now I’m just asking questions. There’s nothing wrong with asking questions and trying to understand the other person, right?

So that’s one thing that I can do to dramatically increase my…I do two things. I’ll tell you another thing, too, my other two things. But with the combination of these two things, I was able to get to 94% of success rate.

Pete Mockaitis
Hotdog!

Jia Jiang
It was dramatic. I mean, I track everything. And then after, I was like, “Man, I’m great at sales calls.” So that’s the first thing I did. So it’s, like, the enjoyment will make me like it more.

Pete Mockaitis
Well, what’s the other thing?

Jia Jiang
The other thing is the A, right? A stands for artistry. So E stands for enjoyment, A stands for artistry. What does artistry mean? We’re not talking about, like, drawing stuff and singing stuff, but we’re thinking about being present.

So, again, the reason I used to hate these sales is because I just didn’t like it. I didn’t like people that much, you know? I read How to Win Friends and Influence People at a pretty young age. It tells you how to make friends, right, is to be genuinely interested in other people.

I wasn’t. I was just not. I don’t like people that much. But then one day, I went to Japan. I did this traditional tea ceremony. If you’ve ever been to Japan, I highly recommend it, traditional Japanese tea ceremony.

So, basically, you’re in a room with a host, right? The host will make tea for you. And every movement and every word she says is very present. Like, that moment is, you feel it’s almost like essential, if not spiritual experience when you’re there by drinking tea.

It’s never about tea. It’s about being in the presence of another person, and you giving your best. And the Japanese have a word for this called Ichiko Ichie. It, literally, translates into one time, one meeting. It means that every time we meet, that’s the only time we’re going to meet.

Even though we might meet again, Pete, again in the future or wherever, right, this moment will never be replicated. So, because this is a unique moment, I better be fully present, I better be giving my best. I translate this into the artist mindset because that’s what artists do. Artists take whatever the world gives to you and you make art in that moment. So nothing is perfect but you go deep with this moment.

Now how do I translate to sales calls? When I take the artist mindset into my sales calls, I’m no longer afraid. I just go deep. Everything the other person says, I reflect and I talk back. I dig deep into that conversation and forget about trying to impress someone. I forget about I’m trying to be good.

Every time, you know, if I get picked, I make over $20,000. I mean, let me forget about that. Let me just be having the best conversation. Let me give you my best. By having that mindset, the artist mindset, my goodness, I become a much better conversationalist. People like me more.

The result is people like me more, people buy me more, and I turn these sales calls into little pieces of art. And that’s how I went from the combination of both, right, the role-playing, the change of role, but also trying to make art. And I went from 18% to 94% of closing rate.

Pete Mockaitis
And so when you’re making art, it’s funny. I’m kind of feeling internally the shifts in terms of a lot of good things are happening automatically, like embedded within that notion, making art, just there in terms of like, one, yeah, you’re not thinking about yourself, the self-consciousness just disappears.

And just imagining, like, Bob Ross, or whomever, you know, with his happy little trees on the canvas, just that mindset and that groove, it’s calm, it’s present, it’s curious, it’s fun, it’s peaceful. And so it’s like, all that at once, in terms of I’m thinking about just, you know, charisma.

We recently had Olivia Fox Cabane on the show, and wow, you’re getting a lot of those internal vibes right, right away, just by imagining making art. But what is the art that we’re making? The art is, “I’m trying to craft a beautiful conversation, connection, understanding.” What is the art we’re crafting in this conversation?

Jia Jiang
Sometimes there’s no result, you know. I mean, you’re having a conversation where you want to be your best self. Like, the vibes, that’s all it matters. In the end, this is what easy discipline is about. If the vibe you have internally is right, you do the best work, and the other person feels it, right?

If you feel your vibe is right, very quickly, the other person is like, “Ooh, you know, this dynamic changes.” When you just think about, “I’m an artist now,” this whole dynamic changes between us, even having this conversation right now.

You start feeling differently, I start feeling differently, and then the result will be, when people are watching this, when people are listening to this, you can feel it, too, right? The vibe just changes, the feeling is good, and you get into the flow. When we get in the flow, whatever that comes out, it’s art, you know? It sounds very woo-woo, but it’s true.

Pete Mockaitis
Yeah. And then there’s also the internal state, because, I think, in my early days of podcasting, my vibe was different. It was still of service, but it felt a little bit more, I don’t know, aggressive. I mean, I don’t think I was ever mean.

But it’s like, “Okay, the clock is ticking. You have a ton of wisdom. We have a limited amount of time. Give me more wisdom. More, more, faster, better. What else? What else? Example. Story. Illustration. Tactic. You know, it’s like I want it all. And I want it fast because the time is ticking.” And that’s not a great vibe.

Jia Jiang
Because you had a goal, right? You had a goal, it’s like, “Oh, my goal is to get as much stuff from this person as possible and still stick into this little time we have. Let’s just keep go, go, go.” And when you have that, the vibe is not right.

And there’s no art being made by saying, “Go, go, go,” right? But real art is made by, “Oh, that’s interesting. Hmm.” Maybe pause a little bit, like, “I like what you were saying. My feeling’s different.” So that’s really making art. And that always produces better conversations. and most people enjoy it more.

Pete Mockaitis
Certainly. And so then, when you say artistry and making art, we don’t want to over-fixate on the product or the output so much as being in the vibe of we are creating something beautiful here now. And in so doing, that’s just good for everybody.

Jia Jiang

It really is. You get in flow and, usually, the best conversation of two people is just forgetting about themselves. They’re forgetting they’re in a conversation. They’re just, like, deeply immersed. And the thing is, their curiosity just pops up and you hear other people’s point of view or story. It brings the story out of yourself. You start responding with your own story. And then that’s two people co-creating art, right?

And I started having that mindset in everything I do.

Pete Mockaitis
Yeah. All right. Let’s hear about the S, systems.

Jia Jiang
Yeah, the system. So I tell the EASY is like four different characters. If the enjoyment is this happy go-lucky guy, that feels all good, the artist guy is like deep, right, very present. System is another character. He’s, like, very systematic, you know? What can I say?

I call this system smart. System smart is basically you try to figure out where you are, what you’re trying to accomplish, what your weaknesses are, and try to shape the environment that gets you to do more better input to get to the result.

Most people try to do work and take actions to achieve the outcome. System, meaning what can you engineer with your environment and your everyday activity, so you can actually manufacture better input that leads to the outcome? I’ll give you an example.

Okay, I learned this concept from Jim Collins, right? You know, he’s very prolific. He still keeps writing, and people ask him, “How can you be so creative and prolific? What’s your secret?” And you would think it’s like some sort of meditation, maybe some AI before anyone else had it.

And he’s like, “I have a stopwatch.” People are like, “What?” “Stopwatch.” So, it’s like, he has learned that the most creative and successful people in his endeavor, they spend at least 1,000 hours a year in 365 days to do creative work.

So he has a stopwatch, so every time, every day, when he had a conversation, when he started doing research, when he started thinking, when he started writing, doing creative work, he will start his stopwatch. And then when he’s done, he clocks out, right?

By the end of the day, he writes that number on a spreadsheet. And this spreadsheet go back to decades. He does this every day and all he makes sure is, he goes back to 365 days and it’s over a thousand hours, so cumulatively. And he said he’s never been under a thousand hours.

That’s his system. He has a system that kind of enables him to track the fun thing he loves to do. So that system works for him. I’m not saying it works for everyone. But it got me thinking, “Wow, what can I build, a system that fits me so I can be my best?”

So one of my biggest problems is this, right? Phone and also the computer. I get distracted all the time. I doom-scroll all the time. And because the world, nowadays, this whole world is engineered to distract us to get our attention. And for a long time, I didn’t like it. And, I mean, like, I want to be able to have better control of my own mind.

So I was like, “How can I have a system where I can be away from my distraction? I don’t have to find my distraction.” So every day, to write, I would go drive 45 minutes away from where I live, to this place called Half Moon Bay in Northern California.

I would park my car on the beach, overlook this ocean, and I sit in my car and write. That’s my office. I get the most beautiful view. I think I have the best office view in the whole world because of that place I park.

And then I don’t bring my phone. I don’t have my phone, so I don’t have data. I don’t have hotspot. I have none of that. I just have my computer without internet connection so I can just write, so I can fully focus.

And if my family needs to reach me, I wear my Apple Watch. I can take calls on the watch, but it doesn’t do hotspot with my watch. So I built a system for me, for me to be at my best to get the input. If I can be good at my input, the outcome is amazing.

So ever since I started building the system, my productivity just went way up. So that’s an example of system thinking, how to build a system for you to have your best work.

Pete Mockaitis

Okay. And then the Y is yourself.

Jia Jiang
Y is called yourself. And this is more like a long-term thing. I grew up in Beijing, China. I met Bill Gates when I was 14. I heard him speak. I was mesmerized by him, you know, and I was mesmerized by his entrepreneur story, this idea of using technology to change the world.

So I wrote a letter to my family, telling them, “Hey, I’ll be the Chinese version of Bill Gates. By age 25, I’ll build the biggest company in the world and buy Microsoft.” I did write that letter, my family kept it for me all those years.

And then how do I do it? I’m going to replicate Bill Gates’ life. He went to school, and then he studied computer science. I’m going to study computer science. I couldn’t go to Harvard. I came to America, right, but I didn’t get to Harvard, but I’m like, “I can go to school early.”

So I went to school at 17, I go to a college. I was like, “I’m going to finish college in three years. I’m going to come off a boy genius. I’m going to then start building my company and, very quickly, I’ll be the next Bill Gates.”

Well, the problem is I’m not Bill Gates. That’s the problem. Like, I don’t have his mind. I don’t have his interest in programming. I hated programming, and then my college was miserable. Instead of spending, like, three years to graduate, as I thought, I spent over five years. I’m not ashamed to say it because I was not a good programmer.

Even after college, I started finding jobs and I sucked at my jobs. And I worked really hard. I’m just trying to push up the rock on the hill, right, doing programming every day. Then one day, my boss called me in, he’s like, “Jia, consider yourself fired.” Okay, that’s not a good start of a conversation, no matter how you cut it, right?

But then he said, “Hey, we really like you. We see how hard you work. We like how you treat people, how genuine you are. How about we rehire you? We’ll put you in another job. How about we call this thing…?”

So they came up with a new job title called client services engineer. I’ve never heard of that job title before, I’ve never heard that since. But he’s, like, “How about you serve our customers and write a script for them, rather than writing our main software?”

And then my whole life, my whole career trajectory changed that day because I love that new thing. I love solving problems for people. I love helping them. And then I became better. I no longer felt like I was a loser. I was never fired again since then. I was having a good time. And this is called yourself.

A lot of times, we have a goal that’s from outside that either someone put it in us or we install that in ourselves. But I was, like, “Instead of having that goal, what if you actually learn who you are, and then have that dream come out of you?”

So right now, I don’t even follow that tech entrepreneur dream anymore because that’s not who I am. I’m really good at writing. Now I know I’m really good at writing, I’m really good at speaking. So I said, “What if I build my dream out of that? What if I can be a writer for the rest of my life? I’ll be happy.”

So I didn’t like myself that much before because I couldn’t get that goal, but now I love myself and I’m excelling in the things I do because I’m doing who I am. That’s yourself.

Pete Mockaitis

Cool. Well, excellent stuff. Well, I’d love your take now, it seems like these are some big ideas that we can put into practice in all kinds of different contexts. I’d love to get your pro tips for when you’re in the heat of battle, there’s a thing you know needs doing, and now is a fine time to do it based on the calendar and opportunities and availability, and yet, “Ah, I don’t want to,” what do we do?

Jia Jiang
Try to turn that, somehow, turn that into a game, okay? Turn that into a game to see, okay, by the way, I faced this. I still face this every day. Sometimes the most important thing you know is important, and because you’re so delaying it, that feeling of delay actually makes this thing worse, right? And so you turn that into a game.

You’re like, “Okay, what can I do, and just give myself 15 minutes, just do this task? What’s the best I can do in 15 minutes? Let me contain it. All right.” Whatever that comes out, it was, like, you know, your 15 minutes is a very short amount of time, right? It depends on what the task is. But I try to contain it.

I’m like, “I’m going to go nuts in the next 15 minutes. Let me start my clock. Just 15 minutes, go nuts on this to see what kind of art I can create.” That’s the artist mindset, right? And then whatever it is, it is. And then, usually, when I get started, when 15 minutes is done, a lot of times I’m not done. A lot of times I’m like, “Actually, I’m in the zone. Like, I’m in the zone.”

To get over procrastination, the best thing is just get started. Sometimes you can’t even get started. That’s the biggest friction. But when I have this container, just 10, 15 minutes, that’s it. “Let me dig deep. Let me have fun in the next 10, 15 minutes and I’ll have a coffee.” And then you get started, right? And then a lot of times, you’ll finish a task, and a lot of times you’ll do a good job.

Pete Mockaitis
Okay, understood. So just getting started gets the momentum going, certainly. And then, any pro tips on, in fact, the getting started part?

Jia Jiang
Yeah, I mean, I have a secret. Sometimes just getting that is hard. I totally can understand. I call my wife, I was like, “Can I borrow you?” She was like, “What do you need?” I’m like, “Can you sit with me for 10 minutes? Just watch me and do this.”

And then it doesn’t have to be your wife. It can be anyone. It can be my son. I could get my friend. And it’s like, “Hey, are we friends or what?” They’re like, “Yeah, we’re friends.” “Can I borrow you for 10 minutes?” “For what?” “Just sit here with me, watch me get this started.”

And sometimes that’s it. That’s crazy. It’s just, like, you fire up that Microsoft Word or Google Sheet, whatever you’re doing, right? You fire it up, start doing, that’s it. You get started. Having that person to get you sitting here with you, you get it started.

Pete Mockaitis
Okay. Very good. Well, Jia, tell me, anything else you want to really make sure to mention before we hear about some of your favorite things?

Jia Jiang
A lot of times, when we’re trying to achieve something, right, and we think worse. We think we have a lot of flaws, and I used to think I had a lot of flaws, I still do. But I used to think those flaws are just there, just obstacles stopping me from achieving my dreams.

But now, those flaws are treasures, they’re assets, because I get to learn myself, and I get to bring them and try to build systems around them. And I wouldn’t be able to write this book, Easy Discipline, without those flaws. This book is all about my flaws, the how to actually turn your flaws into your treasures, into your advantages.

So whatever flaws you think you have, whatever part of you, you don’t like yourself about, switch it around. Think about those, start using, start mining those flaws, start just turning them into good stuff, and you’ll like yourself a lot more.

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

Jia Jiang

I found this quote, and it’s from Charles Bukowski. And he was like, “Who you were before the world told you who you were supposed to be.” And I love that quote. But I even made some modification on that quote, “Who you were before you told yourself who you were supposed to be.”

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

Jia Jiang
So one of the books that really inspired me was a book called Made to Stick. It came out about 20 years ago, still one of my favorite books by Chip and Dan Heath. They write about how ideas travel.

So there’s tons of research in there. One of them is saying, when you can make an idea more surprising, the idea will travel farther. So when you make the idea more emotional, it goes farther. So, yeah, it just tells that sometimes how you tell stories, the stories you tell determines how sticky, how influential it is.

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

Jia Jiang
Drive every day. I manufacture a commute to a place I write. And during the commute, I listen to audiobooks and nothing else. I get myself in the mood. I get myself inspired. So when I stop, just ideas pop up.

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

Jia Jiang
“Rejection is like a chicken. It’s either yucky or yummy. It depends on how you cook it.”

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

Jia Jiang
You can search me on Substack, and I write. I definitely write every week and sometimes more.

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

Jia Jiang
Find one thing that you love the most. Just figure out one thing. What’s that thing that, of all the things you do at your work, you love the most? And then you tell yourself, “What if you just go even deeper on that thing? How about you go nuts on that thing and maybe you do nothing but that thing that you love the most for your work for a day to see what happens?” And maybe that thing can become the foundation of your work.

Pete Mockaitis
Okay. Jia, thank you. This is fun.

Jia Jiang
I had a great time. I had a great time. Thank you for having me.

1169: Tapping into the Transformative Power of Sabbaticals with DJ DiDonna

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DJ DiDonna makes the case for why taking more extended time off helps professionals get further in their careers–and shares tricks for actually snagging that time.

You’ll Learn

  1. How to convince your boss to let you take a sabbatical
  2. How sabbaticals act as “regret insurance”
  3. How to plan a truly fulfilling sabbatical

About DJ

DJ DiDonna is a senior lecturer of business administration at Harvard Business School, where he teaches MBA courses on entrepreneurship and building meaningful professional and personal lives. He has spent his career translating social science research into real-world tools for positive change. In 2019, DiDonna founded The Sabbatical Project to define, explore, and research the role of sabbaticals in modern life. He has helped organizations around the world—from nonprofits to Fortune 50 companies—design and implement sabbatical policies.

His work has been featured in The Atlantic, Harvard Business Review, Time, Fast Company, The Wall Street Journal, and The New York Times. Previously, DiDonna cofounded EFL Global, a fintech company that enabled more than $2 billion in capital to underbanked businesses and individuals across twenty countries before its acquisition in 2018. DiDonna earned his MBA from Harvard Business School. On his sabbatical, DiDonna walked nine hundred miles on pilgrimage in Shikoku, Japan, helped lead the Wilson Sheehan Lab for Economic Opportunities at his undergraduate alma mater, Notre Dame, and unskillfully remodeled his kitchen. Outside work, you can find him plotting how to be in the Big Outdoors.

Resources Mentioned

Thank you, Sponsors!

DJ DiDonna Interview Transcript

Pete Mockaitis
DJ, welcome!

DJ DiDonna
How are ya? Great to be here.

Pete Mockaitis
Doing well. Doing well. I’m excited to talk sabbaticals. First of all, we’re going to use that word a lot, what are we talking about here?

DJ DiDonna
So it’s funny, when I first took my sabbatical, I instinctively called it a sabbatical and I didn’t know what that meant. I think a lot of people use it because it lends this prestige from academia. It lends this prestige of, like, here’s an identity that you can have when you’re doing something very uncertain and you’re oftentimes giving up your identity.

And so, you know, I created one, take it or leave it, but intentional extended leave from your job. So, “When you’re away from your job, are you not looking for another job?” which is what we tend to fill in the space with. “Is it a time that’s hopefully measured in months, not days or weeks?”

And you can do work, but it can’t resemble your routine job. So no little consulting projects, nothing similar, but people will do things like try to write a book or get certified in yoga or scuba. I remodeled a kitchen, which might sound like work to folks, but it’s like intrinsic work of your own choosing.

Pete Mockaitis
Okay. Well, that sounds nice, and we’re going to get into the practicals and the pushbacks and the constraints and the difficulties soon enough. But, first, let’s hear, tell us, I mean, they sound like a swell time. Can you share with us any surprising discoveries or key benefits that we should know about?

DJ DiDonna
I think anyone who’s been on a vacation knows that vacations are great and you can easily imagine that a longer vacation would be even better. The reason I set out to do this research and write this book was because the profundity of the kind of changes that I experienced, identity changes, life changes, the joy, the density of memories from that time were such that I was like, “Okay, something very different is going on here.”

And so when I spoke to other people for the research, I realized that there’s something deeper on a personal identity, “Who are you? What do you value?” that is changing in a way that just is not happening with shorter breaks. So that was surprising that it wasn’t just, you know, my personal experience, but universal across everyone that I spoke to.

But the other thing I think that’s counterintuitive based on how you framed it is that sabbaticals can be really tough. I think, a lot of times, you’re getting to sabbatical land burnt out or it’s catalyzed by some crisis, like a personal crisis, a work crisis, a relationship crisis, a health crisis. And so you’re having to work out a lot of stuff, and the vacuum of your responsibilities and how you spend your normal day allows a lot of big thoughts to come in.

And so people will look and say, “Oh, my gosh, you’re off for three months. You must be having the time of your life.” But, oftentimes, personal development and identity change is hard work and it’s difficult and uncomfortable. So that’s what I would say some of the surprising things were.

Pete Mockaitis
Well, identity change sounds big and it sounds like that can go in very many, many directions. Could you give us an example? And is that a good thing? Maybe I love my identity. I don’t want to change it.

DJ DiDonna
I think that the most important thing is that you are looking at who you are and what your identity is from the perspective of someone that can change it and is in charge, right? I think one of the things you see in the research is that there are some debate about whether you have like a fixed identity.

And so you want to return back, you know, to your identity that might have been obfuscated by, like, hard work or stress or taking a job you didn’t want or being in a relationship you didn’t want. Or is your identity constantly shifting and it’s your job to kind of guide your life towards how you change and shift as a person?

And so I think, in sabbatical, what is being offered is you’re stepping away from your life long enough. People have talked about it as like a near-death experience. You’re zooming out from your life. You’re looking back at how you’ve lived it and how you feel living it now, and what you would like for your life between now and when you die, and getting to say, like, “Do I want to make changes or not?”

And some people are like, “Love my life. Love my work. It gives me meaning. I don’t love going in every day, but that’s a job. But I would like to have stronger boundaries between work and life.” And that can be enough to change your identity, right?

Like, do you see yourself as someone who is a super committed father that picks their kids up every day and coaches the teams? Or do you see yourself primarily as a person that’s doing work and not really of your choosing?

So I think that’s the invitation is just to say, you know, really pick yourself out and say, “What am I doing? And how does that align with who I am and who I’ve wanted to be?”

Pete Mockaitis
Well, it’s intriguing as you describe it in this way. It’s like the sabbatical provides a context or fertile soil for epiphany or revelation, and we sort of have the time for it, as opposed to, a lot of times, epiphanies, even the word implies, “All at once, I realized, ‘What am I doing?’ Or, ‘I had a panic attack and I… no, no more of this.’”

So with the sabbatical, it seems like we don’t have to get lucky or have a strike of divine inspiration in order to come to these major realizations that perhaps we would really benefit from coming to.

DJ DiDonna
Yeah, I mean, I would think about it also as imagine if you could manufacture a scenario that would produce an insight that would change your life forever, right? So if you look at what’s called peak life experiences, like a lot of those are fomented by negative things that happen.

So a health crisis, you know, we’ve all heard about “The Bucket List” or seen it. Like, a health crisis makes you think, like, “What have I been doing and how do I want to change?” And what a sabbatical says is, you know, you can basically carve out time, you know, six months off in the scale of a 40- to 50-year career is like 1% of your working life.

And you can carve out 1% percent and say, “I want to try something on that I’ve always wanted to do. I want to write a book. I want to, like, become fluent in a foreign language or live in a foreign country with my family.” And then just have that experience as opposed to it being an emergency or something that happens to you.

I mean, another surprising thing from the research is that we found that about two-thirds of sabbatical takers, a sabbatical takes them, right? And so it is this fomented by a crisis as opposed to something that’s regularly planned.

And my intention is to identify these kind of inflection points across your life, from gap year early on in your education, to like a twilight career where you can take a pause and figure out if you’re heading in the right direction or not.

Pete Mockaitis
Well, so I think, already, brains are firing off, it’s like, “Oh, it sounds nice, DJ, but no way that I could pull that off.” But even before we dig into some of those particular practicalities, I’d like to get a sense for some examples of these identity-shifting perspectives, insights. Like what kinds of things have popped up for people and how does it go down?

DJ DiDonna
You know, Pete, for the skeptics, just to make sure they get through the episode, right, like take the word sabbatical away and just think about it from the perspective of you, upon retirement, or upon your deathbed, or with your grandchildren, you know, bopping up and down on your knees, like, what is something that you would like to do in your life that doesn’t fit neatly into vacations, that certainly you’ve thought is important so far, but you clearly haven’t made time for?

And so it takes this, like, grandiosity around, like, “Taking a sabbatical is difficult,” and makes it more personal around, like, “I want to go on a road trip with my family to see the national parks.” Right? That’s an often one I hear. Like, how are you going to do that without a bigger container of time?

So I think I would encourage folks to think about, actually, what’s passionate for them as opposed to getting hung up on the term or the amount of time. Because, I think, once you start having this idea and it becomes concrete, it grows and germinates.

As far as the actual tangible outcomes, what we saw is an increase in confidence. So people come back having done a thing that is pretty rare. It’s certainly not the typical story of how we work, you know, at least in the States. And they come back stronger, you know, having healed personally and mental health-wise. And found out a little bit more about their capabilities outside of work.

A lot of people will do some sort of physical expedition, right, like a long hike or get in shape for a marathon or something like that. And that lends confidence about what’s possible. Creativity, so one of the cool things about a sabbatical is instead of doing like a vacation, you’re just being yourself. You’re just being.

And a lot of times that means you’re picking up some hobby that you used to have, you’re tinkering with something that is just for fun, there’s no purpose. And that kind of spurs our creative brands. Like, you’ve heard about the creative process where there’s no bad ideas and let’s get everything out there first and collaborate.

The other thing I mentioned earlier is just about perspective. So because you’ve disengaged from your work identity being governed by your calendar, that kind of thing, for long enough, and people will say it takes about six to eight weeks to fully disconnect, you’re able to get perspective about who you are, where you want to be going and whether how you’re allocating your time and resources is getting you there or not.

Pete Mockaitis
And so could you share some stories of some folks who did this and the realizations that they had?

DJ DiDonna
A couple of my favorite stories, one, there was a family that took a sabbatical on an island off the coast of Norway. So the father had been working in tech, had kind of burnt out, and his wife had taken a few years off from teaching in order to stay at home and raise the kids, right?

So she had wanted to get back into the workforce, he had wanted to take some time off, and so they spent a month above the Arctic Circle off the coast of Norway. She was, like, one of two teachers in kind of a one-room schoolhouse type situation for the island, and he was just experimenting, spending afternoons with his kids, doing little projects and hobbies.

He learned how to fish, learned how to smoke fish, learned how to catch fish, things that just aren’t that seemingly productive. But then he also wanted to go back to his hobby of being a computer developer. He was at management level, and so you’re not really down in the weeds.

And so mobile app development was coming out, this was about 10 years ago, and what he did was he created just a simple kind of text-to-speech app. His father had done work with kind of vision-impaired folks, and so it gave him the idea.

And as a result, he created something, published it on the app store, and it actually started gathering some steam, you know, people paying ten bucks a year. And when they came back to Boston, not only had they completely changed their relationship to money, because they had lived on a relatively meager teacher’s salary in Norway, it gave him the confidence that he could spend another year, a year and a half, building it up to support the family.

He designed the business such that he could take summers off because he was like, “Why would I not spend summers aligned with my wife’s calendar, spending summers adventuring with my kids being present?” And it gave his wife things on the resume and experience to get back into the workforce in the States. I love that story.

I think on the opposite side, it’s also important to know what you don’t want to do. So a lot of people use sabbaticals to test, like, “What’s the counterfactual to the life that I’m living?” There was someone, in the book, who was a career trial lawyer. He studied English in college, always wanted to write a novel, but kind of found himself starting a family early on, wanting to support the family.

And so after 25 years, he took six months off to write. And it allowed him to walk his kids to school, cook them dinner at night, be more present with the family, which his job hadn’t before. But, more importantly, he wrote for about two months and then he printed the manuscript out, tore it into pieces, put it in the trash, and was like, “Actually, I want to go back to being a lawyer.”

And so this concept that, like, part of navigating through life and navigating your identity is, “What are you good at? What are you not good at? What do you like? What do you not like?” And I think about sabbaticals as regret insurance, because you get to try things on for size that you would have regretted not doing at the end of your life.

Pete Mockaitis
Yeah, that’s really cool. And I’m thinking about, well, first of all, I believe that’s Winston Chin, right, who made the Voice Dream Reader, an app that I use and love. And Kwame Christian did, like, a whole episode about how that’s a key part of his life.

DJ DiDonna
Oh, funny.

Pete Mockaitis
He could see, but he likes having notes read back to him at rapid speed while he’s doing other things. So that’s pretty cool. Hey, sabbatical enriching all of us.

DJ DiDonna
Developed over the winter, you know, dark, dark winter in Norway.

Pete Mockaitis
Yeah. So that’s really cool. And then you’re right, the regret insurance thing is resonating. I’m thinking about, I remember at Bain, they had a program, and they might still have it, they called it Take Two, which is basically this.

It’s, like, you could take two months off, I believe it was unpaid, but you keep your health insurance benefits, and you could just do whatever. And what was interesting is it was a real win-win for the consultants trying something else, like, “I always thought I wanted to work in sports.”

And so then they work in sports for two months, like, “You know what? I like consulting better.” So they come on back and they have that retention of an employee for longer because they could scratch the itch, they could take a look, and they come back and say, “Actually, this is really a pretty sweet gig. Let’s keep doing this.”

And it’s great for the people because, you know, sometimes they do discover just the thing, or they put to rest that lingering doubt. Regret insurance is well put, it’s like, “Ah, I wonder what would have happened if I worked in sports? Well, I know. I tried two months and it wasn’t all I hoped it would be.”

DJ DiDonna
Yeah, I have a fair amount of examples from the consulting field because, as you know, it’s project-based and so when you’re on, you’re on, and you’re on like 11 out of 10. And then when you’re off, you’re totally off.

Like, you’ve finished the engagement and so there’s not work to do that lingers. And I think that the economy is heading more towards this, like, cyclical project-based, like you see it in tech product development cycles.

And so I think, as the economy heads more towards natural inflection points every four or five, however many years, I think it gives you these opportunities to say, “Okay, let me step back and recharge. Let me maybe, right now, right, like let me step back and learn AI from a curiosity standpoint. Like, build something that’s interesting to me,” as opposed to, like, trying to fit it in in everything else that you have to do with life.

And then you’re actually training yourself for the next job. So I like the consulting example and a lot of consultants in the study would use that time off. You know, McKenzie has Take Time, Bain has Take Two, where you would run an experiment.

Someone in the study thought that they wanted to own an eco resort when they retired. Sounds idyllic, right? You live in a beautiful place, and he worked in Costa Rica and in Hawaii over the course of his sabbatical, you know, in the kitchen, in the front office, and he was like, “This is miserable.”

And so it’s this, like, just how can you test different hypotheses about your life so that you’re more fulfilled in the life you choose or the next life you choose?

Pete Mockaitis
Okay. Well, so lay it on us, if folks think, “Yeah, that’s great, but…” where do we go from there?

DJ DiDonna
You know, I think the first step is nurturing that seed of an idea, as kind of woo-woo as that might sound. Like, you really have to think about something concrete. Go to a cafe for an hour, no phone, no music, no friends, and just think, like, “What are things I want to do before I die?”

And I think that’s important because it just makes it more tangible because I think, then, you start to build this intuition, like, “Wait a minute, why can’t I? I’ve always wanted to do this. I’m X years into my life. Like, why have I not done this?”

For me, it was about the spiritual search, right? I felt like I was spiritual. I grew up in a religious household. I wanted to, like, nurture and investigate that side. I felt like it was important, but I wasn’t allotting time to it. And I think it’s something that takes a fair amount of time. So find that thing that is so important that you start to realize, like, “This is not fair. I will not be happy with life if I don’t get a chance to do it.”

The next thing is, I think, take your time scale away from the next 90 days, the next year, and put it into, like, a five-year plan. Of course, a sabbatical is out of reach for almost everybody. If you don’t have a company supporting it with a policy, if you’re talking about taking off three months from now.

But what are you doing in 2032, right? And kind of like plant a flag somewhere in the future that sounds impossibly far away, and say, “I’m taking the summer off with my family in 2032. We’re going to align schedules, we’re going to tell our bosses three years in advance, and it’s just part of how we live our life,” as opposed to waiting until some emergency kind of, you know, clutches you and takes you out of routine life.

Once you do that, then you can financially save 5, 10% a year. You can work out the logistics. Put it far enough in advance that it becomes logistically feasible. Dream and understand what your what the stakes are. Like what does it cost you not to do this over the course of your life?

And then the other thing that’s important, in our research we found that one of the most enabling factors of taking a sabbatical is having an example in your life of someone who has taken it. So ask far and wide, “Is there anyone in my network who has taken extended leave, who has taken a sabbatical?”

I mean, don’t be afraid to post it on LinkedIn. There’s a career break feature on LinkedIn that was rolled out in 2022, and millions of people use it. So that, like, norm around like work devotion, I think, is disintegrating pretty quickly.

But once you can get some advice and some proof and permission that it’s okay to take extended leave from someone you know, the barriers start to break down a bit.

Pete Mockaitis
Tell us about the career break feature on LinkedIn.

DJ DiDonna
So when you’re putting in the employer that you have and how long you worked for them, there’s a career break employer. And then you can kind of say, career break, skills development, personal needs, whatever, whatever.

I thought it’s pretty revolutionary, like, to have every person who’s displaying their resume online include career breaks.

Pete Mockaitis
Yeah, I hear you, in terms of the normative piece, because I think there’s some old career resume advice somewhere, like, “Oh, make sure there’s no gaps in that resume. That’s a big red flag.” I don’t personally evaluate any candidate or talent in such a way at all.

I don’t know if maybe you could demystify some of that for us. If we have these fears about, “What will others say or think or do? Or how will this impact how I’m judged or viewed or evaluated, assessed?” What’s the scoop there?

DJ DiDonna
I think, first of all, like flipping that on its head, if you’re looking at a few different resumes, and one person says something about their life that’s interesting, right, it shows that, so there’s this concept called the red sneaker effect.

That if you have the confidence to dress unlike other people in an interview, or if you have the confidence to say, like, “You know, I took six months off to sail across the Pacific, or to take care of my parents,” that actually sends a signal that, like, “My work will kind of stand for itself. This is who I am as a person. Here’s a tiny glimpse on the resume.” So I would encourage people to think about it like that.

And then, on the negative side, if someone is going to screen you out for taking three months off to care for a loved one, probably not a good fit. You know what I mean? Like, if you’re looking for a signal that the company doesn’t value you as a human being, I think there it is.

And we know that younger generations are more likely to trade autonomy and mission and purpose and flexibility for compensation. And so it’s bubbling up within the economy anyway, as you said, outdated story. And so you can either be a part of this and encourage it and support it, or you can be kind of left behind and, you know, working two jobs and sleeping under your desk.

Pete Mockaitis
And, likewise, with regard to the, “What do other people think?” situation, if you give the boss a heads up, “Hey, three, four years from now, I want you to know I’ve got this sabbatical on the calendar,” how do those conversations tend to go?

DJ DiDonna

I mean, listen, you have to compare apples to apples, right? So in Silicon Valley, the average tenure at a company is, like, two years. And so I think if you’re saying to someone, “I want to stay at this company. I view my tenure here to be long. I like it. I want to grow here. And in four years, I want to take two months off with my family to live in Spain,” I think that’s totally manageable.

Like, people are leaving their jobs. And when people leave their jobs, managers have to scramble and hire someone else. They have to, like, train that new person. People go on parental leave. Like, you have a bit more notice, but maybe five, six months notice.

And so what you’re doing is you’re helping the organization build resilience around, “Can you survive when someone leaves the company?” You’re being super purposeful about, “Here are my tasks. Here’s who I kind of delegate them off to. Here’s how I onboard them back.”

And I think, most importantly from an employer standpoint, it’s an equitable benefit. Like, if you’re carrying water for someone else because they’re on sabbatical, and then you can take a sabbatical, that’s very different than if you’re carrying water because the staffing needs were messed up, you couldn’t hire a replacement, you’re working way more, or someone else goes on parental leave but you’re not planning on having a kid.

So I think it creates this world where, like, our humanity is honored outside of work, as opposed to just pretending like no one ever quits.

Pete Mockaitis
Yeah, you’re right. If you’re hearing that, it might actually be very appreciated by your employer. Like, “Oh, I didn’t realize you were planning on being here for four plus years. Most people don’t. That’s pretty cool. Okay. Well, we could probably figure that out. Sure. Thanks for the heads up.”

DJ DiDonna
Yeah, every company can figure that out, right? Like, companies have to figure out when people leave. They have to figure out when people go on parental leave. And so it’s not easy, right? This is not easy at the current state where there aren’t enabling policies for everyone. It’s not financially feasible for everyone.

But, again, like, looking at the trajectory of the paid parental leave movement, and the US is still the only high-income country in the world that doesn’t have, like, government-supported paid parental leave, but it’s increased over time. I think 40 states offer paid parental leave. And then if you apply to a job that doesn’t, it’s a bit of a head scratcher.

So I think the evolution of sabbaticals and sabbatical policies, I see taking that same trajectory, which is just, “Wait, I can’t take three months off every four years?” Like, it’s not a lot of time.

Pete Mockaitis
Okay. Well, tell us, any pro tips, top do’s and don’ts to keep in mind as we start walking down this path?

DJ DiDonna
I think the first thing is to make sure that you are sufficiently disconnected from your routine life. So if you’re stepping away from work, and you’re coming back to your job, making sure that auto-away messages, emails are being deleted, like, “I will return on X date,” making sure you have support inside the organization to say, like, what’s the break-the-glass moment where, like, “If someone reaches out about this, like, here’s my phone number, but otherwise, no.”

If you’re leaving a job, I think the way to be disconnected is, like, don’t post about it on LinkedIn, don’t tell people you’re taking time off. Just do it. You can post at the end and say, “Here’s what I learned, and many of you might have noticed,” but no one notices. Like, everyone is focused on their own life.

Most often, you’ll hear, like, “You were gone for six months? Like, oh, my gosh, it felt like you were just here yesterday.” People are busy. And that second aspect of disconnection is making sure you’re gone long enough, right?

So, again, best practice, if you can take three months or more, awesome. If you can’t, take as much as you can. I think that it’s like a gateway drug where you take a month off, and you’re like, “That really flew by, and I didn’t get to do 90% of what I wanted to do. Maybe next time in five years, I’ll take more time off.” But just start to experiment with, like, why it’s so different to take extended leave off.

And the other thing, I would encourage people to take that time to get a coach, right? A coach or a therapist to try to, like, process who you are, and use that opportunity to grow as a person. And then, finally, a lot of people shift directly from, like, work-productivity mode into, like, life-productivity mode, and they’re like, “All right, I’m done with work. Now I need to become fluent in Portuguese,” or, “Now I need to do this project I’ve always wanted to do,” which is understandable.

But I encourage people to take a beat. Take a couple weeks, just heal. Get out of your head into your body. Do things like ceramics or yoga, like things that don’t just, like, swap out one brain thing for another, or one laptop thing for another. Like, return to kind of being human again, return to body movement, all that kind of stuff, music, right?

Pete Mockaitis
Yeah. And what you’re saying about the gateway drug and our beliefs and associations, I think, somewhere inside of us, I think we have kind of a belief that, “If I disappear for a while, you know, disaster will strike,” or, “If I can disappear for a while, then I guess I’m not all that essential.”

And so I’ve heard, talked to people who are taking paternity leave who have said such things. And I remember, I, one time, went on an eight-day silent retreat. And so my phone was totally off, and so I had this extensive email autoreply, as well as voicemail.

And it’s like, “Hey, if you need this, ask this person. You need this? Ask this person. You need this? Ask this person. If you really need something and it can’t wait, you know, here is the number of the retreat house.”

And I guess you can already guess, DJ, how many people felt the need to call the retreat house over eight days? Zero. And so, yeah, the world continues, and yet, we are also missed at the same time, you know?

DJ DiDonna
Yeah. I think that, listen, silver lining from COVID was that we all, especially knowledge workers, right, we found out that you actually don’t have to be in the office to get most of the work done. We had the technology to do it before that, but this kind of, like, forced us to say like, “Oh, my gosh, we can’t be in the same room. How do we get the work done?”

And so I think taking time off can be the same thing. It’s like, “How do we get this done when they’re not here?” Like, what changes when you step away from the office? I think we’re scared of change, we’re scared of uncertainty, you know, understandably, especially this kind of like age of AI.

But at the end of the day, like, you’re replaceable anyway. Like, no company, at least not any good ones, fail because one person leaves, right? And in America, you know, you are employed at will, right? And so you can be fired, for the most part, for no reason.

And so I think you have to, like, lean into that and be courageous, and say, like, “How can I arm myself? How can I improve myself in this age of uncertainty?” And in order to do that, it’s making sure you’re healthy and whole, right, you’re not burnt out, you have energy to kind of persist.

Making sure you have creative ideas for yourself and what you want to do in the future, and making sure you have confidence about what value you offer, like, “Oh, I got fired,” or, “That company shut down, like, I can find another job,” because you you have to, and that’s how the world of work is now. Like, no one is watching out for you and saving up for your retirement for you, unfortunately.

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

DJ DiDonna
A quote that I have in the book that really stuck with me is Wordsworth who says, “To begin, begin,” right? If you want to have the life that you’re not going to regret, if you want to check things off your bucket list before it’s too late, you got to begin.

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

DJ DiDonna
I think this concept of how you rest and recover. So I think everyone thinks that the best way to rest and recover is by doing nothing. And what we found in kind of drafting off other research is that, actually, engaging in activity that’s intrinsically chosen is a great way to recover.

So you don’t have to just sip coconuts on the beach. Many type A achiever people are, like, concerned, like, “What would I do on sabbatical? I’m going to be so bored.” You can do work, but it’s work of your own choosing. It’s intrinsically motivated. It’s something that matters to you. I thought that was a pretty empowering study to read.

Pete Mockaitis
All right. And a favorite book?

DJ DiDonna
Anything by Herminia Ibarra, Working Identity is a really good one. And I think anything by Johann Hari, I think, does really good kind of journalistic investigative work. I’m reading The Three-Body Problem right now, which has been on my shelf forever. So I’m a sci-fi person as well.

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

DJ DiDonna
I don’t want to say what everyone says about using Claude Code, but it’s been pretty incredible to go through all of my notes over the ten years kind of investigating sabbaticals and help surface and identify people that I’ve spoken to who might be interested in the book. It’s been really nice to have like an assistant through the process.

Pete Mockaitis
And a favorite habit?

DJ DiDonna
It’s honestly doing the dishes in the morning. That sounds really lame, but I actually learned to love it on a meditation retreat. We should circle up on our meditation retreat experiences afterwards.

Pete Mockaitis
Well, let’s hear a smidge more. Learning to love it in what sense?

DJ DiDonna
I think appreciating something like washing dishes as, like, work for the household that adds value, and also work where you can just focus on nothing else. There’s, like, a Nintendo Switch game which is about power washing.

Pete Mockaitis
Yes, it’s a top seller.

DJ DiDonna
Which is crazy, but I get it, right? I mean, you wash dishes, you kind of give that gift to your family, you leave the kitchen better off. It’s the most kind of mid-40s dad thing to say possible, but there it is.

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

DJ DiDonna
I think people talk about the cost of a sabbatical, the price, you know, “Does it affect your retirement?” I think it’s, “What’s the cost not to?” So, really, asking people, like, “What is the cost of living your life without pursuing your dreams, without identifying things on your bucket list, and going after it?”

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

DJ DiDonna
TheSabbaticalProject.org. If you search sabbaticals and DJ, I’m all over the internet. This is not the identity that I thought I would have, but here we are. And I am on LinkedIn a lot as well.

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

DJ DiDonna
I think, even outside of sabbaticals, this annual reflection of really looking back and saying, like, “How was my year? What do I want the next year to look like?” But I think one thing that people don’t do, you know, I teach at a grad school, and when you apply to college, when you apply to grad school, you have to fill out these applications and these essays, “What are three things, three mistakes, three successes? What do I want to do after I graduate from this place?”

I think, often enough, we don’t apply to the next four or five years of our life. So I kind of encourage my students, I’ve created a template where it’s like, “All right, four years from now, like what life are you applying to? Like, no one’s going to read the essays,” but as opposed to just like a one year frame, I like that four year apply to life.

Pete Mockaitis
Beautiful. Well, DJ, thank you.

DJ DiDonna
Great to meet you.

1168: How to Thrive When You Don’t Know What’s Next with Simone Stolzoff

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Simone Stolzoff shows you that it’s possible to turn uncertainty into your advantage. 

You’ll Learn

  1. How to build your uncertainty tolerance
  2. What to ask when you face indecision
  3. Why curiosity is the antidote to fear

About Simone

Simone Stolzoff is an author and journalist who explores big questions about work, meaning, and identity. A former design lead at the global innovation firm IDEO, he is the author of two books: The Good Enough Job and How To Not Know. His work has been featured in The New York Times, The Atlantic, The Wall Street Journal, The Washington Post, and on the TED stage. He lives in San Francisco with his wife and son.

Resources Mentioned

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Simone Stolzoff Interview Transcript

Pete Mockaitis
Simone, welcome!

Simone Stolzoff
Thank you so much for having me, Pete.

Pete Mockaitis
Well, I’m excited to learn, once and for all, how to not know, and we’re all about sharpening the universal skills here. So it sounds like not knowing is, in fact, a skill that needs to be sharpened. Explain.

Simone Stolzoff
I definitely think that we live in an age where certainty is prized. You turn on the TV or you open social media and there’s someone telling you exactly when the market is going to crash or who’s going to win the election.

But the truth is, particularly with things that haven’t happened yet, certainty is a fallacy. And so in this age where the world is becoming more uncertain and our tolerance for uncertainty is in decline, being able to tolerate what we don’t know, to be okay with not knowing, to admit what we can’t or don’t know is an increasingly vital skill.

Pete Mockaitis
Intriguing. Our tolerance for uncertainty has gotten worse. Well, Simone, I would imagine we’ve had so much more practice in recent years or decades than before, I’d imagine our uncertainty skills muscles would be enhanced, would be strengthened, but it’s worse. Tell us the data, the research, the tale behind this.

Simone Stolzoff
Yeah, so there’s two things going on. One is that the world is becoming more uncertain. So there’s this researcher from Stanford named Nicholas Bloom, who’s been tracking global uncertainty over time. And what he’s found is the five highest measurements of uncertainty since he began collecting data in the ‘80s have all occurred in the last five years.

So between the pandemic, we have these wars overseas, economic precarity, AI, etc. But the other thing that’s less often talked about that I mentioned is that our tolerance for uncertainty is in decline. Now, if you were comparing sort of apples to apples, you can’t necessarily take someone who was a hand-bloom weaver in the Industrial Revolution or someone who was living in Florence during the bubonic plague, and compare that feeling of uncertainty to our current moment.

But what we can do is look at how the internet and mobile phones, in particular, has affected our ability to sit with what we don’t know. And there’s another researcher named Nicholas Carleton out of the University of Regina who’s found that the rise of mobile phones has correlated with a rise in our intolerance for uncertainty.

I think phones do a few things. One is they create the expectation that answers should be readily available. I think this is even more pronounced when you think about chatbots or some of these AI tools that can give you a definitive answer for every single question you ask.

But the other thing is that it robs us of the practice of sitting with what we don’t know. Building a tolerance for uncertainty is built through exposure. And when we can always reach into our phone to either distract ourselves or get a pseudo answer about what might be on the horizon, we no longer have to build that tolerance or build that muscle.

Pete Mockaitis
Intriguing. Okay. So while we have more practice at being surprised by the upheaval in the world, we have less practice in the small daily things of not knowing because it’s, well, hey, I guess there’s been quite the evolution from, okay, the internet made it faster than going to the library, then the mobile phone made it faster than going to there, and then you had Google in the mix.

I remember when my teachers were excited about, “Wow, this Google thing is really handy.” It’s like, “You know what? It really is.” And now with the AI chatbots, which, occasionally, end your uncertainty but tell you the wrong answer, which is a bummer at times. So, understood. And how are we, I guess, fundamentally measuring uncertainty tolerance?

Simone Stolzoff
So there’s a few different ways to measure it. There is a diagnostic test that was devised by this psychologist named Michel Dugas that is, basically, answering 20 questions and it measures your uncertainty tolerance.

There are other ways to look at it in more of a high-level way. So, for example, one of the ways that a lot of the economics professors and researchers measure uncertainty in the world is through some proxy metrics, like looking at the mentions of uncertainty in newspapers or in earnings reports, etc.

But it’s also just a felt experience. Whereas, ten years ago, maybe, I would’ve been okay not knowing the name of a given actor. Now I feel this almost involuntary need to reach into my pocket to find out right away. And that’s a little bit of a lighter example.

But when it comes to things like what my career will look like, or how the war overseas will impact my business’ future investments, or how I think about the prospect of owning a home, these are the types of macro uncertainties that so many, particularly young people, are having to deal with right now.

Pete Mockaitis
Well, certainly, we’re feeling it. I resonate with that. And so I’d like to know, with all of your research and putting this book together, any really striking, surprising, and fascinating discoveries you’ve made with regard to us humans and the state of uncertainty?

Simone Stolzoff
Well, for one thing, we often would rather a certain bad outcome than have to deal with the ambiguity of not being sure. So there’s a few really interesting studies that have brought this to light. One was from the University of College London, where they broke research participants up into two groups.

And one group was given a 50% chance of receiving a very painful electric shock. And the other group was given a 100% chance, they were definitely going to get shocked. And, somehow, the group with the 50% chance were far more anxious and stressed than those with the 100% chance.

Another example comes from the healthcare space where there was a big study of breast cancer patients. And what they found is that women going through a breast cancer journey often found the period between getting a biopsy, getting a test, and getting the results of that test, as the most stressful part of the entire experience, more stressful than chemo or any surgeries.

And so our brains have this natural aversion to uncertainty, to ambiguity. And in some ways, this is biologically wired within us. If you think about an ancestor of ours in the jungle and there’s a rustling in the bushes and they’re not sure the source of that noise, that uncertainty could be lethal. And so our brains are trained to, when faced with an uncertain situation, try to get out of it as quickly as possible. We enter the fight, flight, or freeze response.

But the problem is that the fastest way out or the quickest or the safest way out isn’t always the best way out. And so I think about the sort of upside of building an uncertainty tolerance as being able to discover the possibilities that are sitting on the other side of our discomfort.

So maybe you have a friend who’s stuck in a job that they know isn’t quite right for them, or stuck in a relationship that they know isn’t quite right for them, but they would rather stay in this sort of low-grade suffering than have to deal with the ambiguity or the uncertainty of leaving that relationship or job and figuring out what’s on the other side.

We might know someone who is a creative, an artist or an entrepreneur. And unless they’re willing to tolerate their uncertainty of getting to the precipice of what they know and persisting, they’re likely to reach for derivative answers or things that look like other things that have been created before.

And so the argument of the book is that if we are able to develop more tolerance for uncertainty, we can more gracefully adapt to whatever the future holds and be able to create things that are beyond our imagination of what could exist today.

Pete Mockaitis
Yeah. And I’m thinking about my low uncertainty tolerance, which is funny because, you know, I’m an entrepreneur, I’ve got businesses and it’s uncertain what my income will be month to month. Wildly so. And yet, there are a couple of times, I’m thinking about, like, early COVID in terms of it’s like, okay, there’s all kinds of uncertainty.

“What I want to know is, Is this a big deal? Are we going to be locked down for a long time or a short time? I want to know.” And so I would keep going to news and it would be it, well, it’s unknowable, right?

And I would just keep going. It’s like, “Well, some doctors being interviewed, so he might know a thing, and some analyst is being interviewed, okay. And someone who’s studied pandemics historically so he might know a thing.”

Or, right now, I’m in it, in terms of like, “Okay, so are we, in this AI business, is it going to take all of our jobs? Or is this bubble going to burst? Or is it not?” And so I’ll go to these YouTube videos, like, “Okay, this is a computer science genius who’s looked at a lot of technology.” He’s, like, “Absolutely it is, you know? And it’s underhyped.”

And then someone else says, “No, these things are…they don’t know anything. They’re just statistical models. They hallucinate left and right, you know? Look at all these people who’ve embarrassed themselves when they relied on the AI.” And it’s like, “Okay, but I kind of need to know. Like, do I need to go learn plumbing? Or should I pull my money out of the stock market?” And it’s unknowable, but we want to know.

And so we can go into, I’ve done this, a dangerous loop of repeatedly seeking information that’s not going to do anything. And I recall, like, CNN and the other news organizations during COVID, or like elections, like, “Who’s going to win this thing?” Like, it really peaks because everyone’s seeking that information again and again and again.

Simone Stolzoff
Yeah, you know, it’s a survival instinct. When we think we know exactly what the future holds, it allows us to plan for that future and it makes us feel like we can survive. It’s the same reason why we like music that’s based on repeating patterns. When prediction is easy, we feel safe and secure.

The problem is, so often, we looked for certainty where there is no certainty to be found. So whether it’s, you know, “How long will this pandemic last?” or, “What will my job look like in ten years?” Or, one personal example, there was this moment in my own career where I was writing for The Atlantic, working for a magazine, I got a job offer to leave journalism to go join this design firm called IDEO. And I could not make up my mind for the life of me.

On one hand, it’s like, “Oh, woe is me,” you know, the agony of deciding between two attractive job offers. On the other hand, it didn’t feel like I was choosing between two jobs. It felt like I was choosing between two versions of me. It felt like my identity was so wrapped up in my job, which was the topic of my first book.

But, in many ways, I thought that if I just banged my head against the wall at the right angle, or if I talked to my Uber driver or yoga teacher, I would know exactly what is the perfect job for me. When, in actuality, when you’re at these career crossroads or at a moment in your life where there’s sort of path A and path B, you can’t know for certain which path will be better for you, ultimately. You have to be able to make choices in spite of the uncertainty.

And so, in many ways, this book, How to Not Know, is my own sort of existential balm for that younger version of me that couldn’t decide. And, hopefully, by helping people get more comfortable, more tolerant of uncertainty, they can be able to make decisions, live their lives in spite of not knowing exactly what is to come.

Pete Mockaitis
That’s intriguing there when you said you can’t know with certainty. And that’s true, you can’t know with certainty. And yet, on the flip side, it’s possible that there are some things that are knowable. And if you go know them, you’re like, “Oh, wow, I have to do that as an IDEO consultant? Forget it. Whoa, good thing I asked. No way.” Although that sounds like one of the coolest jobs ever for the record, so I’m a fan.

So there are some things that are knowable and it’s almost like, for me, as a pathologically curious person, it’s kind of dangerous. It’s, like, I have a false belief that, “Well, if I just ask the right questions of the right source, then I will know the right path.” And what’s so tricky is that’s often true and other times not at all true.

And other times this thing in the middle, like, “Yeah, you can learn a good chunk, but, yeah, it’s still going to be a mystery. What kind of project are you on? What’s your team like? You know, what’s the office culture like?” You you don’t know it till you’re in it.

Simone Stolzoff
Totally. Yeah, the psychologist who I mentioned, Michel Dugas, who was the first to link uncertainty intolerance with a lot of these anxiety disorders, the guy who came up with the diagnostic test, told me that when his patients are particularly intolerant of uncertainty, he tends to see one of two behaviors.

The first is they become obsessive information gatherers. So these are the people that need to, say, read three hundred reviews for a plastic water bottle before they buy something on Amazon. And the other is people become extremely impulsive. They just sort of take the first option they can because they don’t want to have to grapple or sit with that uncertainty.

And the truth is there’s a middle path between them. Yes, you’re absolutely right. There is things that you can do to gather more information about the decisions that you’re making, but, often, there are diminishing returns. And you can’t know exactly what a job will be like until you actually do the job.

And so, sort of in the idea parlance, you need to be able to run the prototype. You need to be able to treat your life a little bit more experimentally and provisionally and be able to actually take action rather than thinking that you can just work out every decision as a thought experiment and then know with a 100% certainty that you’ve made the right choice.

Pete Mockaitis
Okay. Well, walk us through some of that then. In terms of in a world full of uncertainty and a human biology that doesn’t care for it, if we’re at risk for doing things impulsively or over-researching or spending too much of our life on CNN or YouTube and feeling our energy sucked away by these worries, information-seeking, etc., what are the most impactful moves, strategies, practices that we should take on?

Simone Stolzoff
Yeah, we can talk through a few. I mean, one distinction that I like to make is between more acute uncertainty. So this is uncertainty about something that will be resolved, like, “Will I get this job?” “What will be the results of this test?” versus the more ambient uncertainty of, like, the existential threat of AI, things that we’re living underneath.

So when it comes to that first category of things that will actually be resolved, let’s use an example of a high school student who is uncertain about where they’re going to go to college. The first question I’d ask is, “Is there anything that you can do to control the outcome?”

So, say, the student hasn’t submitted their applications yet. There are things that they can do to actually control that outcome. They can try to get good grades, they can try to build good relationships with professors, they can try to write great essays and submit their application. So those are things that you can do to actually control the outcome.

If you’ve done all of those things and the answer is, “Okay, I’ve done what I can to control the outcome,” the next step on the decision tree is, “Can you prepare for multiple potential outcomes?” So often, when we are seeking certainty, we’re trying to resolve this internal dissonance that we feel. And so we fix our mind to one potential path or one potential outcome, and say, “I really want to go to UCLA. If I don’t go to UCLA, my life is ruined.”

But, in actuality, a more adaptive approach is to think about multiple potential outcomes. Think about maybe the pros and cons of these different choices rather than tying your entire identity to one particular path. And so if you can prepare for multiple contingencies is what the social scientists often say.

Then after that, once you’ve done what you can to prepare for multiple outcomes and do what you can to control the outcome, it really comes back to being able to regulate your nervous system, to be able to develop a level of acceptance for the uncertainty that you face. And so there are things that you can do, like yoga or meditation has been proven to help people get better at waiting.

Distraction. There’s a really fascinating study where they were measuring students’ stress levels as they’re waiting to receive the results of a test, and they gave the students three different types of Tetris games, and the first was very hard, the second was very easy, and the third was right at the threshold of their difficulty.

And they found that the first two groups had similar levels of stress and anxiety, whereas, the third group who were immersed in this flow state as they were playing this challenging game were able to better cope with the waiting period.

You can also look for silver linings in potential bad news. So this is what’s often called bracing for the worst or emotionally preparing for potential negative outcomes. But, at the end of the day, it comes to accepting the uncertainty of any sort of decision, like where to go to college.

And so you can apply this to applying for jobs or other sort of questions that you may be facing in your life. And I’ll stop there because I’ve been talking for a while, but we can also talk about some strategies that might be helpful with the more sort of ambient uncertainty that many of us are living underneath today.

Pete Mockaitis
Yeah, that’s good. Well, it’s so funny, even as you were describing the situation with the, you know, picking a college, I thought my brain immediately went to information sources, “Oh, well, there’s websites such as Unibuddy and ZeeMee which allow you to speak with a student on the campus to get an inside perspective of blah blah blah.”

And so, it’s funny how hardwired and instinctual that is. And, certainly, I think that, and maybe this is where I’m in a bit stuck, in a bit of a loop. It’s like there’s, often getting more information is a great move.

And often there is some creativity to be exercised, it’s like, “Oh, I didn’t know those websites existed where I could talk to a real student and get the low down, the real dirt, you know, on the campus.” And then there comes a point in which it’s like, you know, paralysis analysis, spinning your wheels, just amplifying your uncertainty.

Do you have any good pro tips in terms of, like, “This is where to draw the line.” Like, “Okay, we’ve done enough information gathering and now we’re moving on”?

Simone Stolzoff
Totally. Yeah, I mean there’s no hard and fast rules. One thing I think about is, if you’re having conversations and not learning anything new, that might be a sign that you’ve sort of exhausted your information gathering.

Jeff Bezos and other people have made arguments that you should transact when you’re 70% ready, for example, because if you wait until you’re a 100% ready, you might miss the opportunity or it might never come.

There’s a great passage from the book The Bell Jar by Sylvia Plath that I really love, where she’s describing this young girl who’s sitting underneath a fig tree. And each fig, in her mind, represents a different potential life path for herself.

She could marry this person or marry that person, or she could, you know, become an Olympic swimmer, or she could move to Paris, etc. And she’s going through this thought experiment of all these different potential figs that she could pick off the tree. And as she sits there, the figs are slowly ripening, and then over-ripening, and then rotting, and then falling off the tree.

And it’s this beautiful image because, you know, so often, if we’re in that information-gathering space, we might do it as an excuse or its own sort of form of comfort because we think, “Oh, we’re gathering information. We don’t need to make a choice yet.” When, in actuality, not making a choice is a choice in and of itself. And some of these opportunities that we think might be there forever are more time-bound that we think.

So, for the book, I talked to this professional poker player and former decision scientist, and her name is Annie Duke, and she gave me a few kind of nice proxies for when you can go fast versus go slow. Often, with these decisions, it’s not about sort of whether or not you can be certain about making the right choice. It’s about whether you can move quickly in making the decision or whether they require a more deliberative, slowed-down analytical thought process.

One of them that she taught me that I really like is called the only option test. And so imagine if you have two choices: go on a vacation to Paris or go on a vacation to Rome. You might think that the choice is really high stakes because it’s a costly vacation. You might not be able to take very many trips like that in your lifetime. And so you spend all of this time gathering information and creating spreadsheets and having pro and con lists.

But she asks a question that I think cuts through the noise, which is, “Imagine your only option was to go to Rome. Would you be happy? And then imagine your only option was to go to Paris. Would you be happy? And if the answer is yes to both of those questions, you can probably make the decision more quickly than you think.”

That’s not to say that things can’t go wrong, but the likelihood that you get swindled by an Italian cab driver or a Parisian cab driver or get food poisoning from undercooked escargot or, you know, undercooked pasta carbonara, or whatever, are probably equally likely. And because the answer is yes to both of the situations, you can imagine, “Okay, if it were my only option, I’d be happy with it. So maybe the decision matters a little bit less than I think.”

So there’s certain sort of like proxy rules or tricks that might be helpful in those sorts of situations of whether gathering more information is actually in service of making a better decision, or it’s just something that you’re doing because there’s a certain comfort in being able to feel like you’re making progress where you have control over an outcome, even if the outcome isn’t necessarily in your control.

Pete Mockaitis
Yeah, I like that a lot as a shortcut. And I’m thinking about, so, you know, I have a company, Cashflow Podcasting, we launch podcasts for people. And sometimes, and I’ve been through it myself, agonizing over the microphone choice because it feels so consequential, and yet it’s really not.

People have their preferences, you know, about what they like to wear. And that is also, you know, not all that consequential. But people will speak intensely on reviews of microphones about how one is better than the other or whatever. And it’s like, “Yeah, that one’s fine, too. That one’s also fine. That one was also fine.” And so I love that.

Simone Stolzoff
Totally. Yeah, one thing I like to think about is, like, the difference between one-way door and two-way door decisions as well. So one-way door decisions are decisions that are hard to reverse, things like, “Who should I marry?” “Should I buy this house?”

But the majority of decisions that we make in our day-to-day life are two-way door decisions. They’re decisions that, even if you buy the microphone that is not ideal, it’s probably a lower-stakes decision than you think. You could return it, you can get another microphone, you could eat the $150 or whatever the microphone costs.

And the problem is so many of us take the analytical frameworks of one-way door decisions and apply them to these reversible decisions, these two-way door decisions that we make every single day.

Pete Mockaitis
Yes, that’s good. That’s good. More of these, please. Give us the tricks.

Simone Stolzoff
Yeah, I mean, there’s this ethicist I spoke to, who I really liked a lot, named Ira Bedzow. And so he’s an ethicist, he works for Emory University, so he both works as the ethicist in the hospital and he consults with college students as they’re about to embark on their careers.

And whenever someone comes to him with a predicament or, you know, a question where they’re trying to decide between multiple paths, he always asks them the same three questions. The first is, “What do you want?” And the idea here is to try to get out of your head and into sort of an embodied felt experience out of your brain and into your body.

And the second question is, “Do you want to want that?” which is a little bit heady, but it taps into what philosophers often call our second-order desires. So, “Do I want a cigarette? Sure. Do I want to want a cigarette? Maybe not.”

And then the third question is the one that I think is the most important, which is, “What does that choice say about who you are as a person?” And the reason why I like that third question is because it ties our decisions to our values and our identity.

Because when you’re at a point of indecision, often you can’t know at that moment how that decision or how that choice will actually work out. But if you make a choice that’s in alignment in with the person that you want to be or your value systems, what you believe in, hopefully, you can stand by that choice even if you don’t get the outcome that you desire.

And so I like those sort of three questions as a framework to help someone work through a moment of indecision, “What do you want? Do you want to want that thing? And what does that choice say about who you are?”

Pete Mockaitis
That is a nice trio there. And what’s fun about the last question is, sometimes, the answer to the last question is, “What does it say about who I am? Like, nothing. It’s really pretty minor, actually, now that I think about it. Huh? Okay.” So I guess in such scenarios, what’s your take on just like flipping a coin or rolling a die?

Simone Stolzoff
Yeah, you know, there’s a chapter about this in the book where I profiled this guy named Max Hawkins, who basically flipped a coin for every decision in his life. He created an algorithm that would make all of his life decisions on his behalf.

So it started with tapping into the Uber API and creating an app that would call an Uber to his house and bring him to a location in the city known only to the driver to try and randomize his existence and get outside of his bubble. And then he started doing it with Facebook events where he would, you know, roll the dice and go to a random public Facebook event chosen by this algorithm.

And at its most extreme, he created an app to tell him where he should live around the world. And he quit his job and, for two years, every month or two, he would pick up and leave and go to Gortina, Slovenia, or Dubai, or Hong Kong, or Ho Chi Minh City, depending on where this app told him to live. And, you know, it’s an extreme case of randomization or rolling the dice.

But I do think that having some aspect of rolling the dice or flipping the coin can be helpful. There’s a study out of the University of Basel in Switzerland where they had people flip coins when making big decisions about their life. And what they found is, even if you don’t go with whatever the coin tells you to do, having that as a data point can be really helpful information.

You flip a coin, you say, “Oh, thank you. Finally. It gave me the answer that I actually wanted.” Or you flip a coin and it tells you to do something, you say, “Oh, no, I don’t want to do that.” It can be really revealing of what your actual true preferences are.

Pete Mockaitis
Absolutely. Yes, I’ve done that with my kids. It’s, like, flip a coin and then it’s like before we reveal, it’s like, “Well, which side do you really want it to be? Well, then how about we just do that?”

Simone Stolzoff
That’s great. Yeah.

Pete Mockaitis
“And we don’t even need to look.” And then they’re like, “No, we have to see.” “Okay, here it is.”

Simone Stolzoff
Totally. Yeah, I have a friend, Jordan, who, whenever someone comes to him with, like, life advice or whatever, he always comes out of the gate super strong, and says, “Okay, you should definitely do this.” And, by being so strong, it gives his, you know, mentee or his patient or whatever, something to react to, and often that reaction can be really telling.

Because, often, when we’re gathering information or flipping the proverbial coin in our heads, we are really good at playing our own devil’s advocate. We can sort of make the bear case to whatever we might be inclined to choose. But, often, life is about transacting. It’s about being able to make choices in spite of not knowing, in spite of uncertainty.

Pete Mockaitis
Lovely. Well, any everyday pro tips for professionals making the decisions that pop up regularly?

Simone Stolzoff
Yeah, one principle that I talk about in the book is about finding your anchors. So when we are certain about some aspects of our life, it makes it easier to hold uncertainty in others. So, professionally, maybe you are dealing with some of the anxiety or stress of not knowing whether your job will be made redundant in the next few years because of AI, or whether you’re working in the right industry, or whether the economic future of your organization is sound.

One thing that I often say is, “How can you bring some certainty to that equation?” So when you find those anchors, whether they are your commitment to live in a particular place, or to be married to a particular person, or your commitment to a set of values, those anchors become the steady sort of rocks that will remain amidst all of the changing winds around you.

The second thing that I often tell people is that you have to be willing to trust in your future self. And so I had this friend named Emily Anhalt, who is a fellow author. She wrote this book called Flex Your Feelings, and she’s a psychotherapist.

And she had this moment when she was in her early 20s. Her mom was given a potentially terminal diagnosis, and she spent week after week in the hospital by her mom’s bedside, and she was really struggling to cope. She was riding this sort of anticipatory roller coaster of fear and anxiety.

And one day, a family friend of hers named Bill came by to visit. And Bill is an oncology doctor, so he has a lot of experience with people at the end of their lives. And he said, “Emily, how are you doing?” And she said, “Honestly, I’m not doing so well. I’m really struggling to cope and I don’t know what I’ll do if my mom dies.”

And Bill said something very wise. He said, “Emily, the version of you that will handle that tragic event if or when it takes place will be born into existence in that moment. And that version of you will have more context, more information, and be better equipped to handle it than you are today. You have to be willing to trust in your future self’s ability to handle your future problems.”

And I love this idea of sort of trusting in your future self because, so often, we rush out and meet our suffering. We think, “Oh, if this thing happens, it’s going to be bad for X, Y, and Z reason.” And in Emily’s case, she’s really glad that she got this advice because her mom ended up making it out of the hospital and she didn’t needlessly have to suffer about something that never came to pass.

And then the last sort of piece of advice that I’ll just give to people in facing uncertainty is to try to choose curiosity over fear. As we talked about in the beginning of our chat, our natural tendency when faced with uncertainty is to perceive it as a threat, to see it as something that might be, you know, at odds with our survival.

But, in actuality, there are so many great things that can come from the other side of uncertainty. And curiosity has this magical power to alchemize uncertain situations from things that are just the source of fear into being able to see the possibilities or the opportunities that may emerge. So find your anchors, trust in your future self, and try to choose curiosity over fear.

Pete Mockaitis
What I like about that notion of your future self being born into being able to handle it is that if we look to our past selves, we can see, like, “Oh, I’ve been dealt some challenging circumstances, like this thing happened. Remember when we had to deal with this, this, and this all at once? Remember when this person died? Remember when I was broke?”

Like, there are elements in our past. It’s like the past self managed to deal with that more or less fine. And so, too, we may expect the future self to do likewise.

Simone Stolzoff
Yeah, we all suffer from what social psychologists often call the end of history illusion, which is this idea that when we look backwards, when we look at our past, we see all of the different ways that we’ve changed and evolved and been able to handle adversity.

But when we think about the future, we often think the person that we are today will be fixed forever. We think that, you know, we’re fully baked. And what I like about understanding this sort of cognitive bias or this, you know, illusion is that we are going to continue to change. And, in some ways, that might take some of the pressure off.

Your preferences in 10 years might be very different from your preferences today, because your preferences 10 years ago are probably different from what they are today, your desires, the person you want to be, what you need from your life.

And so rather than think that you need to know exactly what the future holds or have it all figured out, you can have a little bit more humility. You can trade some of that pride or hubris for a sense of openness and, hopefully, accept that you don’t know exactly what is to come, but in some ways, that’s what gives life its texture. That’s what brings serendipity and surprise and some of the magic.

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

Simone Stolzoff
Yeah, well, you know, related to what we were saying, there’s this quote I have in the book from this psychologist named Rollo May, and he says that, “Commitment is healthiest not in the absence of doubt, but in spite of doubt.”

And I love that because he’s basically saying that you don’t need to be a 100% sure before you commit. And, actually, committing, even if you hold a little bit of doubt, can be a great way for you to build your character.

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

Simone Stolzoff
There’s another study that I like from the book from Northwestern University, where they had a big group of students who were all associated with the Greek life. So they were in fraternities and sororities. And they had different groups solve a murder mystery.

And some of the groups were all people from the same organization, so people that were all in the same frat or same sorority, and other groups were heterogeneous, so they had a mix of people from different groups. And what they found is when people were in groups where they were only with people from their organization, they came to a decision much faster.

They were more confident in the decision that they came to, and they were more often wrong. Whereas, when there was a mix of people from different organizations, there was more friction and they felt less good about the process of coming to a conclusion, but they were much more accurate.

And I like this because it talks about, you know, the value of diverse perspectives and decision-making, but also that, you know, part of what makes group-think so attractive is that it’s the friction-free path to certainty, when you can just sort of all agree and outsource your decision-making to maybe the loudest person in the room or the highest paid person in the room.

But, in actuality, when multiple people are able to voice their perspectives, you come to a better decision, even if it doesn’t feel as good while you’re coming to it.

Pete Mockaitis
All right. And a favorite book?

Simone Stolzoff

It’s called London Falling. It’s by this reporter from The New Yorker, and it chronicles this family in London whose son tragically committed suicide and sort of why and how.

And it’s this incredibly well-reported, deep research, page-turning read about how a family where everything seemed to be fine on paper was torn apart.

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

Simone Stolzoff
I always carry around a back-pocket notebook. And I find that, like, when I have my mole skin, it’s, you know, like, wallet, keys, cellphone, mole skin, I am more open to the ideas that the world holds.

And I like that it’s analog. I like that I don’t get distracted by it because there’s no other apps besides just the ability to write things down. And so having just a really accessible way to jot down ideas or to make observations as I have them has been an invaluable tool for me as a writer.

Pete Mockaitis
Okay. And a favorite habit?

Simone Stolzoff
I listen to the radio every morning. This is a relatively new habit. But my wife and I, as we’re cooking breakfast for our son, always turn on this radio station called KEXP that’s based in Seattle. And it’s a sort of a college radio station for adults. It’s this really eclectic music sourcing. And it’s really nice not to rely on an algorithm or to rely on my own preferences, and let these experts in music curation sort of take us into the day.

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

Simone Stolzoff
Yeah, I mean, from my first book, The Good Enough Job, the big idea is about the value of diversifying your identity. And I think the quote that really resonates with people the most is that, “Some people do what they love for work. Others do what they have to for work so they can do what they love when they’re not working, and neither is more noble.”

And I think that’s particularly relevant to a show like this where, you know, yes, we want to be awesome at our jobs, but also that being awesome at your job or having a great job is in service of, hopefully, having a great life and to not confuse the two, I think, is very important.

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

Simone Stolzoff
Yeah, my website has all my socials, etc. It’s just SimoneStolzoff.com or you can go to HowToNotKnow.com, which might be a little bit easier to find. I also have a Substack called “The Article Book Club,” where I just send out one great article written by someone else every other week. And so if you’re into long-form journalism or just reading the best of what the internet has to offer, I would suggest “The ABC.”

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

Simone Stolzoff
Yeah, I think, as we talked about building tolerance for uncertainty, one of the best ways to do so is through exposure, through microdosing uncertainty. So if there’s a way this week, whether it’s taking a new route to work, or striking up a conversation with a new colleague, or trying to do things a little bit differently than how you might have done things in the past, being able to expose yourself consciously to that uncertainty will do two things.

One, it might expose a better way of working or a better way of doing things. And, two, it’ll cognitively prepare you for other uncertainties that you may face in the future. So how can you shake up the routine? How can you choose to expose yourself to uncertainty so that you might be better equipped to face the uncertainty that you’ll face without choosing in the future?

Pete Mockaitis
All right. Simone, thank you.

Simone Stolzoff
Thanks for having me, Pete. Cheers.