Young and Profiting with Hala Taha - Daniel Pink, How to Understand Your Emotions and Live Your Best Life | Mental Health | YAPClassic
Episode Date: January 17, 2025As a bestselling author and leading voice on human behavior, Daniel Pink has spent years studying the emotions that shape our lives. But there’s one feeling that seems universally taboo: regret. In ...a world that often embraces a ‘no regrets’ mantra, Daniel Pink sees things differently. He believes regret can be a powerful guide—a spotlight revealing our true values and priorities. In this episode, Daniel digs into the science behind regret and explains why facing our missteps head-on can help us make better decisions and avoid repeating the same mistakes. In this episode, Hala and Daniel will discuss: (00:00) Introduction (03:21) Daniel Pink's Personal Journey with Regret (05:50) Understanding Counterfactuals and Regret (09:03) The Value of Regret in Personal Growth (19:16) Research on Common Regrets (22:25) Deep Structure of Regrets (26:07) Foundation Regrets: The Impact of Small Decisions (26:45) Moral Regrets: The Weight of Right and Wrong (27:32) Connection Regrets: The Drift in Relationships (30:35) Inaction vs. Action: The Rules of Regret (32:56) Life Lessons from Regret: Reach Out and Take Action (39:10) Dealing with Regret: Inward, Outward, Forward (46:59) The Benefits of Regret: A Path to a Better Life (49:58) Final Thoughts and Advice for a Profitable Life Daniel Pink is a bestselling author, keynote speaker, and thought leader. In 2011, he was named one of Thinkers50’s top 50 most influential minds. He was also the host and co-executive of the television series Crowd Control, a National Geographic program about human behavior that aired in more than 10 countries. Daniel also hosts a popular master class on sales and persuasion. He has written for several notable publications, including Fast Company, The Sunday Telegraph, The New York Times, Harvard Business Review, The Atlantic, Slate, and Wired. He is the author of seven books, the latest being The Power of Regret: How Looking Backward Moves Us Forward. His books have won multiple awards, have been translated into 42 languages, and have sold millions of copies around the world. Resources Mentioned: YAP Episode #50: youngandprofiting.co/42buHsR Daniel’s Book, The Power of Regret: danpink.com/the-power-of-regret Sponsored by: OpenPhone - Get 20% off 6 months at openphone.com/PROFITING Shopify - Sign up for a one-dollar-per-month trial period at youngandprofiting.co/shopify Airbnb - Your home might be worth more than you think. Find out how much at airbnb.com/host Rocket Money - Cancel your unwanted subscriptions and reach your financial goals faster with Rocket Money. Go to rocketmoney.com/profiting Indeed - Get a $75 job credit at indeed.com/profiting Active Deals - youngandprofiting.com/deals Key YAP Links Reviews - ratethispodcast.com/yap Youtube - youtube.com/c/YoungandProfiting LinkedIn - linkedin.com/in/htaha/ Instagram - instagram.com/yapwithhala/ Social + Podcast Services: yapmedia.com Transcripts - youngandprofiting.com/episodes-new All Show Keywords: Entrepreneurship, entrepreneurship podcast, Business, Business podcast, Self Improvement, Self-Improvement, Personal development, Starting a business, Strategy, Investing, Sales, Selling, Psychology, Productivity, Entrepreneurs, AI, Artificial Intelligence, Technology, Marketing, Negotiation, Money, Finance, Side hustle, Startup, mental health, Career, Leadership, Mindset, Health, Growth mindset. Mental Health & Wellness Mental Health, Health, Psychology, Wellness, Biohacking, Motivation, Mindset, Manifestation, Productivity, Brain Health, Life Balance, Self Healing, Positivity, Happiness, Sleep, Diet
Transcript
Discussion (0)
Welcome back, Young and Profiters, to our latest Yap Classic episode.
And as we step into this new year, it is totally natural to look back on the past 12 months
and consider all the choices that we've made.
Regrets can often weigh heavily on our hearts, reminding us of missed opportunities or paths not taken.
But what if we could transform those feelings of regret into powerful catalysts for change?
That's exactly what I spoke about.
with best-selling author Daniel Pink in episode 189,
how to stop letting regret hold you back.
So many entrepreneurs and executives have a no regrets mindset.
And so many of us try to bury or ignore our own regrets as much as possible.
But as Daniel Pink shared with me when we approach regret thoughtfully,
it can serve as a very valuable resource.
Regret highlights our values and priorities.
It keeps us from making the same stupid mistakes.
and it can even help us convert our past hardships into future strengths.
So if you want to transform your regrets into actionable advice,
you won't want to miss this interview with Daniel Pink.
So last time you're on this show, it was back in December of 2019.
It was for episode number 50.
It was called The Science of Perfect Timing.
And that episode was actually one of my all-time favorite episodes on Yap.
Everybody who listened to it loved it.
And I have a feeling this conversation is going to be equally as good
because in my opinion, you are the epitome of what a great podcast guest is. You're so knowledgeable.
There's no fluff when you talk. Everything is backed up by science and research. And so you are the ideal
YAPF guest for that reason. And here at YAP, we love to go super deep on a specific topic.
Today's focus is going to be on regret. You are the author of seven books. And your latest book is
called The Power of Regret, how looking backward moves us forward. So let's jump right into this topic of
regret. Last time you're on the show, we covered your career journey extensively. So anybody who's
tuning in and interested in that can go back to episode number 50. I highly recommend that episode.
And so, Daniel, I'm pretty familiar with your work. And usually you write a book because you're
very curious about the topic yourself. And you start to research that topic. You call this
MeSearch. So let's start there. What was the genesis of this book? And what initially got you
curious about this topic? Well, once again, I've fallen down the trap of MeSearch.
because that's what this is again. So here's what happened. In 2019, I had one of those moments in life
that you get to when you get to be my age. I'm in my 50s. And I had a kid graduate from college.
So that's kind of a jarring experience because you wonder, like, how did that kid grow up so fast?
And how am I possibly old enough to have a kid who's graduating from college? In the course of this
college graduation, which was very long and lengthy. And my daughter's last name starts with
P. It was a lot of waiting around. You know, inevitably, your mind,
wanders, and as my mind was wandering, my thoughts turned to my own college experience. And I started
thinking about what I regret it. There were a lot of things I regretted. I wish I had worked harder.
I wish I had been kinder. I wish I had been a little gutsier, you know, taking more risks.
So these thoughts were kind of tiptoeing through my head when I came back. And I wanted to
discuss them with other people. But I knew that nobody wanted to talk about regret because it's taboo.
So against my better judgment, I very, very, very, very sheepishly mentioned a few of these regrets to a few people.
And I discovered that everybody wanted to talk about a regret.
That it was a kind of topic that there was this kind of damn breaking that people said, oh my God, you have that regret.
I have that regret too.
And, you know, and they wanted to talk about it.
And I think what's interesting from a writer's perspective is that sometimes I'll raise an idea or concept.
And people like, OK, that's nice.
All right, whatever.
you know, what are we having for dinner? And that happens a lot and that's cool. But this is one where
people like literally, and I mean this literally, they leaned in. That is, their bodies move forward and
wanting to discuss this. And that's a very good sign. And so that took me on this two and a half year
journey to try to make sense of this emotion, which I think that we've misunderstood
profoundly. And that also gives us hints about how to lead a better life. Yeah. And I feel like I
learned so much in this book. Like you said, regret is, is this like kind of misunderstood emotion.
And to my surprise, it's very complex. And it actually springs from an internal cognitive process.
And so in the book, you talk about how humans are kind of like time travelers, because our brains have
the ability to revisit the past and invent these alternative narratives and scenarios. And so I thought
that was really fascinating. Can you explain that to us? So when we think about what regret is, I mean,
it's certainly an emotion, and it's an emotion that makes us feel bad. And we should kind of be in awe of our
ability to process regret. When you think about it cognitively, let's use my example. So if only I had
taken more risks when I was in college, okay? What I do is I go back in time to when I was in college,
all right? I negate what really happened, which was kind of being a little bit of a wimp. And I replace that
truth with a counterfactual. So let's say that I was doing something a little,
a little gutsy or like playing a club level sport rather than just wimp out.
So you know what I'm going to do? I'm going to actually try to become like a very skilled
basketball player and risk the injuries and risk the feelings of stupidity and not being good
enough and whatnot rather than just retreat. So I go back and negate that. So not only that,
but I come back to the present. Now my present is reconfigured because I've changed the past.
And now suddenly, I don't know, I'm like coaching a basketball team or I'm a better leader because I had more experience with a team sport or something like that.
And so it's really this incredible process that we go through where we get in the time machine, we go backward, we negate what happened, we get back in our time machine, we go forward to the present.
And the present magically looks different because of what we've done in the past.
This is one reason why regret is a milestone in our development.
That is little kids can't do this.
Five-year-olds don't experience regret because they can't think counterfactually.
It's also why people with certain kinds of brain damage and brain lesions can't reason counterfactually.
The more I think about what our brains can do, the more I'm kind of in awe of this lump in our head and how powerful it is.
Yeah, and I want to dig deeper on counterfactuals because you brought it up and it was a term that I've never heard of until I started reading your book.
And it's super interesting.
So talk to us about counterfactuals and the main ones and maybe give us some examples.
So basically what it means is that our brains allow us to imagine a scenario that runs counter
to the actual facts. There are two kinds of counterfactuals here. So I know you guys like to go
deep. So there are two kinds of counterfactuals that are really important. One of them is
what you can call a downward counterfactual. Okay. So you imagine how things could have been
worst. So you say, oh, I regret that I married Bob, but at least I have these two great
kids. So you find the silver lining, okay? It could have been worse. I could have married Bob and not
had any kids. So at least, so at least make us feel better. Now, there's another kind of
counterfactual, if onlys. That's an upward counterfactual. You can imagine how things
could have gotten better. It could have been better. So you say, oh, if only I had married Fred
instead of Bob, I would be living in a nicer community. I would have a happy marriage. I would be
financially secure, et cetera, et cetera. You imagine how things could have been better. Now, if
onlys make us feel worse. But here's the dirty little secret. If onlys make us feel worse,
but they also help us do better in the future. And they make us help us do better in the future
because they make us feel worse. And regret is an if only feeling, right? Totally. You're right.
Regret is the quintessential if only. It makes us feel worse. This is why it's paradoxical,
Holla. This is why people don't like it. This is why people like to proclaim, I don't have any regrets. I never look backward. I'm always positive. And the reason for that is that regret is unpleasant. But what we also know from, again, if you look at 50 or 60 years of research in neuroscience, in cognitive science, in developmental psychology, which I mentioned before, social psychology, a lot of experiments in social psychology as well. What it tells us is that regret is you
It is everywhere. Everybody experiences regret. It's one of the most common emotions that human
beings have. I can't emphasize that enough. Everybody has regrets. If you don't have any regrets,
it's a warning. It's a bad sign. It means that you could be five years old, which I guess that's
not a bad sign. You've got to grow up. It could mean that you have brain damage or lesions on
the orbital frontal cortex of your brain or early onset Huntington's or Parkinson's.
It couldn't mean that you're a sociopath.
Those are truly the only people who don't have regrets.
The rest of us have regrets.
It's one of the most common emotions that human beings have.
And this is sort of a puzzle, right?
It's like you have this thing that is widespread, but it makes us feel crappy.
So you have to ask the question, well, why does it exist then?
Exactly.
So we obviously evolved to have regret for good reason, right?
It's kind of a survival instinct, I imagine.
It makes our lives better in the end.
Talk to us about that.
Why do we actually need regret?
Exactly.
that's the point. So we're not perfect organisms at all. We're not perfectly efficient,
but there are adaptations that we've had. So you have to figure like, why does something that make
us feel bad? Why is it everywhere? It must do something. It must have some benefit to us, right?
And you got it exactly right. The benefit that it has, it helps, that if we treat our regrets
properly, it helps us do better. And not only a little bit, and not only on a few things,
but a lot of bit on many things. And here's the key. If we reckon with our regrets properly,
we don't ignore them. We don't put our, when we feel a regret, we don't put our fingers in our ears
and say, blah, blah, blah, blah, blah, blah, blah, blah. I don't hear anything. That's a bad idea.
But also, and this is also important, Hala, we don't wallowing them. We don't ruminate on them.
We don't stew over them. We confront them. We use them as signal, as information, as evidence, as
data. When we do that, again, we have the research showing that it can help us become better
negotiators. So there's a lot of experiments where you put somebody in a negotiating session,
then they do in their negotiation. They come out. The experimenters say, okay, I want you to think
about what do you regret doing or not doing into that negotiation. So they encourage people to
invite this negative feeling. What happens next? They do better in the next negotiation. It helps
has become better problem solvers. It helps us avoid cognitive biases like confirmation bias and
escalation of commitment to a failing course of action. There's some interesting research among
executives showing that executives who actually sort of embrace and acknowledge their regrets are
better strategists than those who simply try to skate past them. It helps us find greater meaning in life.
And so what we have here, again, just to distill this, make it a little bit simpler, is this.
regret makes us human and regret makes us better.
Everybody has regrets, and the reason everybody has regrets
is that if we treat them properly, they're incredibly useful.
Yeah.
I heard that one of the main reasons why you went on this journey
is because you heard this like no regrets kind of philosophy
and culture that was going on, how everybody just wanted to be positive.
You're supposed to just accept your journey for what it is
and never look back about the mistakes you made
and just everything happens for a reason type mentality.
So let's talk about that.
before we go even deeper on regrets and how to like evaluate them right or wrong ways to do that.
But let's talk about that first.
What's wrong with the no regrets worldview?
Okay.
There's a lot wrong with it.
But I'm going to try to be kinder and gentler in how I bash it.
The problem is that it is a woefully misguided philosophy for a life well lived.
And the reason for that is this.
I'll give you an example of it.
So I have the people who I wrote about, you know from the book,
who get these tattoos that say no regrets.
So they believe in this philosophy that you should always be positive,
never be negative, always look forward, never look back.
They believe in this credo, this philosophy so ferociously,
they have the message enshrined on their bodies.
That's a commitment, man, all right?
Like, you've got to believe in something to have a tattooed on your body, right?
But here's the thing. If you say no regrets, you say I never look backward, you might as well get a tattoo that says no growth, no learning, no progress. Nobody's getting tattoos like that. And so it's really, really misguided. The key here is what we do with our regrets. And this is, I think, a bigger problem that we have, Hala, which is this. And I think it's an American problem more than others. We Americans have a problem with negative emotions. We don't know.
know what to do with them. Here's the thing. Just go back. Just again, positive emotions are great.
I want to have a lot of positive emotions. I want you to have a lot of positive emotions. I want all
the app listeners to have lots of positive emotions. Okay, positive emotions are great. Gratitude and joy
and elation and they're great, okay? They're part of what makes life worth living. But here's the thing.
People shouldn't have only positive emotions. That's not healthy.
It goes back to what you were saying before.
We have adapted to the world.
Negative emotions are adaptations.
So if you think about this, I'll give you an example.
Let's take fear.
Fear is a negative emotion.
Do I want to go if somebody knocks at my office door, some weird person knocks at my office doors,
hey, Dan, I'll give you an operation.
We're going to open up your head, but it's going to be completely no pain.
We're going to seal it back up perfectly.
And what we're going to do is we're going to do a little tweak in your brain to ensure
that you never experience fear again.
in your life. Do I want that operation? Absolutely not. Of course not. Because when I'm in a burning
building, I want to experience fear so I get the hell out. It's helpful. Again, I don't want to be
burdened by fear. I don't want to experience fear all the time. That's debilitating. I don't want to
experience. Think about an emotion like grief. The reason we experience grief is because we
experience love. So I don't want to banish grief. I don't want to banish negative emotion.
I want to actually reckon with them. I like what you said at the top of the show,
Hala, is that there's evidence here, okay? This is not some kind of philosophy of mine.
We have 50 or 60 years of evidence telling us that when you line up the emotions, all right,
when you line up our negative emotions, we're going to do a little police lineup. Fear, guilt,
shame, you know, but that regret ends up being the most common and the most useful if we treat it
right. If we treat it right. And again, we haven't been treating it right because what's happened
is we're totally over index and positivity. We think we have to be positive all the time.
And when we're not, especially younger people, when they say, when they feel negative,
they feel regret, they feel bad, they say, wait a second, I'm feeling regret, I'm feeling
bad. That's terrible because not only is it make me, is it inherently unpleasant, but I look
around and everybody else is perfect. There must be something wrong with me, and they get brought
down by that. Rather than saying a negative emotion is a knock at the door. Kunk, clunk, clunk,
clunk, clunk. Someone's trying to tell me something. Let me listen, not drown it out, not get freaked
out by it, but listen to it, learn from it and do better in the future.
At Yap, we have a super unique company culture.
We're all about obsessive excellence.
We even call ourselves scrappy hustlers.
And I'm really picky when it comes to my employees.
My team is growing every day.
We're 60 people all over the world.
And when it comes to hiring, I no longer feel overwhelmed by finding that perfect candidate,
even though I'm so picky because when it comes to hiring, indeed is all you need.
Stop struggling to get your job post noticed.
Indeed, sponsor jobs help you stand out and hire fast by boosting your post to the top relevant
candidates. Sponsored jobs on Indeed get 45% more applications than non-sponsored ones,
according to Indeed data worldwide. I'm so glad I found Indeed when I did because hiring is so
much easier now. In fact, in the minute we've been talking, 23 hires were made on Indeed
according to Indeed data worldwide. Plus, there's no subscriptions or long-term contracts.
You literally just pay for your results. You pay for the people that you hire. There's no need to
wait any longer. Speed up your hiring right now with Indeed. And listeners of this show will get a $75
dollar-sponsored job credit to get your jobs more visibility at Indeed.com.com
slash profiting.
Just go to Indeed.com slash profiting right now and support our show by saying you heard about
Indeed on this podcast.
Indeed.com slash profiting.
Terms and conditions apply.
Hiring, Indeed is all you need.
What's up, Yap, gang?
If you're a serious entrepreneur like me, you know your website is one of the first
touch points every single cold customer has with your brand.
Think about that for a second.
When people are searching on Google, everybody who interacts with your brand first,
First is seeing your dot com initially.
But here's a problem.
Too many companies treat their website like a formality
instead of the gross tool that it should be.
At Yap Media, we are guilty of this.
I am really due for an upgrade from my website
and I'm planning on doing that with Framer this year
because small changes can take days with my other platform
and simple updates require tickets.
And suddenly we're just leaving so much opportunity on the table.
And that's why so many teams, including mine, are turning to framework.
It's built for teams who refuse to let their website slow, them,
Your designers and marketers get full ownership with real-time collaboration, everything you need for SEO and analytics with integrated A-B testing.
I love that.
I love testing and making sure that we've got the best performing assets on the page.
You make a change, hit publish, and it's live in seconds.
Whether you're launching a new site testing landing pages or migrating your full.com,
Framer makes going from idea to live site fast and simple.
Learn how you can get more out of your dot com from a Framer specialist or get started building.
for free today at framer.com
slash profiting for 30% off a framer pro annual plan.
That's 30% off in 2026.
Again, that's framer.com slash profiting for 30% off framer.com slash profiting.
Rules and restrictions apply.
Hello, Yap gang.
I know my young improfiting listeners want bigger businesses and a better life.
And the new year is the perfect moment to reset and commit to your growth.
But let's be real.
You can't build an empire if your finances are all over.
the place. That's why getting into it QuickBooks is one of the best first moves you can make this
year. They've got powerful money management tools built right into their platform, and they have
them for every stage of your business, whether you're a solopreneur or a small business. And I love
that QuickBooks helps you get paid faster, pay bill smarter, and even gives you access to funding
when opportunity pops up. So QuickBooks can help you with bookkeeping, can help you with getting
paid, can even help you with projections and understanding where your business is at financially.
Plus, QuickBooks Money Solutions reduces manual work by half and keeps your money and your books perfectly synced.
That means less time staring at spreadsheets and more time actually building the vision that you started with.
That's the upgrade that every profiting entrepreneur needs.
Start the New Year's strong, take control of your cash flow with QuickBooks Money tools.
Learn more at QuickBooks.com slash money.
Again, that's quickbooks.com slash money.
Terms apply.
Money movement services are provided by Intuit Payments Incorporated, licensed as a money transmitter by the New York State Department,
of financial services. Like you said, regret is so common and it's universal and it's normal,
right? It's a normal feeling to have. It's just about how you manage it, how you process it,
and what you do with that information. Amen. Yes. Okay. So in this book, you did a lot of
research yourself, but there was also years of research prior to that about regrets and the
common regrets that people have. So can you talk to us about the research that was available
before you started and then maybe why you ended up doing more research and what you found?
Yeah.
So I was also curious about what people regretted.
I was really curious about that.
And the reason I was curious is that when you looked at the existing evidence, most of it in social psychology, initially researchers said, oh, this is American sample.
That Americans, oh, they have education regrets.
Education is the biggest regret that Americans have.
Scientists believe that for 20 years.
And then somebody finally realized, like, wait a second, all these studies showing that education
is the biggest regret were done on college campuses with college students.
And so, you know, if you had done all this research in hospitals, maybe health would be
the greatest regret.
If you had done it in banks, maybe, you know, whatever.
So it's like, huh, maybe there's not something there.
And so actually not that long ago, 16, 17 years ago, researchers started doing more systematic
looks at what people regretted, and they found that people regret a lot of stuff. It was all over the
place. They have career regrets. They have romance regrets. They have finance regrets. They have finance
regrets. They have family regrets. It's all over the place. So that's the lay of the land.
So I said, I'm going to try to crack the code here. And so I did something called the American
Regret Project, which is the largest public opinion survey of American attitudes about
regret ever conducted. We did a brilliant, gorgeous survey of over fourth,
nearly 4,500 Americans modeling the sample, sort of configuring the sample so that it reflected the
glorious diversity of the United States of America. And so I asked these people, tell me one of your
big regrets, and then I had them put it into those categories, career, finance, romance, whatever,
because I said, I'm going to figure this out. And I found after careful deliberation and data
analysis that people regret a lot of stuff. It was all over the place. So now, that's the bad
news. The good news is that I also did another piece of my own research, something called the
World Regrette Survey, where I simply set up a website, worldregrettesurvey.com, where I gathered
regrets from around the globe. And we now have a database of over 21,000 regrets from people in
109 countries. It's incredible. And once I looked at those, okay, basically just people offering
their regrets, but by the thousands all over the world. And I didn't ask them to categorize it.
I just wanted to know their age, their gender identity, and their location. When I started
reading through those regrets, I didn't read through all 21,000, but I did read through the first
15,000 of them. What I discovered is that there's something else going on, that trying to understand
what people regret by those categories that I initially had thought is not the way to look at it,
that there's something bigger and more interesting going on beneath the surface.
Yeah.
So let's talk about that.
You say that you discovered regret has both a surface structure and a deep structure, right?
So one is really easy to see, easy to describe, and the other one is not so so easy.
So talk to us about that.
Okay, perfect.
You got it exactly right.
So let me be less abstract.
Let me be concrete here.
Okay.
here we go. Okay. We're looking at these regrets that are coming in from all over the world. I'm
reading them one by one, trying to make sense of them. It's fascinating to hear people all over the
world disclose a big regret. So let me give you an example. So I have, again, the volume here is
helpful. So I have lots of regrets of people who say, I mean, here's a weird one. It's like from
American college graduates, I am stunned by the number of regrets that American college graduates have
about not studying abroad when they were in college.
I couldn't believe it.
Like, even if you Google, not Google,
but you go into the database and search a phrase like,
study abroad, you get like hundreds of hits.
I couldn't, it's crazy.
Okay, so that's an education regret.
Okay, people say, oh, I wish I'd studied abroad.
I was a little bit too scared to go away.
And, you know, I thought I would miss people and da-da-da-da-da-da-da.
And now I wish I had taken that.
You know, now I wish I had studied abroad.
I've heard that so many times, too,
which is just so random that I've heard that regret before many times.
But you know what? It's a big deal, man. I have to say, I was blown away by that. I actually think that there is a, and this is for the entrepreneurial Yap listeners out there. I think there's a business, a travel agency serving basically 30 somethings and 40 somethings, 20 somethings, 30 somethings, 40 somethings, who wish they had studied abroad and didn't and now have a little money in their pocket. I really think there's a viable business in there. But that's an education regret. Okay, so then I have a lot of regrets. Okay, let's go back to
I got lots of regrets, again, all over the world where basically say this, I really regret staying in this lacklester job. I always wanted to start a business, but I never had the gumption to do it. Okay, that's a career regret. Then I have, and this is again, volume, volume, volume, hundreds. And I'm not kidding around, hundreds. They basically go like this. X years ago, there was a man slash woman who I really liked. I wanted to ask him or her out on a date, but I was too chicken to do that. And now I've regretted it.
10 years later, 20 years later, 30 years later, okay? That's a romance regret. So we got an education
regret. We've got a career regret. We've got a romance regret. But here's the point I'm making in
this little diatribe here. Those are all the same regret. Those regrets on the surface,
they're in different categories, but they're the same regret. You're at a juncture in your life
and you have a choice. You can play it safe or you can take the chance. And overwhelming
when people don't take the chance, they regret it.
And that's what I call a boldness regret.
So on the surface, it's career is different from romance,
is different from education.
But one layer down, it's the same regret,
if only I take in the chance.
And what I found is that that is one of boldest regrets
or one of four of these deep structure core regrets
that people all over the world seem to have.
Yeah.
And I feel like it makes sense to go through all four of them.
and then I have some other questions about them individually.
Yeah, rock and roll.
Yeah.
Cool.
One category of what I call foundation regrets.
Foundation regrets are if only, because remember, regrets, as you said earlier,
regrets are if onlys, all right?
So foundation regret is if only I done the work.
If only I done the work.
So these are regrets that people have.
Okay, a lot of regrets about I spent too much and saved too little.
And now I don't have enough money and now I'm broke.
A surprising number of regrets about people who didn't work hard enough in school.
Oh, if only I'd listen to my parents and worked harder in school.
I'd have a little bit more of a stable footing in the job market. A lot of regrets about health
in this way, too. If only I had eaten better, if only had exercise, I wouldn't be out of shape and
unhealthy today. So it's small decisions early in life that accumulate to really nasty consequences
later in life. Again, these small decisions, like no single one is cataclysmic. It's like,
oh, I ate, you know, I ate a whole bag of Cheetos once. All right, that's like, people don't
regret that. They regret eating unhealthily for a year, two years, five years.
years, 10 years, and it adds up and it's hard to undo. So foundation regrets, if only I'd done the work.
Third category, we got boldness too. We got moral regrets. Moral regrets are, if only I'd done the
right thing. Again, you're at a juncture. You can do the right thing. You can do the wrong thing.
When we do the wrong thing, most of us regret it. Because I think most of us are good and want to be good.
and when we're not good, we feel crappy about it.
And so these are regrets that people have about, oh, my gosh, the two bigger ones here,
marital infidelity, whoo.
I had a lot of people, like, basically confessing on this world regret survey.
It was like an online confessional.
And then also a shocking number, shocking to me, number of people who regretted bullying
other people when they were younger.
So bullying and marital infidelity, if only I'd done the right thing.
Finally, fourth category.
connection regrets. Connection regrets are about relationships and not only romantic relationships
and really not even mostly romantic relationships, just the full suite of relationships in our
lives. And what happens is that you have a relationship that was intact or should have been
intact with a parent, with a sibling, with a relative, with friends, with colleagues. It was
intact and it comes apart and or should have been intact, was intact, and it comes apart. And I think
what's interesting is that, again, if you read story after story, the way a lot of these
relationships come apart is not dramatic at all. There's no big fight. There's no screaming or yelling.
It's just like this drift that takes place over time. And here's what happens. Somebody wants to
reach out. Okay, so let's say, you know, like, man, I was such good friends with Hala 10 years ago.
I haven't talked to her for so long. I should really reach out to her. And then I say, oh, man, no,
but if I just reach out to her now, it's going to be so awkward because I haven't talked to her for 10 years.
It's going to be so awkward.
I don't want to do that.
And besides, she won't care.
So I don't do anything.
And then two years from now, I say, oh, man, I was such good friends with Holla 12 years ago.
I really should reach out to her.
But oh, my God, it's even more awkward now and she's going to care even less.
And so we don't do anything and sometimes it's too late.
And that's a big mistake.
Let me just double click on that for a moment.
That's a huge mistake.
We have piles of evidence showing.
that when people do reach out, it's way less awkward than they think.
We're completely over-indexed on awkwardness.
My view in general in life, reading the research,
is that if you're feeling awkward about something,
just freaking push through it.
Don't let awkwardness, feelings of awkwardness be that barrier.
Awkwardness is not a strong enough signal to stop you from doing something.
Second thing is that we say people, but Hala's not going to care.
People almost always welcome it.
We're completely wrong on both fronts.
it's going to be awkward and they're not going to care. And when we do it, it's not awkward and they
always care. So connection regrets are if only had reached out. So let me quickly summarize those.
We've got confoundation regrets if only had done the work. We've got boldness regrets,
if only had taken the chance. We've got moral regrets if only had done the right thing.
And then we've got connection regrets if only had reached out. And just remarkable universality
all over the world, these are what people regret. And it's that deep structure that really matters,
That deep structure is really universal.
You see these in every country at every age and every gender identity.
Yeah.
And if I remember correctly, connection requests are the most common regret.
And I think especially in COVID, this is relevant.
I think a lot of us weren't hanging out with our friends for a couple years.
A lot of our friends moved away.
I feel like this is your sign, guys.
If you're thinking of an old friend that you haven't talked to in a while,
make sure you reach out to them, you know, don't have any regrets about that.
So I'd love to hear about inaction and action and what we need to know about that in terms of regret.
Okay, really important.
I'll give you a little bit of insight in how the sausage is made.
Okay.
So at one point, I had a chapter called the Rules of Regret, where I was going to say,
here's how regret works.
Like, we're basically pull up the hood.
These are the rules of regret.
This is how regret works, okay?
and I was like, okay, should there be five rules or seven rules or whatever?
So I have these giant bulging folders of research and I'm like, okay, I'm going to crack the code.
I'm going to figure out the rules of regret.
And I started going through the research and I'm like, oh, there's one rule.
And the rule is there's a big difference between regrets of action and regrets of inaction.
Everything comes back to that difference.
And the architecture of regret, the difference between regrets of action, I regret what I did and regrets of inaction.
I regret what I didn't do is huge.
And here, there is a distinct difference in age.
In my American regret project, which is the giant public opinion poll,
I put together such a large sample in order to try to find demographic differences in what people regret it.
So thinking that whites would have different regrets from people of color,
people with lots of formal education would have different regrets from people with less education.
Men would have different regrets from women, blah, blah, blah.
There were very few demographic differences.
I was kind of shocked by that.
But the one had to do with age, and it's this.
People in their 20s tended to have equal numbers of regrets of action and inaction,
equal numbers of regrets about what they did and regrets about what they didn't do.
But by the time you hit basically your late 20s and certainly into your 30s and 40s and 50s and
beyond, it's not even close.
By the time you get literally to your late 20s, the inaction regrets take over.
When you get to my age, okay, and I'm basically like double the age of somebody in their mid to late 20s,
when you get to my age, it's like three to one. Inaction regrets over action regrets. Overwhelmingly,
over time, we regret what we didn't do. I regret that I didn't reach out. I regret that I didn't
start that business. I regret that I didn't tell that person that I loved them. I regret that I
didn't stand up to an injustice. That's what we regret, inaction over action, as we get older.
And I'm curious to understand because you did all this research. You have a lot of
heard about so many different regrets, you really started to understand the science behind it
and why we have regrets. What were some of the big life lessons that you learned about it that
may not really be scientific or anything, but just life lessons that you're going to carry through?
I'll tell you a few of them. I mean, you sort of you hinted at one of them just a few moments
ago, Hala, which is that let's take these connection regrets. This is my philosophy now. Okay.
So let's say you're at a juncture and you're wondering, ah, should I reach out to this person or
should I not reach out to this person. If you have arrived to that juncture, you have the answer to the
question. Reach out. When in doubt, reach out. If you arrive at that juncture and you're wondering,
the question is answered. Always reach out. I'm dead serious about that. I've heard too many stories
where it didn't happen and then something horrible arises and ends up not being possible.
Somebody dies. I've so many stories like that. Always reach out. I'll give you another one.
Let's go back to inaction and action. Yeah.
I think that there's a lot to be said for, in general, having a slight bias for action.
That is for, so for, just like for trying stuff.
And again, it goes to the awkwardness.
So I think that awkwardness is a weak excuse.
I think fear is a stronger excuse.
I think feelings of awkwardness, do what you can to push past those.
Sort of a bias for action.
I'm a happily married guy from, of 27 years, but I'll give everybody.
who's listening, all the Yap listeners, some romantic advice, okay?
Ask the person out.
I'm dead serious.
If you're wondering whether he, she, or they, you should ask him, her, or them out.
Do it.
The worst thing that can happen is that the person says no.
And you know what happens when the person says no?
You're fine.
Life goes on.
You're exactly where you were before you were.
But here's the thing.
Now you know.
you've taken your shot. So I think if there's one takeaway here is that ask the person out,
just slight bias for action. Don't take awkwardness as a meaningful, as a meaningful signal.
Always reach out. The other thing is, I'll give you one more life lesson here too,
is that I think there's something to be said for when you're making a decision to consult your
future self. So if you're stuck, see if you can sort of send a text or make a phone call to
the you of 10 years from now. So think about, let's say that you're 28 years old,
all right? What is 38-year-old you want you to do?
38-year-old wants you to put a little bit more money in your 401k and spend a little less
money at Applebees. That's what you're, that's what 38-year-old you wants you to do.
If you're at a juncture and you're saying, God, should I do this unethical thing or should I
not? 98% of us, 38-year-old you want you to do the right thing.
The you of 10 years from now is really looking out for your best interest.
And here's the thing.
Well, the other thing is also we can make a pretty safe prediction about what the you of 10 years from now will care about.
And it's not most things.
The me of 10 years from now isn't going to care what I have for dinner tonight.
It isn't going to care what T-shirt I wore today.
But it is going to care, did I do the work and build a stable foundation for myself, for my family, for my team?
It is going to care of did I use my opportunity, this vanishingly short amount of time that I'm alive,
to learn and grow and do something and contribute. It's going to care if I, 10 years or now,
if I do the wrong thing, I have to confront the me of 2032 who's going to be wagging his
finger at me saying, shame on you. Why did you do the wrong thing? And it's going to care if I don't
reach out and build relationships of love and connection and affinity and belonging. And again,
it's not super complicated, but I think the cool thing is, is that this emotion that we often
try to avoid is giving us this very, very clear window into what makes life worth living.
Hello, young improfitors. Running my own business has been one of the most rewarding things I've
ever done, but I won't lie to you. In those early days of setting it up, I feel like I was jumping
on a cliff with no parachute. I'm not really good at that kind of stuff. I'm really good at
marketing, sales, growing a business, offers, but I had so many questions and zero idea where to find
the answers when it came to starting an official business. I wish I had known about Northwest
Registered Agent back when I was starting YAP Media. And if you're an entrepreneur, you need to know
what Northwest Registered Agent is. They've been helping small business owners launch and grow businesses
for nearly 30 years. They literally make life easy for entrepreneurs. They don't just help you form
your business. They give you the free tools you need after you form it, like operating agreements
and thousands of how-to guides that explain the complicated ends and outs of running a business.
And guys, it can get really complicated, but Northwest Registered Agent just makes it all easy and breaks it down for you.
So when you want more for your business, more privacy, more guidance, more free resources, Northwest Registered Agent is where you should go.
Don't wait and protect your privacy, build your brand, and get your complete business identity in just 10 clicks and 10 minutes.
Visit Northwest Registeredagent.com slash yap free and start building something amazing.
Get more with Northwest Registered Agent at Northwest Registeredagent.com slash Yap free.
What's up, young and profitors?
I remember when I first started Yap, I used to dread missing important calls.
I remember I lost a huge potential partnership because the follow-up thread got
completely lost in my messy communication system.
Well, this year, I'm focused on not missing any opportunities.
And that starts with your business communications.
A missed call is money and growth out the door.
That's why today's episode is brought to you.
by Quo, spelled QUO, the smarter way to run your business communications.
Quo is the number one rated business phone system on G2, and it works right from an app on your phone
or computer. The way Quo works is magic for team alignment. Your whole team can handle calls and
text from one shared number, and everyone sees the full conversation. It's like having access
to a shared email inbox, but on a phone. And also, Quo's AI can even qualify leads or
respond after hours, ensuring your business stays responsive, even when you finally logged off.
It makes doing business so much easier.
Make this the year where no opportunity and no customer slips away.
Try Quo for free plus get 20% off your first six months when you go to Quo.com
slash profiting.
That's QUO.com slash profiting.
Quo.
No missed calls, no missed customers.
Happy New Year, Yap, gang.
I just love the unique energy of the new year.
It's all about fresh starts.
And fresh starts not only feel possible, but also feel encouraged.
And if you've been thinking about starting a business, this is.
is your sign. There's no better time than right now. 2026 can be the year that you build something
that is truly yours, the year where you take control over your career, and it starts with Shopify.
I've built plenty of my own businesses on Shopify, including my LinkedIn Secrets Masterclass.
So it's a two-day workshop. People buy their tickets on Shopify. And then my mastermind subscription
is also on Shopify. I built my site quickly in just a couple of days, payments were set up super
easily, and none of the technical stuff slowed me down like it usually does because Shopify
is just so intuitive. And this choice of using Shopify helped me scale my masterclass to over
$500,000 in revenue in our first year. And I'm launching some new podcast courses and can't wait
to launch them on Shopify. Shopify gives you everything you need to sell online and in person,
just like the millions of entrepreneurs that they power. You can build your dream story using
hundreds of beautiful templates and set up as fast with built-in AI tools that help you write
product descriptions and edit photos.
Plus, marketing is built in so you can create email and social campaigns easily.
And as you grow, Shopify can scale right along with your business.
In 2026, stop waiting and start selling with Shopify.
Sign up for your $1 per month trial and start selling today at Shopify.com slash profiting.
Go to Shopify.com slash profiting.
That's Shopify.com slash profiting.
Yeah, fam, hear your first.
This new year was Shopify, buy your.
side. I feel like for me, the big kind of takeaway that I'm getting from all this is having this
bias for action because like you said, the biggest regret is inaction. And most of the time,
if we do something and we find out the answer, we're not looking back and saying, if only this,
if only that, you just, that's what happened and you just get over it and move on and you don't
ruminate and think about it forever. So speaking about ruminating, there's right ways and wrong ways
to deal with regret. And dealing with regret is critical for us like moving in a positive.
way forward in our lives. So talk to us about the right way and the wrong way to deal with
regret. Okay, it's a great question. So I think that the wrong way is pretty obvious. The wrong way
is to simply ignore it. That's a totally bad idea and it doesn't work over the long term.
Another bad idea is to wallow in it, is to stew over it. So the right way to do it is to try to
avoid, especially that second path. And the way I look at this process is inward, outward,
forward forward, inward outward forward. The first step is to look inward. So let's say you have a regret,
or even more broadly, you make a mistake. In the face of regrets, in the face of mistakes and screw
ups, the way we talk to ourselves is incredibly harsh. If you listen to like people's self-talk,
it's brutal. When you listen to my self-talk, you think I was a lunatic. The way I talk to myself
is just, is just cruel. I would never talk to anybody else that way. And what the science tells us
is, don't do that. There's very little evidence that that.
effective in enhancing your performance. A better technique than self-laceration is what's called
self-compassion, which is work pioneered by Kristen Neff at the University of Texas about 20 years ago.
And the principle is pretty simple. Treat yourself with kindness rather than contempt.
Don't treat yourself better than anybody else. There's no evidence, oh, I should treat myself
special. I should, you know, that's not true. But don't treat yourself worse than anybody else.
Treat yourself with kindness rather than contempt. Recognize that regrets are part of the human
condition. Any app listener out there who has a regret, I'll find almost the identical regret in my
database in 90 seconds. Okay. Like, it's part of the human condition. And you also think I think is really
important is that a regret is a moment in your life. It's not the full measure of your life.
We sometimes will make these broad assessments of our entirety based on a single thing in a single
moment. And that's unhealthy. So that's inward. So you reframe inward. Second thing is outward. There's a strong
argument to be made for disclosure. Disclosure is a form of unburdening. It's not accidental that
21,000 people around the world told a complete stranger their big regret because I wanted to talk
about it. It's just like what I was saying at the top of the show holla. It's like I mentioned my
regrets very sheepishly and suddenly like this sort of uncorked this bottle where people want to talk about it.
Releasing it, yeah. But the other thing I think is actually really important is that emotions by
their very nature are abstract. They're vaporous. They're blobby. That's what makes positive emotions
feel good. But it's what makes negative emotions feel bad. And so when we talk about our negative
emotions, or even when we, we don't have to even tell anybody else, when you write about them
privately, we take this abstraction and make it concrete. We turn it from these blobby thing into
concrete words, which are less menacing. It helps us begin the sense-making process. So we reframe inward.
express outward. But we also have to move forward. And the way we do that is we have to extract
a lesson from that regret. And we tend to be pretty bad at solving our own problems. We're good at
solving other people's problems, terrible at solving our own problems. So a really good technique
is essentially to, it's what's called self-distance thing, is basically get some distance from yourself.
So you can do things like talk to yourself in the second person, what should you do, or even better
your third person, what should Holly do? I got to say the single best decision-making tool that I
know of when you're stuck is to ask yourself, what would I tell my best friend to do? I have people
come to me saying, Dan, I should you do this or should I do that? I'm just so torn. I don't know
what to do. And I said, what would you tell your best friend to do? And they say, oh, well,
I tell her, bab-di-bob-di-bob-di-ba-b. And it's like, all right, you kind of answered the question there.
So for the business people in your audience, Andy Grob, the former CEO of Intel has a
brilliant, had a brilliant technique where he said when he was stuck on a business decision
as an executive, he would say, okay, if I were replaced tomorrow, what would my successor do?
And he always knew. So again, so if we reframe inward, express outward, and then move forward
by self-distancing, we begin to sort of develop that as a habit. And then instead of trying
to bat away this negative emotion or getting brought down by it. We basically, you know,
hop on it at like a surfboard and ride it, ride it into better health, higher productivity,
more meaning in life and more effectiveness, especially at work. Yeah. I'm curious. Why is it so much
easier to give advice to other people and to like kind of pretend that you're giving advice to your
best friend? Like, why is it so hard to give advice to yourself? We're too caught up in the details of our life.
At some level, we know too much, and that blinds us from the big picture. It's like trying to
understand, okay, I want to study the ocean. And what I'm going to do is I'm going to scuba dive
to try to understand the ocean. It's like, well, now I'm immersed in everything. If you really
want to understand, like, what does the ocean look like? What are its boundaries? How's it configured?
You want to be an oceanographer. You want to get up like in a helicopter and go above there.
And that's often a better problem solving technique. We just know too much about ourselves. We're
too caught up in the gory details where with other people, we see the big picture. We see what's,
we see what's really going on. Yeah. And I really think that's it. Now, we can bring those techniques
to bear on our own problems, but we have to be deliberate and intentional about that by doing
these kinds of sort of like Jedi mind tricks to self-distance. Again, talking to yourself in the third
person, even that thing that I suggested before about talking to yourself 10 years from now,
that's a form of self-distancing.
And again, truly two takeaways from this for your listeners.
One, ask them out.
Two, if you're stuck on a decision, ask yourself, what would I tell my best friend to do?
And then do that.
Yeah, I think that's really good advice.
And so regret is a very negative emotion.
People don't like to feel that way.
Sometimes they wallow in their regret.
And you talk about something called mental subtraction that can help us feel better in the
moment when we're having a regret. Could you explain that to us? Sure. That's another really good
point. It's a technique. Some good research on this called mental subtraction of mental subtraction
of positive events. It allows us to feel a greater sense of gratitude. It's also a way to reckon with
regret. I give you an education regret of mine, which is that I regret having gone to law
school in general and probably gone to law school when I did. Okay. That's not like,
that's not a cataclysmic regret. It's not my biggest regret, but it's illustrative here. But here's the
I met my wife in law school.
So what I can do is I can say, well, let me mentally subtract that event.
Imagine a word where I didn't go to law school.
That's a world where I never would have met my wife.
I don't want to live in that world.
With action regrets, we can find the silver lining.
We can at least them.
We can see a benefit in them, which is why we can process them and make sense of them.
Some action regrets, we can also undo.
All those people who have bullying regrets, more regrets.
It's an action.
I bullied somebody.
Many of them.
go back 20 years later and apologize to the people they bullied. And so they're trying to undo that
kind of regret. I have a guy in the book who has a no regrets tattoo and he goes to get it removed.
So with action regrets, we can mentally subtract certain positive elements of them. We can at least
them. We can undo them. And therefore, we can tamp down how much they bug us. That's why over time,
action regrets proceed, inaction regrets dominate.
This is so interesting, Daniel.
So let's wrap up the conversation.
And I feel like a good way to round this out is to talk about the benefits of dealing
with our regrets and the benefits of regrets in general.
How can us doing what you just mentioned, you know, self-distance, analyzing, trying to change
our behaviors based on our regrets, how can that actually help us in life?
On a number of different dimensions, number one is that we know from the,
these four regrets, if we know what people regret the most, we know what they value the most.
So regrets are a negative, a reverse image of a life well lived, of a good life. What people want
out of life in general is they want a degree of stability. A good life is not precarious.
Boldness is about the chance to learn and grow and do something and not like waste your time here
and just do something. Moral regrets are about goodness. Connection regrets are ultimately about
love. And so as you think through your decisions, you can anticipate your future regrets. And the way to
do that is to really maximize on things that, you know, if you're making a decision, it's like,
is this going to build my foundation? Is this going to help me learn and grow? Is this the right
thing to do? Is this going to help me build connections and affinity with people I care about?
Those kinds of things you should really like maximize on. But the other stuff, good enough is good
enough. I know we're not supposed to say good enough is good enough, but good enough is good enough
for a heck of a lot of things. So again, let's go back to future you. Future you is not going to care
this year whether you bought a blue car or a gray car. Future me, as I said earlier, is not going to
care whether I wore that blue shirt today or I wore a yellow shirt today. There's so many decisions
that we make that we don't even remember, we don't even care about. But there's some that stick with us.
And we have a sense of the things that matter most. And so if we really focus our,
efforts on our attention on these kinds of things, on building a solid foundation, on learning and
growing, being good and moral and truthful and doing the right thing, and on building relationships
of love and belonging. I think that regret gives us this path to do things better. I give you one
other tip here that I think is useful, it's again less abstract and more practical. One of the,
One of the most useful things to do is to do what I did a couple of years ago, which is that
push past the awkwardness. And if you have a team that you work with or a group of friends,
tell people about one regret that you have, tell them what you learned from it, tell them what
you're going to do about it. And I can almost guarantee that you will have one of the richest,
most interesting conversations you've had this year because I was wrong. I thought nobody wanted
to talk about regret. And I discovered, as I said, at the very beginning of our conversation,
that everybody wants to talk about regret
because, as you said, it's normal, it's universal,
it's part of the human being.
Yeah, and young improfitors,
I loved his book, The Power of Regret.
So make sure you guys go get that.
There's lots of exercises that you can do
to understand what your regrets are,
how to deal with them.
So I highly recommend that.
I'll put that in the show notes.
Daniel, I always ask the same two questions
at the end of the show for all of our guests.
Then we do something fun at the end of the year.
So the first one is,
what is one actionable thing
that our young improfitors can do today to become more profiting tomorrow?
Listen more and talk less.
Oh, why?
I feel like so much of the work that we do obviously involves groups and other people.
And most of us are not very good listeners.
We don't actually work hard at listening.
No one has ever taught us how to listen.
You know, when we're in elementary school, they teach us how to read and that, you know,
they teach us how to write.
But no one ever teaches us how to listen.
They think because we have ears, we know how to listen. And most of us are not very good listeners.
And so one way to listen better is seriously is to, I say this after an hour yapping,
is to talk less and listen more.
I love that. And what is your secret to profiting in life? And profiting does not need to be
related to finances. It's going to sound strange, but I think it's to be generous to help other people,
to use a Boy Scout thing to leave the campsite better than you found it.
I really think that that is the way to live a good life.
It allows you to profit in all senses of the word.
I think it has a professional benefit over time, certainly not in the short term.
Over time, it has a professional benefit.
But more than anything else, it allows you to look at your life on a day, on a week,
and say, I did something, I contributed, I made the world a little bit better.
I love that. And where can our listeners go learn more about you and everything that you do?
You can go to my website, which is danielpink.com, d-a-n-e-l-p-I-N-K.com. I've got a free newsletter. I've got free resources.
I got all kinds of gruevy stuff. Amazing. We're going to link all that in the show notes.
Dan, thank you again for coming on Young and Profiting Podcast.
