Moonshots Podcast: Superstar mindsets and success habits

In this enlightening episode, Mike and Mark explore the hidden benefits of regret with renowned author Daniel Pink. Drawing from his book, The Power of Regret, Pink reframes regret as a tool for growth, learning, and connection. Far from being a negative emotion, regret can guide us toward making better decisions and living more meaningfully.

Listen and Watch

🎧 Podcast Episode: Listen Here
📺 Watch on YouTube: The Power of Regret

Episode Breakdown and Key Themes

1. Regret is Universal (3m20)
Daniel Pink explains that regret is not a weakness but a universal emotion that unites us. By reflecting on our regrets, we gain insight into what truly matters.

2. The 4 Core Regrets (3m44)
Pink identifies four types of regret based on his research with thousands of stores worldwide:

 • Foundation Regrets: “If only I had prepared better.”

 • Boldness Regrets: “If only I had taken the chance.”

 • Moral Regrets: “If only I had done the right thing.”

 • Connection Regrets: “If only I had reached out.”

In conversation with Adam Grant, they discuss how confronting these regrets requires courage and fosters personal growth.

3. Perfectionism vs. Improvement (1m58)
Perfectionism often leads to paralysis and missed opportunities. Pink and Grant emphasize the value of focusing on improvement rather than flawlessness. This mindset encourages bold actions and progress, even if they come with imperfections.

4. Anticipating Regret: A Lesson from Albert Nobel (1m13)
The episode wraps with a story about Albert Nobel and the transformative power of forecasting regret. By imagining our future regrets, we can make choices today that align with our core values and create a life of purpose.

Key Takeaways
 • Regret fuels growth: Reflecting on regrets reveals what we truly value.

 • Bold action minimizes regrets: Taking risks—even when imperfect—leads to growth.

 • Connection matters: Repairing relationships reduces the sting of regret.

 • Progress over perfection: Incremental improvement is more valuable than chasing flawlessness.

Further Resources
📚 Book Summary: Apollo Advisor’s Summary of The Power of Regret
📖 Buy the Book on Amazon: The Power of Regret

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What is Moonshots Podcast: Superstar mindsets and success habits ?

The Moonshots Podcast goes behind the scenes of the world's greatest superstars, thinkers and entrepreneurs to discover the secrets to their success. We deconstruct their success from mindset to daily habits so that we can apply it to our lives. Join us as we 'learn out loud' from Elon Musk, Brene Brown to emerging talents like David Goggins.

[Music]

hello and welcome to the moonshots

podcast it's episode 170 i'm your

co-host mike parsons and as always i'm

joined by the man of reflection mr mark

pierce and freeland good morning mark

hey good morning mike you're right we

are a pair of reflectors

as we dig into each of our shows on the

moonshot series likewise with our

listeners we're all learning about

reflecting on some of the challenging

parts of our lives but mike i think

today's topic is still something that i

in the past have tried to avoid i think

reflecting on too much how about you

yes i feel like i'm almost avoiding

introducing

the book that we are going to study

today

let's let's

jump over the chasm let's cross

the rubicon mark tell us where are we

going today today we are digging into

listeners daniel h pink's book the power

of regret

now this is a pretty big

topic mike this is a big old piece of

research as well that daniel pink

actually conducted a couple of years ago

he went out he put this big website

online and he encouraged tens of

thousands of people to go and complete

what he called the world's largest uh

regret study that was available online

and the idea was really to help

him daniel pink gather

inputs and

experiences around how humans react to

regret and what he did was he took all

of those data points from tens of

thousands of people and condensed it

into

the book

the

power of regret and he drew a number of

conclusions from those raw pieces of

data so even before we get into the

lessons and the areas that he uncovered

within the power of regret isn't that an

amazing case study yeah utilizing kind

of citizen science and getting the

public around the world to upload their

own regrets in order to help us all

understand a little bit more about that

raw emotion obviously right and and it

and it's sort of disruptive to think

about the fact

that he goes out there and creates his

massive uh

study on regret the world regret survey

and even as we talk about it it feels a

bit odd it feels almost a little bit

uncomfortable which i think is a proxy

for the fact that regrets are things we

uh

i mean you got to push someone to get

them to talk about what they regret

um and regret

as soon as you entertain the concept of

regrets

it's just uncomfortable isn't it mark

yeah there's been many many times

throughout my life where instead of

choosing to

uh vocalize or even consider something

that i've regretted

i think i've always tried to look at the

things that i've done or the things that

i've said

as unchangeable and what i mean by that

is i am a product of the things that

i've sort of done so to inherently

regret anything that i've done almost

goes against my ego and my

sense of being so intentionally i've

tried not to not regret too much in my

life and i think as we're gonna uncover

from daniel pink's book

that's a pretty classic behavior that a

lot of humans do and the truth is that's

quite limiting by not having

an appreciation of regret i think i am

kind of limited in how i learn from from

from things in my life yeah so what

we're going to do today is really

similar to what we've done over the last

three shows in the mindset series is to

go to

new

ways of thinking asking really powerful

questions that affect our mindset and

today is no different the power of

regret by daniel h pink and we are going

to discuss

what it is the different types what you

need to get the job done

how you can put it to good use and how

it is a key like a bridge

towards you becoming the very best

version of yourself so get ready to get

a little bit uncomfortable

get ready to think in different and new

ways about regrets pain suffering and

all of that and today i promise you we

will show you ways to turn this into

turbo

fuel injection for you

on your

mission so i'm pretty pumped up mark

where do you want to kick off the dive

into this murky world of regret oh my

goodness i'm so ready to reflect and

regret so let's hear first of all

opening up our show on the power of

regret is the author the researcher

himself daniel h pink breaking down this

concept of regret and helping you and i

and our listeners

understand that regret truly is a

universal thing

we think that

when we experience regret it's somehow

an aberration when in fact

everybody experiences regret regret

makes us human regret is part of the

human condition what's more we think

that regret makes us weaker when in fact

the research shows that

done right regret can make us stronger

that we can enlist our regrets as a an

engine for forward progress in a weird

way regret also taught me about

what makes a good life because i had you

know collected 16 000 regrets from

people in 105 countries and when they

told me their regrets in a sense they

were also telling me about what made

life worth living

like i understand that no regrets

philosophy the problem is is that

it's not possible because we all have

regrets now we should try to minimize

our future regrets but the idea that you

should never look backward on your life

and say oh i wish i had done things

differently is actually a terrible

blueprint for living

and and i think one of the problems is

you know especially in north america is

that we're a little over indexed on

positivity you know positive emotions

are incredibly important and they should

outnumber our negative emotions but

we need some negative emotions because

they instruct us and our most prominent

negative emotion

is regret because regret

teaches us it instructs us it clarifies

us uh it clarifies what's what we should

be doing and how we should be doing it

and so we need to

understand how to deal with our negative

emotions we can't ignore them like no

regrets we can't wallow in them what we

need to do is we need to think about our

regrets and when we think about our

regrets the evidence is pretty clear

that they can help us make better

decisions solve problems faster be

better strategists find greater meaning

in our life

regret

hurts

there's no question about that but

here's the thing

regret also instructs and you can't have

one without the other so if you avoid

the pain you don't get any of the

learning so what you have to do is be

able to process that pain and i think

there's a way for us to do that to take

our regrets use them as signals

we haven't been taught to do that that's

the problem we have this

weird approach we have this weird view

of negative emotions like some of us

think oh positive all the time

that leads to delusion some of us get so

absorbed in our negative emotions that

they

in some ways exonerate us from making

progress that's a bad idea too what we

need to do is we need to

process our negative emotions in a in a

systematic way and i think there's a

good way to do that there's some

interesting research on this one of the

things that we we think about disclosure

of our vulnerabilities and our setbacks

and so forth is that people will like us

less

and in fact they actually like us more

when we do that and so i actually had a

lot of respect for people willing to

disclose and willing to explain and i

felt like i was actually helping them

make sense of this regret so it wasn't

that much of a downer the other thing

about it which is this is that over and

over and over again people kept talking

about the same four core regrets these

four regrets are revealing by revealing

our regrets

we are revealing what we value the most

don't be deluded i think

that really speaks to where many of us

are i've certainly been

mark as you said a victim of avoiding

these regrets because they dig up all

these

uncomfortable memories i've probably

been a victim of wishful thinking overly

positive thinking

but

what i think

daniel pink is doing for us is saying if

you go into

you know the hurt or the pain

the regret

the fear the rejection whatever it was

that was inside of that if you go into

it

actually it's one of the sharpest

clearest

definers if you look at if that is

absolutely what i do not want and i do

not like that starts to shape well

here's what i do want for my life he's

the kind of people i do want to be with

the kind of things i do want to do

the kind of ways of living that make me

feel great

it's so funny isn't it that you know

they talk about failure being the the

greatest teacher

it's like regret is is the greatest

former and clarifier of who we want to

be

if we have the courage to go there what

do you think mark

i mean digging into daniel pink's book

as we were preparing for today's show

and listening again to that clip

it it for me at least it is sort of a

penny drop moment actually much like as

we've been digging into mark manson

robert greene

as well as chris voss this whole mindset

series has has illuminated me on a

number of different factors

but really digging into daniel pink's

work on regret for me it was quite

surprising actually because as he

referenced in that clip just then this

no regrets philosophy is certainly one

that i have

maybe not intentionally

been brought up thinking but i think

it's it's been

ingrained throughout the culture right

as well as my upbringing well it's

convenient if you don't have any regrets

then you don't have to address those key

feelings of pain fear rejection all

those things that are the basis of

hieroglyphs which is like i gotta pass

how fantastic exactly it is it's almost

like a past so it's almost an excuse

isn't it it's an excuse for

allowing yourself to turn away from that

discomfort

and i think what we learn on the

moonshot show is the fact that you have

to embrace that discomfort or that pain

as you were just saying in order to grow

and i think where daniel pink goes with

regret

is he calls out that positivity he's

kind of over indexed now and we all look

towards the positivity rather than

reflecting on uh the the discomfort and

without that pain that hurt there is no

instruction and i love the idea as we're

digging into the show today on regret we

start to understand that actually

there's so much value

in regret that we're almost causing

ourselves a disservice by not giving

ourselves the permission or allowing our

ego to enable us to go out and re-look

at regret or moments in our lives that

we should regret and therefore learn

from you know i'm almost cheating myself

by having no regret

i know and and and this is really the

the tension in this

book and what was quite interesting is

say robert greene was saying look there

are these animal spirits that drive us

and how we behave at work and

and in life and you need to understand

those as well it really truly has been

this series

has all been about going to

new unusual maybe uncomfortable places

in order to find new ways of thinking

and i i mean how exciting is that mark

yeah it's so exciting and listeners if

you want to hear our shows that we've

done on mark manson the subtle art not

giving out

for robert greene's the 48 laws of power

as well as chris voss fbi negotiator

i'll never split the difference you can

pop along to your favorite podcasting

app of choice or moonshots.io

to learn more to see show docs as well

as to listen to those shows

i tell you what while you're there mark

you can also embrace the moonshot

community you can become a patron

of the moonshots podcast go on become a

member

and as always mark we have new members

to celebrate so why don't we hit that

roll call and welcome and thank our

patreon members yes

the moment you've all been waiting for

please give a short and sharp welcome to

bob niles john terry brady nyla marjolin

ken dietmar tom and mark marjan connor

rodrigo jasmine spaceman daniela lisa

sid maria paul berg and kalman thank you

all so much for joining us as part of

the moonshots family on patreon

yeah and we really appreciate your

support we're super grateful for it um

even though it's it's it's look it's the

cost of one

starbucks coffee per month and you can

support us it helps us pay for all our

subscription services we have these

great mics that cost us hundreds and

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equipment all of that technology is all

here to serve you our listeners and

especially our members we're truly

grateful for your support and if you are

a member you also get access to the

moonshots master series and boy i i love

doing the master series mark how about

you

i mean there's so much that i learned

from our weekly show digging into the

daniel pinks and chris vosses

but what i think you and i are able to

as well as the moonshots team are able

to do going into 170 plus shows by now

mike

is take out the consistency that exists

throughout a lot of our moon shutters

our entrepreneurs and authors that we

dig into

and pull out real big comprehensive deep

dives into topics like motivation first

principles collaboration and teamwork

habits circle of influence the other

communication entrepreneurship finding

your purpose and coming soon mike second

order thinking these are huge topics

aren't they they are they're big chunky

topics and those are all exclusive are

for our members so if you would love to

become a member head over to

moonshots.io hit the big member button

join up be part of it it's just the cost

of one cup of coffee

a month and you get access to all of

that thinking but today here on this

show mark we have a lot of thinking to

come we really really do and in that

first clip from daniel pink he

referenced the four types the four cause

of regret and i think as it's such a

pinnacle part and foundation of daniel

pick's book it only seems to do justice

for us to now hear from the author

himself again breaking down what he

means by those so let's now hear from

daniel pink the author of the power of

regret breaking down the four core

regrets that he found during uh his

research into regret one of them are

what i call foundation regrets which are

regrets about essentially not doing the

work about making choices in your life

that gave you an unstable platform

smoking is a big one

not taking care of your health not

exercising not eating right

not working hard enough in school those

kind of not saving enough money that

those kinds of things

now those are sometimes complicated

because they're not those things are not

always in somebody's individual domain

but individual choice but foundation

second one boldness regrets if only i

taken the chance if only i taken the

chance to me

what it suggests is that human beings

wanna it goes to our motivation

conversation human beings wanna do

something we wanna learn we wanna grow

we wanna have a psychologically rich

life

three moral regrets

very interesting topic smaller in number

but fascinating in their own way you're

at a juncture you can do the right thing

you can do the wrong thing

you decide to do the wrong thing and you

regret it for years i've got a woman in

the book

who

would regularly steal candy from a store

when she was 10 years old

she's always she revealed that regret it

it bothers the hell out of her she's in

her 70s

it happened 60 years ago i have regrets

about people bullying people kids in

school all kinds of regrets about

marital infidelity

people it

i think there's something heartening

about that is that these moral regrets

suggest that we actually want to be good

and when we're not we feel terrible

about it the final one are connection

regrets connection regrets are the

biggest category and it's basically

you have a relationship i don't mean a

romantic relationship any relationship

you have a relationship with

a parent a child a sibling a friend

whoever and it sort of comes apart

and you want to reach out but you think

that's going to be awkward to reach out

and they're not going to care so you

don't reach out and you do further apart

and

people deeply regret that one to me and

i think it's relevant for for some of

the stuff that you guys have talked

about before is

it's amazing how important friendship is

in people's lives i mean there was a

revelation to me like friendship really

really really matters

to in people's lives more than i

expected and i think that more than

many men are willing to

see before their eyes

especially men but women too but

especially men and so

the lesson there is

i mean to me that's been a big lesson

for me that the connection regrets

because

here's what here's what happens like

i'll give you an example let's let's

take two characters all right they're

they're friends but the friendship has

come apart and most of the time these

friendships come apart not because of

any cataclysm because of any fight or

anything like that you just kind of

drift so we have two friends johnny and

aj all right they have a close

relationship but over time it starts

drifting apart

and i you know and i say to i say to aj

okay so oh man it's like i sort of like

i had this friend and i was like really

close and like somehow we just drifted

apart

and yeah i should probably reach out but

it's really awkward he's not going to

care

you're so wrong about that

you're so wrong about that number one

there's a lot of evidence showing that

it's much those kinds of things are much

less awkward than we think and also it's

almost always well received and so what

i've done to people in writing this book

and reporting this out the story kept

changing on me because people would

change their behavior in response to the

conversation but i said to one woman who

had this kind of story i said well what

if jennifer like she grown apart from

this one friend

what if jennifer reached out to you

[Music]

oh my god that would be the greatest

thing i would love it i would be so

touched it would make my year it would

make my decade and i'm like well you

kind of answered your question there oh

my gosh like as he's going through this

did you find yourself doing the same

thing did you just start going well what

are my regrets in those four areas yeah

yeah exactly

all right so let me let's let's have

some fun like let's let's just

get the edge off this whole regret thing

let's get into some of ours i'll start

so definitely

one of my regret stability regrets or

foundation regrets

was

uh just not uh applying myself at school

oh my gosh mark it was

oh gosh

did i did i i think i maybe i i was in

fifth gear for this for the six years of

high school i i was in fifth year for

one year which was the first

not the last unfortunately

and that which followed by by seven

weeks of uh college before i quit

college so so that's a good one

regrets about uh boldness regrets if

only i'd taken the chance i'm not so

high here because i'm probably a victim

of uh

taking too many big big jumps

um changing careers living in four

different countries so i'm all right

there the moral regrets

i was definitely an idiot um at

school sometimes

uh being too egotistical

being very

being an idiot or being unkind to others

as a teenager oh boy mac have i got a

litany of stupid things or just not

respecting friends enough

um

so i'm definitely on foundation tomorrow

i've got like a litany of good stuff

there to to regret and learn from i

would say on the connections um i've

tried actually pretty hard on the

connection thing so listen to this just

last week i had dinner with five friends

who i went to school with and have known

for more than 25 years

so keeping that connection

um

i'm pretty good on but yeah foundation

and moral the ones that that i'm i'm i'm

kind of

i got some good regrets there that i can

go and and reflect on what about you

mark yeah i mean look it's an

uncomfortable topic for all of us so

thank you for sharing i'm going to try

my best as well mike it might interest

you to know actually

in in another article and we'll include

a link in the in the show notes

listeners as well uh to a time article

that daniel pink appeared in the

connection regrets is actually the

largest category that he had people

getting in touch with him about

so examples of i wish i'd reached out to

so and so or forgiven such and such so

actually it's quite interesting as you

were reliving or retelling your regrets

as you were going through them i was

thinking actually over the last couple

of years i've personally really tried

hard in the connection regret as well

i'm living abroad away from family and

friends that i've known for 10 12 years

and

i've really really tried hard to put

myself out there and make time to have

weekly video calls or make sure to send

people texts obviously with time zone it

can be a little bit topsy-turvy but

trying to take the time to not regret

and i hear here i think is where it

becomes a little bit metal

when i try to avoid regretting it in the

long run i'll therefore make an excuse

to go out and reach out to those people

in the short term

so i i agree with you actually i've

tried really really hard particularly

recently on the connection side of

things particularly

um likewise with moral i i believe i've

always tried to carve out time to be

loyal and be quite kind to people i've

probably there's probably been times in

my career that i've regretted maybe not

being bolder in meetings or to stand up

for for other colleagues perhaps so i

think that's that certainly sits within

the moral regrets not having

raised a hand and argued against maybe a

boss who wasn't being kind to a

colleague perhaps

i think in my foundation regrets i think

until recently over the last maybe five

or so years when i've tried to actively

take ownership of my finances

before then i i wouldn't have really

thought about it thinking about you know

saving enough or reflecting where i was

budgeting or spending my money

that's something that i think

particularly as i was

getting uh first into career and so on

that was always something that i didn't

give enough attention to and i think

finances is pretty common

and the boldness again i'm gonna be on

on your side a little bit i've tried to

always push myself

to try new things to get out there maybe

i am guilty of

settling into things for too long

you know rather than

pushing myself to learn new skills maybe

there's been times in my career where

i've just allowed myself to coast

yes and

live off the fatter land as they would

say yeah rather than expose myself to to

difficulties i think that's where my

boldness regrets might come in

asking for new bits of advice or new

skills

rather than

just living in the same pattern of

things day by day from a career

perspective i think that's probably

where my boldness regrets would come in

well look at that see that wasn't so

hard was it mike we just shared our life

regrets with 50 000 other people well

there you go listeners you're welcome

[Laughter]

but i think the point here is um

get them out right

air the dirty laundry

because surely

if you go

at those for example

let's take the fact

that um you know one of my big regrets

was

just not applying myself at school and

college okay

well i believe that i can show you that

the

hard work

that i put into learning

right now more than 20 years later

the motivation comes from the regret

of such a long time ago

that powers me today

you know

i will go and i will

learn like crazy i read like crazy i

write like crazy and all of that stems

from the fact that i used the regret of

not doing it when i was younger

i used that you know those regrets of

yesterday i use them in the here and now

i use them today which is pretty pretty

good stuff but i think it's important

not just to touch on this once like you

and i have mark i think

it is really

critical that we build a well of courage

that we build this enormous reserve to

go after the moments where we actually

haven't been our best and to get into

them to explore them to know them to

understand them and therefore master

them but let's focus now on what it

really takes let's listen to a

conversation between daniel pink and

other author and moonshotter who we

quite like adam grant discussing

the pain

and the courage of regret

so as as people process those those four

domains of regret i think when when they

say no regrets what they're trying to do

is keep the learning but get rid of the

pain

right like when i when i think about

regrets i think i want to treat that the

same way as a stupid decision someone

else made

where i read about it i learned the

lesson from it but it doesn't hurt

is is that feasible from the research

you've done is it something we should

aspire to or do we need the pain in

order to get the lesson i think it's a

great question and

i'm not certain about the answer is but

my hypothesis my my sort of like the

preponderance of evidence to me at least

suggests that

if you want the instruction you got to

have the pain

um and this is one reason and so so so

we want the instruction but we don't

have that we don't want the pain and i

don't think you can get that i think you

need that i think you need that pain

there is some evidence i mean a couple

interesting papers showing that

under

experiencing vicarious regret can can

lead you in that way but um but i think

in general you need the pain and this is

the thing that i that i want to cut that

i keep coming back to which is that

especially in america

no one teaches us how to deal with

negative emotions and when we have

negative emotions we think that somehow

there's something wrong with us because

everybody else is so positive and you're

supposed to be positive so i'm am i am i

weak am i broken am i is there something

wrong with me and instead and we need to

instruct people how to deal with

negative emotions that is pain

that stability is a signal and so you

can't ignore it and you can't wallow in

it you have to confront it and one of

the things that bugs me really deeply is

this philosophy of no regrets i never

look back

because i'm a man or woman or

man or woman of courage

that's i mean forgive me but no

regrets isn't

a sign of courage what's what's

courageous is

looking your is is

dealing with the pain

to responding to the pain

and confronting your regrets

dead on and doing something about them

that's what courage is

i mean mike straight away he's

daniel pink's hitting on exactly what it

was that i was referring to earlier in

the show

this almost

ignorant or a desire to not reflect on

regrets

because you feel as though oh no i'm

confident so therefore i don't need to

regret that's not a sign of courage the

sign of courage as daniel pink saying is

to confront and accept those regrets to

look at them in detail

and learn from them i think i think he's

really summed up exactly there what i

have spent my last 34 years

basically doing which is ignoring those

moments of discomfort those regrets

because i believe it's more courageous

to put on a brave face and turn the

other cheek yeah and this really brings

me to

what we've learned from author ryan

holliday in his book courageous calling

this is also very much in the wheelhouse

of brene brown

if you think about daring greatly

uh if you actually go into our whole

back catalog

go to yucca willink and david goggins

they've got a different

entry point but what what we are seeing

is this massive pattern is that

you cannot be

naive

and ignorant and just

soldier on with a well of adrenaline and

go forward there has to be the

vulnerable

capacity

to look at yourself and look at the bad

things in yourself the mistakes

that you have made and to find the

courage to go and truly grab them and

say okay

that sucked

and that's okay

because i'm going to use it rather than

like ah no regrets i just move on i

don't even think about that well that's

what the mistake is daniel is

saying you gotta go into your back

catalogue of

bloopers mistakes

um and

really go and dust it out and clean it

out do not leave

those cobwebs unattended go in there and

if you tackle them if you do some house

cleaning

uh you will indeed give yourself a very

good chance of finding the very best

version of yourself what do you think i

mean i i it again it's the big penny

drop moment isn't it much like all those

innovators and entrepreneurs and

moonshot as you've just mentioned a lot

of the lessons we learned from them is

to embrace

uh let's call it failure let's call it

those difficulties right i've created a

product but it was a mistake okay that's

fine i'll learn from it

and i think regret is basically our own

personal failures isn't whether you want

to call them failures or not it doesn't

really matter i think it's there's still

the same emotion the same feeling of oh

that could have gone better

and learning from those moments as we're

learning from daniel pink

helps guide us with regards to how we

behave next time we're learning from

them much like a muscle we're tearing it

making it a little bit stronger like

yucca or david gokins would say we're

learning from it we're getting stronger

and i think daniel pink's saying the

exact same thing even though it's more

related to our brains and how we respond

to things yeah it's the same concept

isn't it so this is fascinating because

it really plays into also what we

learned from eckhart tolle where you

have to understand the role of your ego

i think it is our ego that says ooh

don't go near pain fear or rejection

right

but these things happen in life

uh they happen pretty regularly in life

and

i i think if you it's mind over matter

here

if you can build this muscle like yucca

willing and goggins

you know

problem

good pain

good go into it daniel pink is saying

embrace it discover what is it telling

you about who you want to be in the

future

how do you avoid making those same

mistakes again

and this is what i i truly love about

this exercise what we're doing together

learning out loud

decoding

this book the power of regret by daniel

h pink and really finding what does it

take to get a little bit uncomfortable

what does it take to find the courage to

ask yourself where did i really stuff up

in life and how can i use that to make

myself better and i think that's what's

so exciting and we've still got so much

more to come but before we continue on

this adventure with author daniel h pink

mike i'm really glad that we've started

reminding

our listeners to get into

the apple podcast app or to spotify and

to give us a reading or review because

we're seeing them really

come back with some real strength i mean

it's so good to hear

your feedback

i i mean mark how good is it when

listeners send us an email or share

their thoughts via rating or review i

mean it's pretty good in it well i mean

as much as i love discussing things with

you and the moonshots team mike you're

right it is

really

rewarding for us for you and i and the

team to receive those communications

last week we caught out sarah goes vegan

and this week mike we've got a brand new

review through the apple podcast app

which you're right it reminds us that

we've got 55 000 people listening to us

each week and they're learning something

from us it's not just you and me talking

out loud we've got people at the other

end

learning lessons which is really really

touching and and we really appreciate

hearing from you listeners and this week

mike we want to call out caleb podcasts

who's left us a wonderful review

calling out the passion

that you and i and the team share each

week the passion to share the secrets of

entrepreneurship can be felt in every

episode i mean caleb thank you so much

for calling that out i think it's

very true uh that mike and i we we are

very passionate about each of the shows

that we pull together and the lessons

that we learn and hearing from you our

listeners that you're also getting a

sense of it it's not just mark and mike

having a chat having a good time we are

passionate about it we get a lot out of

digging into these shows and these

innovators each week and we're glad to

hear that that our listeners get the

same so thank you so much for getting in

touch it really really helps yeah i

totally agree mark the

the think about what we're the topic of

today's show power of regret

imagine if you and let's let's kind of

build off what caleb was talking about

and

you know these secrets to

entrepreneurship

imagine if you had done two

startups that didn't work out

it would be so important to use the

thinking of daniel h pink the power of

regret to go back and evaluate

what did i totally stuff up because if

you can't was it the team did you

allocate capital in a bad way were you

building a product that nobody wanted

whatever it was

if you go back to that and you can get a

little bit

ready for the pain maybe the fear maybe

the rejection

whatever it is

that is in that past and if you can

reflect on it

surely that is like a springboard like a

catapult to launch you into a new

version of yourself a better version of

yourself whatever comes next can be

better but imagine this mike if you

didn't have the courage to go back and

ask what did i suffer what did i do

badly

if you didn't do that well the chances

are

you're going to make the same

mistake

again right

oh absolutely and without taking a

moment to

look at what you've done how you've

reacted how things have played out i

mean there's no hope for any of us to

learn from the things that do happen

right it's like history without writing

it down without reading it without

learning from it

you're gonna repeat the same things

again and again and i think the same is

true for for all of us unless we do take

a moment to reflect on regret failures

mistakes or just life occurrences

we're bound to make the same things

again and again

yeah and and so now what we're doing is

we're we're kind of on a bit of a turn

in the the journey in this show

i think to set the context here

we've come to terms with the fact that

regret totally universal it has these

four types it was really interesting to

explore where we had our regrets mark

and also we reminded ourselves of the

courage and resilience it takes to go

back and face our demons

now what we're going to do with adam

grout and daniel pink is to look at how

we use them

to be a better version of ourselves to

learn out loud and there's a very

important distinction coming up so let's

have a listen to adam grant and daniel

pink talking about improvement and

perfectionism

if regret is a learning opportunity that

can be meaningful and then positive for

well-being should we be concerned about

the pursuit of perfectionism that occurs

and continually wanting to do things

better do you think that there is a line

fine or otherwise that could cast

rectifying and actioning regrets as

negative

yeah well i mean certainly

there's a there's a big difference

between improvement and perfectionism

perfectionism is completely is

completely debilitating um and so you

know one of the things that we have to

get

i mean this is sort of part of healthy

functioning is like we have to get

figure out like what do we have control

over what do we not have control over

some perfectionism is basically seeking

control over things you have no control

over some of perfectionism is simply is

is aspiring to a standard that is

unachievable um so so um when improved

when the desire for improvement turns

into the obsession with perfectionism

that's obviously really that's really

dangerous i don't really have adam do

you have a good sort of

technique for stopping that

i mean

the the only one that that i've found

even remotely helpful is just

to distinguish reflection and rumination

uh rumination is when i cycle through

the same thought over and over again uh

reflection is when i gain a new insight

and if there hasn't been one in the last

10 minutes it's time to move on yeah one

one other thing on this i'll give you

i'll give you one one not super super

quick

one go ahead one super quick technique

that i use myself uh which is ironic

given

the timing here is that is that lauren i

say this to myself literally out loud

sometimes uh lauren michaels the the guy

who created saturday night live uh said

very famously once he says we don't go

on because we're ready we go on because

it's 11 30. and there are times that i

say to myself

dan it's 11 30. and and that that

technique has been useful for me to sort

of to say okay you got to stop improving

because you're never going to hit

perfection and just it's 11 30. the red

light is on the camera

let's put on a show

like i quite like that uh last little

story the little anecdote

because

there's been many many times for me and

it's quite a well-known saying isn't it

don't let perfectionism stop progress

just go out and do it there's been many

times in my life where i've felt

debilitated

because i've strived for the perfect uh

maybe it's presentation maybe it's

argument maybe it's just way of thinking

and what happens is you you do

get into a moment of

a lack of activity or action or maybe

you just put off going out and doing

something maybe it's starting a business

maybe it's jumping out of a plane maybe

it's having a difficult conversation

with somebody whatever it might be

because you want to wait for either a

the perfect timing

be the perfect argument or pronunciation

of what you're trying to put across

or see just the perfect situation in the

world

and i think what we're hearing from

daniel pink and adam grant in that clip

is don't get paralyzed by a desire to be

perfect because the truth is you might

not get there

the

action of

regret and i think where the connection

comes in with the power of regret which

is where we're going today

is you use regret in order to help you

learn

about

your values in

reflecting on what you've done so rather

than focus on

uh not making any mistakes not making

any regrets and therefore being inverted

commas perfect

instead accept that you are going to

make some mistakes along the way you're

not perfect and therefore you're going

be more at peace

what do you take from it uh what an

interesting uh

conversation because what we're

effectively doing

is trying to embed a practice that comes

that is born of

this thinking of this framework

that uh daniel pink has been talking

about

so

i think

the question becomes like if you don't

think about perfectionism

i think you have to think about process

right so it's process over perfectionism

and this process of continuous

self-improvement i think is best

expressed through the concept of habits

so i think whatever you take out

as

something that you want to improve based

on looking at your regrets regardless of

which type foundation boldness

moral or connection

start

the process don't obsess about the

perfectionism because i think that's

perhaps

you know where you get end up getting

yourself really stuck because much like

in any goal-setting

activity if you set a really really big

goal for yourself

and focus a lot on that end objective

let's take running for example let's say

you want to do a marathon

and you're like wow that's a lot of

miles that's a lot of kilometers

the best thing you could do

in that situation is say okay

well how will i run today and how will

that be one step

towards that goal and how will i run

tomorrow what sort of habit will i have

around diet sleep stretching well i get

the right gear and slowly

over time i'm going to build this

incredible habit of every day and every

week i'm going to run a few extra miles

and before i know it i'll be running

five miles longer six months and before

i know it i will be running the 26 miles

it takes to do a marathon i think

continuous improvement it's it's really

a question of process over perfectionism

and if there was any starting point i

think the idea here

is to take your regret and ask yourself

what small habit can i start today

that comes

from this regret

so for example

um

you know

it's really interesting you know pink

has talked a lot about the different

types of regrets

another really interesting way to do

that is

is you often hear some really profound

thoughts from

from older

retirees

people who

talk about their regrets

and there was a nurse bonnie ware and

we'll put a link to her blog

she has written not only the blog but

also a book

and

she was dealing with a lot of elderly

people and over many many years she made

an index

of what they regret at the end of their

life

and uh here's the list i wish i had the

courage to live a life true to myself

not what others wanted for me i wish i

hadn't worked so hard i wish i hadn't

had the courage i wish i'd had the

courage to express my true feelings i

wish i'd stayed in touch with my friends

hello direct connection to daniel pink

here and i wish i'd let myself be

happier okay let's just take the really

practical one i wish i hadn't worked so

hard

well

how could you build a habit of managing

your time

better

so that you can book in the start and

end of work tomorrow or even today

and what you do is you say okay i'm

gonna have a hard stop at six

and after that i'm going to go for a

walk to create a nice break and then we

come back and cook myself a healthy meal

and i'm going to do this routine

for the next three days and then i'm

going to tweak that and then i'm going

to tweak that

we i'd stayed in touch with friends okay

let's make a list of all the people

that you want to reconnect with

and say to yourself once a week

i'm going to hello pick up the telephone

god forbid and give them a call

they said just just call one person

or if that's too much send them a text

um my point here is i think take your

regret and ask yourself what habit can i

start not just a one-off

i think it's important to say

every week i'll run one mile further

every week i'll reach out to one friend

that i really want to reconnect with

right

every week i'm gonna fix a specific time

i'm gonna stop work and i'm going to

cook a proper dinner i'm not getting

uber eats

yeah i i think it's the transition into

habits that's where you get more into

continuous process improvement rather

than perfectionism what do you think

matt yeah i i think the idea of compound

interest uh james clears

the one percent better every day i think

you're totally on to something here

in order to

uh get over those regrets i mean to be

honest we could even go so far as to say

mike uh based on daniel ping's book

today

maybe the activity that we can all start

this week

is to write down one of the regrets and

be honest with ourselves

by the weekend yes what have i regretted

this week and gradually

week by week month by month we'll start

becoming more conf comfortable and

confident with those regrets and rather

than them being

things that we aren't really comfortable

with that we want to regret or not think

about suddenly after a couple of weeks

or maybe a couple of months

we're all much more confident or

comfortable discussing those regrets

and it's no longer a pain in our side or

a thorn in our feet instead it's

something that we look back and almost

celebrate okay right it's the end it's

the weekend what did i regret this week

well you know what i could have been

nicer to my colleague that's great

because next week i'll be nice yeah i

said to them and and listen you can

build these habits um

for sure

uh

and

like let's say that you feel like uh

you're unhealthy maybe you've put on too

much weight

then i think a great habit to start is

eliminate one of the classic uh food

types in your diet

that leads to to being unhealthy and

overweight let's just say take the

classic landmark

alcohol yeah

yeah

let's let's not be too crazy about habit

formation here okay so we're really

getting into how to use the regret let's

say you regret being 10 kilograms

overweight

what you could say is

i will not let's say you're a beer

drinker i will not drink beer monday

through thursday

yep just eliminate it for four days of

the week yeah

that would be a good one what's what's

another food you could you could kind of

eliminate from a diet just one food mark

if you think classic person is got a

little too heavy and needs to tackle

this well look i mean you could just cut

out something that is is so simple like

bread for example

maybe if it's not entirely bread it's a

different type of bread

try dipping grain yeah

let's go even further you don't even

have to eliminate it completely just say

i'm gonna start the day better i'm not

gonna have that big muffin

for breakfast every morning

eliminate one thing one little thing

that's the start of a habit right it's

and that's all it takes isn't it we did

a whole series on habits

and it is just those small little things

and once you reset that behavior that

reward versus um behavior you know

suddenly it becomes that little bit

easier doesn't it yeah and the

the the

that's like the little micro compound

interest atomic habit that you can build

i think another good thing you can do

here

is if you

if you're

facing your regrets and you look at the

things you

that are in that list and you know you

need to go on this kind of continuous

self-improvement

and

i think it's easy to imagine you might

get a little bit stuck right mark like

it might be

a bit overwhelming

absolutely right

geez that list is a bit

it's a bit too long

yeah um or it might be just a bit

uncomfortable right

i think that's definitely where it comes

from you know

there's a great um article that you and

i found wasn't there that breaks down

regret into that maddening

complexing and undeniably real emotion

yes

so let's imagine you're right there

and

you know you gotta remove the alcohol

from the diet you know you got to get

the carbs down a bit

maybe you've got to get the sugars out

maybe you just got to eat like proper

like

fruit vegetable rather than all this

processed stuff

but you're like ugh

can i really be bothered

what i

what i love to do is

um you know

it was quite interesting to use that

process of looking at what uh bonnie

ware said the top five regrets were

what i what i go back to

is the feeling

that i had

when i didn't live up

to the best version of myself

i i try to go back

to the pain

i try to go back to the rejection the

failure whatever it is

i try to go to

not only the moment but the feeling

right

i love going back

in my life

particularly you've heard me on the show

talk a number of times about how i was

lazy and undisciplined and didn't make

much of my high school years my teenage

years they were a bit of a joke to be

quite honest right

i go back

to that feeling of disappointment

in myself

and i go there

and i feel it

and you know what i promised to myself

mark

i go right to that moment and i say

never

again

i go back to that feeling of being

fluent in french i lived in paris i

didn't even take french

in my final high school exams

i remember playing rugby

against five

of the australian rugby

team

and i quit rugby i remember being a

professional dj and quitting and so on

and so on and so on and how disappointed

i am in myself

and i make a promise

never again

and that's the well of

discipline and resilience and the

courage to to try and be better and i go

back to that and i encourage you mark i

encourage our listeners

to go to those feelings that you have

go to that moment and say to yourself

never again

there is time abundant ahead for each

and every one of us

to improve upon that don't avoid those

moments of pain regret rejection

[Music]

don't don't avoid them go to them and

just make that promise and if you can

truly

truly say i don't want to be there again

then the idea of not having beer monday

through thursday no problem

that idea of eliminating those carbs no

problem those sugars

that idea of putting in the work to

prepare a proper meal with real fruit

and vegetable

no problem

go back to the moment and just

find a way to confront it

and so do you really want to experience

that feeling again of course you don't

so what does it take to to get through

that and to say never again to me that

is the power of regret

i i think you're totally right mike i

think you're totally right and we've got

one more

clip that i think really builds on

exactly what you've just shared with us

and this is a great story from daniel h

pink's book the power of regret and i

think it's speaking really true to this

idea that you're discussing around the

emotion the raw feeling of regret and

therefore doing something about it

thinking back at a moment in your life

that perhaps you could have done

differently and learning from it and

promising to yourself never again

and i thought it was it would be a great

closer for today's show it's a nice

breakdown from productivity game on one

of the lessons within daniel h pink's

book the power of regret so let's hear

from the book itself one more time and

this time how to anticipate potential

regrets one morning in 1888 alfred nobel

flipped through his local newspaper and

stumbled upon a story about his death

alfred's brother ludwig had recently

died but a journalist mistakenly thought

alfred died

the mistake might have been amusing

alfred if the obituary wasn't so grim

alfred nobel was an ingenious chemist

who invented dynamite in advanced mining

methods several decades

but his premature obituary focused

solely on his invention of military

explosives the journalist dubbed nobel

the merchant of death

and explained that dr alfred nobel

became rich by finding ways to kill more

people faster than ever before

horrified alfred set out to change his

story

eight years later at the time of his

actual death he donated 94 of his wealth

which is worth about half a billion

dollars today to award scientists for

making major achievements in their

fields

now his revised obituary praise nobel

for being a great philanthropist and a

champion of science

nobel was lucky enough to get a glimpse

of his future and change what he'd later

regret

we could experience the same log by

anticipating what we might

regret what will be your legacy what

will be your obituary

these are

very powerful questions aren't they mark

huge i mean we've discussed this idea of

um maybe not obituary

but the legacy strand we've certainly

discussed on the show before haven't we

and again it feeds into um habits it

feeds into motivations

and i find it really interesting

again i think what it does penny is

dropping for me here you know

it's so connected again to regret and

how

to not take the time to really look at

regret it is doing a desert disservice

around this this idea of legacy isn't it

you're you're you're spot on there and

um

could you imagine

being

albert noble

and reading

by mistake your obituary

that leads with the merchant of death is

dead

if that doesn't wake you up and make you

change course

and and now

based on uh

noble it's the nobel peace peace prize

exactly can you believe it what a change

what a turnaround what an interesting

turn yes so now that you have the

courage to go and look at all these

regrets and so forth the question is

what will be your legacy mark what will

be the legacy for our listeners

how do they want to be remembered and

here's the big moment when you define

how you want to be remembered

ask yourself what is the gap between how

you behave

today

and that's where you build the habits

that's where you build that continuous

improvement process right

i mean there's been so much coming out

of daniel h pink's book and in in fact

the entire mindset series mike it has

hasn't it has been rather revealing and

challenging it's been a little prickly

if i must say yeah it has i mean we

learned about meaning and values we

learnt about you know this idea of

ownership and control with the 48 laws

of power

last week with communication and

negotiation and this week a seriously

heavy hitting if i may say so myself

break that into the idea of regret as

well as the build that you've made habit

formation i think this has been a really

interesting lesson for me in digging

into the foundations and the columns of

having a good mindset that we can go out

and build on and be the best version of

ourselves yeah

so of all of these which which thought

around regret

has piqued your interest mode which one

which one has really kind of landed for

you well to be honest they they've all

revealed because they're all in a funny

sort of way compounded for me anyway

each one sort of reveals a new insight i

think the uh

obviously i understood that regret and

reflecting on regret takes courage so

for me

what actually is uh the big reveal from

today's work and daniel pink's book

is the fact that it's universal

and that we should revel in reflecting

on them right

all right because i think there is

there's so much we can learn from it um

and now that i know and appreciate that

around the world all these people

have these frustrations these regrets it

makes it a little bit easier for me

myself to reflect on them myself as well

and if everybody else can do it so can i

so that little bit of courage

to really accept it to take a moment out

of my day or my week

think back to it what can i learn what

can i do better i mean it's it's so easy

to do admittedly

maybe a little bit unpleasant

so i think down the line it's going to

be worth worth its wedding gold what

what stood out to you mike

well you know

when i think about this probably like

the most fundamental thing of don't be a

victim of wishful thinking

don't try and be i got no regrets right

and

i just love

the idea of the permission it gave me

you know i thought that was very very

powerful

the permission today to go out and

reflect on it rather than feel guilty

about it yeah i totally agree

what a revealing

what a revealing set of research he's

conducted oh it's a it's a great body of

work well mark listen thank you to you

for joining me on what was definitely a

hairy touchy encounter with uh regret in

all its full color and glory

and thank you to you our listeners

because today it was show 170

where we went into the work of daniel h

pink the book

called the power of regret

and the lesson started by learning that

it is truly universal

built around four

key ideas foundation regrets boldness

moral and connection regrets and to go

to those places it takes courage

and there with your reflection seek

improvement

not perfectionism go for process

don't try and be perfect and if you do

so you can build the habits

to truly be the best version of yourself

and that's what we're all about here on

the moonshots podcast and if it's really

up your alley

go and ask yourself what is your legacy

what do you want to be remembered for

and there

you will find

the well

of drive of motivation of the capacity

to be resilient to go on that journey to

shoot for the moon and be the very best

you can be all right that's it for the

moonshots podcast that's a wrap