Young and Profiting with Hala Taha - YAPClassic: Billionaire Jim McKelvey on Building an Unbeatable Business | E69
Episode Date: October 5, 2022There are two types of entrepreneurs: those who copy other people’s businesses and those who create an entirely new market. When you disrupt an existing market, you run the risk of being lumped in w...ith your competitors. For example, you can probably name five of your local coffee shops off the top of your head. While some entrepreneurs thrive off of copying other business ideas, the most successful businesses are the ones who solve a problem that nobody else has solved. If your business idea is completely original, then whoever needs your product will come to you because nobody else is filling that hole in the market. Over the years, Jim McKelvey has become an expert at building businesses that solve problems no one else is addressing. He has founded several groundbreaking businesses like Square and LaunchCode, both of which fill a hole in their respective markets. In this episode of YAP Classic, Hala and Jim break down the two different types of entrepreneurs. Jim tells Hala about how he met Jack Dorsey, co-founder of Square and Twitter. They also talked about why money is a weak motivator in entrepreneurship and how Jim and Jack survived an attack from Amazon. Topics Include: - The impact of his mother’s suicide - Jim’s relationship with social media - ‘Don’t do’ list - How does Jim define entrepreneurship? - Pros of copying someone - Our copy-centric world - Becoming aware of solvable problems - Why money is a weak motivator - How Jim met Jack Dorsey - Age bias - Starting Square  - The Innovation Stack - Competing successfully against Amazon - Writing The Innovation Stack - And other topics… Jim McKelvey is a serial entrepreneur who co-founded Square. He also founded Invisbily, LaunchCode, and Third Degree Glass Factory. He still serves as the owner of all seven companies he started, but does not hold a leadership position at any of them. In 2017, he was appointed as an independent director of the Federal Reserve Bank of St. Louis. He’s the author of three books, the most popular being The Innovation Stack, an inside look into the world of entrepreneurship that details Square’s battle with Amazon. He also wrote The Birth of Baking, a graphic novel about The Bank of America’s conception, and The Art of Fire, a beginner’s guide to glassblowing. Sponsored By: The Jordan Harbinger Show - Check out jordanharbinger.com/start for some episode recommendations Indeed - Visit Indeed.com/YAP to start hiring now. Resources Mentioned: YAP episode #69: https://podcasts.apple.com/us/podcast/69-the-innovation-stack-with-jim-mckelvey/id1368888880?i=1000478091591 Jim’s Book, The Innovation Stack: https://www.jimmckelvey.com/books/ Jim’s Website: https://www.jimmckelvey.com/ More About Young and Profiting Download Transcripts - youngandprofiting.com  Get Sponsorship Deals - youngandprofiting.com/sponsorships Leave a Review - ratethispodcast.com/yap Watch Videos - youtube.com/c/YoungandProfiting Follow Hala Taha LinkedIn - linkedin.com/in/htaha/ Instagram - instagram.com/yapwithhala/ TikTok - tiktok.com/@yapwithhala Twitter - twitter.com/yapwithhala Learn more about YAP Media Agency Services - yapmedia.io/ Join Hala's LinkedIn Masterclass - yapmedia.io/course Learn more about your ad choices. Visit megaphone.fm/adchoices
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This episode of YAP is sponsored in part by Shopify.
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Sign up for a $1 per month trial period at Shopify.com-profiting. [♪ Music playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, playing in background, Today on YAP, we're pulling from the young and profiting archives and resurfacing my eye-opening
conversation with billionaire Jim McKelvie, co-founder of Square and author of the Innovation
Stack.
Tune in to hear the story of how Jim met Jack Dorsey as a 15-year-old intern who fast-forward
to today is the CEO of both Twitter and Square,
and learn how Jack stood out to Jim as a young worker with extraordinary potential.
Jim goes on to tell us why you don't need to be a natural born leader or even like leadership
to become an entrepreneur, and we hear the not talked about enough perspective of how
we can win big in business without ever having to be a CEO.
Lastly, we get the inside scoop of how
Squares Innovation Stack helped them compete against Amazon when the e-commerce
giant tried to put them out of business and replicate their payment processing
model. If you want to learn how to build an unbeatable business and rock
entrepreneurship without ever having to be the CEO, the NIAFM, I advise you to
get out your notepad and keep on listening.
So my first question is taking it away back.
I've listened to a lot of different interviews that you've been on and I know that they
usually start off with talking about how you met Jack Dorsey, who's the CEO of Twitter
and how you guys started off with Square.
But I'm looking to take it away back.
I know that your mother suddenly passed away
back in December 1989.
And my father actually passed away about a month ago,
and I know how difficult that can be,
but also how motivating that can be
when somebody really close to you passes away.
So help me understand like who you were as a person prior to your mother passing
and the type of changes that went on both mentally and physically after she she passed away
and helping you to become the person that you are today.
Wow. So mom died very suddenly. It was suicide and it was not something that we were expecting. And it really blew my world up
because up until that point,
I had lived in a very, very isolated world.
There were no real problems.
My dad was a professor, so we never,
you know, we were never rich,
but we were never worried about money.
And a lot of the world's problems seemed to not bother us.
And when mom got ill,
we thought that sending to a psychiatrist
would make it all go away.
And she let us to believe this.
My mother was very, very tough.
And she didn't tell us how bad she was feeling
because she didn't, I don't know why.
But the bottom line is her suicide really knocked me over.
And at the moment when it happened, I realized that I was actually mediocre in everything
that I did.
So I had three jobs at the time.
I had my own company that was making storage cabinets for compact discs and basically
stereo cabinetry.
So that business was going pretty well.
I was actually working full time for IBM at the time, but I was working in the Los Angeles
office, so I didn't have to actually for IBM at the time, but I was working in the Los Angeles office,
so I didn't have to actually physically go into the office.
I was one of the first remote workers.
So, and then I was a glass blower.
So I had a glass studio that I was working at,
and I would basically blow glass during the day,
do my IBM consulting at night,
and then run this other company
in the sort of interstitial moments.
And then Mom died, and I realized that I was mediocre
at everything. My company wasn't that good and I was a very good IBM employee and I was
a mediocre glass plower. I decided the day my mom died that I would focus on something.
That was Mira, the company that actually I still own. I mean, they're office right now.
But started Mira basically the night mom died and I quit IBM and I, for a time, stopped
blowing glass and then I stopped.
I basically got rid of my company.
So I put it all into this little software company which then, well, didn't make any money
for the next five years.
So I went five years without an income.
Wow. That's so cool that, I mean, it's a terrible thing that happened and I didn't make any money for the next five years. So I went five years without an income. Wow, that's so cool that, I mean,
it's a terrible thing that happened
and I didn't realize how traumatic it was.
So I'm sorry that I brought it up right away.
Yeah, I mean, it's a, you're a tough interview, you know?
This is good.
I mean, it's a good content, I guess.
But it was like, I've never,
I've never had an interview start off with bomb suicide.
Like, ever, that was phenomenal.
Yeah, well, there's a silver lining in all of this.
And that's the fact that her death kind of
was a wake up call for you to not be mediocre.
And I did want to share that lesson with my listeners,
the fact that you don't have to wait until somebody passes away
in your family to kind of get that fire under you.
But a lot of the times,
like those situations,
do bring out a lot of drive and motivation.
For example, like I said,
my father died from coronavirus last month.
Oh my god.
Yeah, it was really bad.
For me, I feel like I can take over the world
and I have all this passion
because I just want to make him proud.
And I know that other people
have had similar situations
like that.
So also, during my research, I found out that you were quite
a nerd growing up.
And still am.
Oh, yeah.
You don't grow out of that.
At least I didn't.
Yeah.
And so you didn't really fit in as a child.
And you decided very early on that you weren't going to care
if you fit in or not.
And I think that probably helped you, as well as hurt you later on in life.
Could you talk about that a little bit?
So it wasn't so much that I wasn't gonna care.
It was that at some point I couldn't do anything about it.
So caring too much wasn't gonna help anything.
It wasn't like I was this stoic guy, this is.
I don't care what other people think.
No, no, I really care what other people think.
But at some point, it doesn't do any good.
So at some point, the rational part of my brain
just said, look, you got to proceed
whether or not people are pissed off at you
or think you're an idiot or, I mean,
so I've been called a lot of names.
And at some point, I just gave up
putting any energy into it.
But I guess I still care.
I just don't do anything about it.
But yeah, it was a big wake up call
because what I became was this thing called an entrepreneur.
And at the time, people weren't calling people entrepreneurs.
It's entrepreneur, is this sort of popular term these days?
But when I started doing it, it wasn't very popular.
And people thought it was weird to start your own company
and I thought it was stupid if you didn't go to work
for a big company.
So it was good to have that thick skin.
And I hear a lot of people say,
oh, don't care what other people think.
Like that's not a good piece of advice
because most people can't do that.
But what I would say is,
don't care too much what other people think.
And if you can get away from a lot of the social dopamine
drips that you get from trying to get followers or likes or things like that,
that may help.
Yeah, and I believe you don't use any social media at all, is that true?
I don't.
So it turns out I wrote a book and my book publicity team has set up Facebook and
Instagram accounts and and then Twitter of course because Jack started the company, but I don't use
it. If you connect with me on one of the social accounts, it's not me, it's my team. That's to sell
books. And I I have to say I don't have anything against social media, but I don't choose to use
it personally. I feel the same way about drugs.
Like, I don't use drugs.
I got nothing against drugs.
If you want to use drugs, we can still be great friends.
A lot of my friends use a lot of drugs.
I just don't do it, because to me, drugs are probably
not something I should be using.
And I feel the same way about Facebook.
Well, I mean, it's kind of crazy,
because you are a multi-billionaire.
We haven't had many billionaires on the podcast.
The last billionaire I had on the podcast was Naveen Jane, like 40 episodes ago.
And maybe there's something to it, like having a laser focus, not getting distracted by
trying to impress people in this fake virtual world.
But I don't have a laser focus.
Like I do six different things.
Like I'm on the Fed.
I'm going to go into the Glassblowing Studio.
Today I'm going to spend it afternoon blowing glass.
I wrote this book, yeah, I do work with Square.
I got another company like I, like focus is not
one of the words you would use to describe me.
But, but I will tell you this, having a surplus of time
is very valuable.
So, I'm one of these people that I think if I got into social media, it would be probably the same way a surplus of time is very valuable.
So I'm one of these people that I think
if I got into social media,
it would be probably the same way
if I got into drugs,
I'd probably use too many of them.
I'd probably be really concerned
about what people think
or trying to be clever
or trying to look cool
or trying to be accepted.
I think the weaker parts of my personality
would dominate and I would just get sucked in.
And so I've explicitly eliminated that.
I also don't play video games
and I know that's not cool too.
But to me, I would rather spend time talking to people
or working or hanging out with folks in real life.
I mean, even if it's these days over video chat.
Yeah.
Yeah, I think that makes total sense.
I'm kind of similar.
Like, I don't watch any TV, you know.
I just don't because I'd rather work on my podcast.
I have a full-time job, aside from just working on my podcast.
So you have to choose where you spend your time.
And like you said, social media might not be a great use of your time.
Well, I mean, let me phrase that a different way.
Yeah. You have to choose where you spend your time. Well, I mean, let me phrase that a different way. Yeah.
You have to choose where you spend your time, but you should choose where you don't spend
your time.
Okay.
In other words, and this is a different way of looking at the equation.
Like most people say, well, I should do more of this.
Like, I should learn how to play the piano.
Well, where's that time going to come from?
And I was taught years ago, um, uh, trick by Jim Collins, who told me to have a don't do list.
And the don't do list is this, I mean, it was life changing for me
because I got rid of all sorts of things that I shouldn't be doing.
And this was pretty social media.
So social media wasn't even an option, but I got rid of my TV.
I don't watch news. Yeah, especially with everything going on now,
you still don't watch news. I don't watch news. I mean, look, I know what's going on. I know about Black Lives Matter. I'm going
to marches and I'm actually heading to the NDA life CP office. And LBACP is my neighbor
in at launch codes. So I'm going to go into their office and do some things to hopefully
help them today. But I don't know. I haven't seen the videos. I, and it's not because I'm
trying to avoid it, it's just because the news cycle is, is tremendously draining. If I
get little snippets of news here and there, that's enough. I, now I do read, but I read
typically weekly publications. So I don't get the daily hammering of stuff because it's,
like, I just get too depressed. Like if I, if I soaked in all the news it's, I can't just get too depressed.
Like if I soaked in all the news right now,
I probably couldn't leave this room.
Yeah.
I wasn't paying attention to news
for a really long time until coronavirus happened
and then I just became like obsessed with it.
Well, yeah, but I mean, like, so, so a great example of
coronavirus, like I learned everything I could
about coronavirus and then I kept everything I could about coronavirus,
and then I kept watching them in the news,
and everything in the news was stuff
that I already had learned.
So I went to the scientists,
I worked with Washington University's medical school,
I'm actually funding some research
to try to get us a vaccine,
and more importantly, to try to get us some testing.
So I'm deeply involved in this,
but I'm not learning stuff on a daily basis that's new.
And if I get a piece of information two or three hours or two or three days after somebody else does,
I still get it. People call me all the time and tell me stuff that they think is important.
That's how I get my information. Yeah, that's really interesting.
So I want to move on to the topic of entrepreneur shift and I want to talk about your book Innovation Stack.
So for my understanding, you prefer to build completely new markets.
You like to do things that have never been done before rather than copying a proven solution.
You call this being a true entrepreneur.
Could you define what an entrepreneur means to you because I know you have a very specific definition. Yes.
So, the word entrepreneur was first popularized a century ago by an economist who needed
a word to describe somebody who was doing something different.
And that's different from business.
So you can be very successful in business and basically do what somebody else has already
done.
So my friend Howard owns a bunch of coffee shops.
He's made millions of dollars.
And coffee shops have been done before.
He opened a really successful coffee shop,
but there wasn't anything really that different
about his coffee shops versus all the other coffee shops.
And he would be a very successful business person.
In history, we needed a word to differentiate people
who did something different from people
who were doing stuff that had already been done.
And so that word was entrepreneur.
Now, in the last 100 years, the definition has morphed to mean anybody in business.
So if you start a coffee shop, we call you an entrepreneur today.
But I don't use that definition.
I use the archaic definition because I need a way to differentiate doing new things with
copying. And by the way, I don't have anything against copying. I always try to copy. Right
now, I'm in the studio, I'm designing a piece of glass, and I am trying to steal everybody
else's techniques, like I am trying desperately to find a way to make this shape through copying
other people.
And I keep failing because nobody's ever done this thing
before.
So I'm gonna have to go invent it.
And but invention is the last resort.
But the problem is most people don't even have a word
to describe somebody in business who does something new
because the word entrepreneur these days doesn't mean that.
It means just anybody in business. So the reason I wrote this book was because I
stumbled upon this super powerful concept that allows Square to become a multi-multibillion
dollar company that allowed us to survive and attack by Amazon and allowed us to do all
these really, really powerful things.
And then I noticed that we weren't the only company that had done this, that there was
actually hundreds of companies throughout history that had exactly the same experience.
And I was like, oh my God, one of the things that these companies all had in common was
that they didn't begin by copying another business.
They began by creating a new market.
And that's super powerful.
And if your listeners wanted to do something
to change the world, I think there's more powerful
in creating new than in copying what's already been done.
Well, to your point, that you can get super successful
if you create something completely new.
I think you can reach new heights in terms of success.
But what is the pros of copying someone?
I think it's less risky.
Tell us about that.
Yeah, so copying's great.
Like you should always try to copy.
So what I talk about in the book
is this idea of the perfect problem.
This idea that some problems are unsolved
and some problems are unsolved and unsolvable.
But if it's solvable but it hasn't been done yet,
that's a perfect target area.
And if you do something in that area,
you will almost certainly be very, very successful.
That said, I don't want a bunch of people
running out there and saying, well,
McKelvie said, don't copy,
so I'm just gonna like reinvent the chair.
No, chairs work.
Like I'm sitting in a chair right now.
This chair is great.
And I would not have any time at all
if I had to reinvent everything every day.
So yeah, absolutely, copy.
Like, and if you, by the way,
if you just wanna make a bunch of money,
don't be an entrepreneur.
Just be a business person.
Find a business that works, copy,
whatever else is doing, you can go to a trade show,
the trade show can teach you what you don't know,
you can hire a consultant if you don't,
like it's a formula, and all you have to do
is work the formula.
But I'm not interested in that.
I'm interested in solving problems that the world has not figured out yet and you can't
copy the solution the first time.
And that's the thing.
We are such a copy centric world.
All of school is copy.
Basically your entire schooling experience.
Up through a PhD,
because even if you do a PhD,
which is supposed to be original research,
like you're really supposed to copy
the way other people have done original research.
Like it's just a formula,
and run that formula, formula works,
but it's not gonna solve a new problem.
And that's what I want to do.
And so that's why I wrote this book.
And then in the process, I discovered that it was resonating with people who also felt frustrated
that they didn't have the right tools that they could copy to solve all the problems they
wanted to solve.
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So, you mentioned the concept of the perfect problem. So, I know that you founded several
companies, Square, and Visbly launch code, what are the problems
that you're trying to solve with those companies?
Well, I mean, Square was a question of getting small merchants paid.
So, I was a small merchant.
I wanted to be able to take credit cards, so that was the original problem that we solved.
Invisibly is trying to solve the problem of people's identity online.
Basically, you don't have a voice in how your content is created if it's advertising
supported because an ad doesn't allow you to pay more for something that you like unless
for something you hate. So in other words, if I steal 20 seconds of your time and piss you
off, I'm still going to make the same amount of money as if I give you 20 seconds of pure
joy. And you'd rather be able to pay more for 20 seconds of pure joy, but there's no
mechanism for doing that online. And the reason, one of the reasons that,
you know, we're losing journalism and we're losing news and we're losing great content
is because these economic models are broken. So that's what invisibly does. And then launch code,
launch code was an attempt to basically allow people to become programmers for free,
because I knew we had this worldwide shortage of programmers.
And I thought, well, the best way to get somebody to do something is to give them something great for free.
So at LaunchCode, we give you a world-class education in six months that gets you a job.
And there's no charge for that.
And because it's free to everybody, we have thousands of people now that have gotten free training
and real-world
jobs as programmers, and it is life-changing.
Launch code, I mean, Squarespace is kind of a big deal, but launch code is probably more
impactful on daily human lives because you're talking about people who were half of them
were unemployed and probably other half of them.
The average salary with people to start launch code was 17,000. And when they finish the program it's 55,000. So we're
taking people 3x their salary and I mean it's just life changing. So yeah I do
stuff like that. That's amazing. That must be so rewarding. So I think a lot of my
listeners, they want to start companies, they want to start businesses, but they
don't have the ideas.
They're unable to find the best business idea.
So how do you become more aware and alert to the perfect problems that are out there?
So what I recommend is that people find something that appeals to them.
Here's the problem, Hala.
Entrepreneurship in its current definition, just start a business,
starting a business ship is super popular.
It's cool these days.
Because it's cool,
a lot of people are going into it,
just because that's the way they want to make money.
In those cases, I think those people would be well-served
by just copying an existing business.
Find something that's working in Cincinnati
and move it to Des Moines,
or find something that works in San Francisco
and copy it in New York.
That's a good formula for making money.
I am not the right guy to talk to about that stuff.
I believe if you wanna be an entrepreneur,
you're probably not gonna succeed,
but if you succeed, your success
will be 100 or 1000X, what a normal business person would be.
Think about the problems that you're going to encounter and understand that money is
a very weak motivator.
The difference between being a middle-class person in the United States and being a billionaire
is not that great.
And I'm just telling you, like there's not anything really that money makes that much
of a difference.
Like, if you get, if you're basically in the middle class, it doesn't get much better
than that.
You're still going to sleep indoors, you're still going to have Netflix, you're still
going to, like just all this stuff is pretty much the same.
Like maybe you'll have a fancy or a car,
but you know what, who cares?
Maybe you'll fly in a private plane
as opposed to a regular plane,
and you know what, who cares?
There's no big difference.
So money's a very weak motivator
if you get into real problems.
So pick a problem you care about.
So I'm not interested in talking to people
who wanna start a business. want to start a business.
I want to start a business.
Well, I don't care.
But somebody who comes to me and says,
hey, Jim, I want to fix this problem that I care deeply about.
So look, I mean, just look at your window.
Look at the issues we have in society.
The terrible problems going on right now.
I spend every morning working out with a guy.
He's a 76 year old African-American.
Like he was been through the civil rights movement.
He's been through all these situations.
Like he and I talk every morning
for an hour and a half about what's going on.
And he's telling me all these things
that there should be solutions for.
Now, are those gonna be good businesses?
Well, some of them will be.
Some of them will be great businesses,
because what I talk about in the innovation stack
is the massive power of serving the unserved.
And that's different than most people,
when they think about opportunity,
they're like, oh, well, I'll make this product
that rich people will buy.
Well, there aren't a lot of rich people,
but if you make a product that every person can buy,
well, that's amazing.
So one of my projects right now is I'm trying to figure out a way
to make a 5 cent diaper.
You know, diapers cost 25 cents poor women can't afford it.
Poverty starts a lot of times when a young mother can't afford
diapers for her kid.
And then horrible stuff happens because the kid can't go to preschool
or the mother can't hold it on a job.
Like, if you look at what poverty starts, that's one of the places. for a kid and then horrible stuff happens because the kid can't go to preschool or the mother can't hold it on a job.
If you look at what poverty starts, that's one of the places.
And I'm like, why is the world paying 25 cents for a diaper?
I think we could do it for five.
Now, can I build a 5 cent diaper?
Absolutely not.
Will I ever be able to?
I don't know.
I'm literally investigating hyperabsorbing materials right now because that's a problem that I care about.
If you don't care about that, don't work on it,
but find a problem you care about.
So you just gave a great example,
this diaper issue that you're working on.
You're certainly not a diaper expert, right?
My two-year-old daughter would differ with you, but yes.
I'm not a diaper ape.
I don't know anything about diapers, except I'm a user.
Yeah, so how do you deal with all that uncertainty?
Like how do you get comfortable with uncertainty
going into a problem that you don't know if you can solve?
How do you get past that?
So the answer is, and again, this is one of the reasons
I wrote the book, because I wanted people to know
what it was like firsthand
to feel that.
You're not gonna get over it.
There is no trick to getting over the uncertainty.
There will, if you are doing something
that has never been done in human history before,
you are gonna feel really weird.
You're gonna feel alone, you're gonna feel scared.
Probably your friends who love you will tell you that you're stupid.
Not because they want to criticize you, but they'll say, they'll say,
Hala, don't do that.
Yeah, it's because they care about you most likely.
They care about you and they are looking at a world of copies saying,
well, what she's doing, I've never seen before.
So therefore, it's never going to work.
And don't get in that flying machine.
And I say, yeah, most of the early flying machines
killed their operators.
But then the Wright brothers got it right,
and we have the airplane now.
And think about Orville and Wilbur Wright
being the first pilots, because neither one of them
were qualified to be a pilot.
I mean, nobody had ever flown
a plane before. Like, how could they be qualified? So, I think you're not, and this is the thing
that pisses me off. People expect these sort of simple answers. Oh, here's a way to not
be afraid. No, you probably are going to be afraid. Here's a way to not be scared. No,
like, I'm scared. I've done it 20 times,
and I still, every time I have to do something new,
I get scared.
But the difference is if you're expecting that,
you're better prepared to handle it.
So, in algae I use in the book,
it's a difference between being an adventurer
and being, or I should say an explorer, or being a tourist.
Like, if I'm gonna go be a tourist,
I expect to sleep indoors and have room service.
Like, I just, I've got this sort of tourist thing.
Now, if I'm planning to go visit some place
that I've never been before,
and it turns out that that place
has been unexplored in human history,
and I get off whatever the vehicle that drops me there
and I'm in a jungle.
And I've brought my laptop and a Visa card,
I'm probably gonna die.
Okay, but if I know I'm gonna be dropped off in a jungle,
well, I'll probably bring flashlights,
band-aids, some a shetty, like I'm gonna,
I'm gonna pack for the trip.
So if you're gonna be an entrepreneur, at. Like, I'm gonna pack for the trip. So if you're gonna be an entrepreneur,
at least you should know how to pack for the trip.
I love that analogy.
So when I was doing my research and studying,
I found out that you don't consider yourself
to be a good leader.
And that's very different than a lot of the people
that I've interviewed in the past.
You never really take the CEO role.
Jack Dorsey is the CEO of Square. You're really take the CEO role, you know, Jack Dorsey is the CEO of
Square. You're really quick to give up that role when somebody competent comes along. So help us
understand how did you realize that like you weren't a good leader, you weren't a good manager.
What made you decide that I'm not going to be a CEO for any companies that I've got?
Well, so I tried it for a while. And it was one of these things like accounting, which I can do accounting.
I know how to do accounting,
but I'm not a natural good accountant.
I'm not that sort of person.
And I could force myself to do this thing
that was unnatural for me,
and I would do it poorly.
And then I met somebody who was a great accountant
and he loves it and he's just phenomenal.
And I was like, wow, I can like pay you
to do this thing that I'm not very good at and
should be doing probably anyway. And that just was this light bulb the one on my head.
And then I looked at the other things that I was doing. It's like, wait a second,
I'm actually not very good at running these meetings. And I don't really enjoy measuring the weekly
progress of the teams and I don't enjoy motivational retreats and all this. I was just like,
I wasn't very good.
So I realized pretty early on that I was
sort of a terrible leader,
but I still wanted to solve these problems
and I still wanted to start companies.
And then I realized that, wait a second,
there are people who are great leaders who love that.
So why not work with them?
So, like when Jack and I started Square,
there was like this, there's that awkward discussion, like two people start a company, like who Jack and I started Square, there was like this, you know, there's that awkward discussion,
you know, like two people started coming to like,
who's gonna be the boss?
We had zero questions.
It's like, I was like, well,
I don't want to be the boss and Jack's like,
I want to be the boss.
I was like, great, you're the boss.
I mean, that was it.
It took like a minute and a half.
You know?
Yeah.
I love the fact that Jack's the boss.
He's doing way better than I would have.
So since you brought up Jack,
let's talk about how you guys met.
I think it's a really unique story.
So I hired Jack when he was 15 years old.
His mother owned a coffee shop
and he was this little kid who loved working
with computers and came into our office
and we put him to work and he pulled
it all night or with us on his first day at the office.
So we ended up becoming friends after that.
I mean, sort of work friends, but he, even as a 15-year-old, was incredibly competent,
so I kept giving him bigger, bigger assignments.
And after a while, we did a special project, just him and me, which turned out to save
the company.
And so Jack and I stayed friends.
Not, you know, I wouldn't see him every year
because he moved out of town for a while,
but after they kicked him out of Twitter,
he came back to St. Louis and we caught up again
and he suggested that we started another company together.
He invited me to start a company with him.
I thought, well, that's cool what do you want to do?
And he was like, I thought you had an idea.
I'm like, I don't have anything.
So that's kind of what we started.
Yeah. So I think there's a lot of lessons to be learned with your relationship.
So he started out as your intern. You were still young. I think you were like 25 or 26.
Yeah, it's about 26. Yeah. And he was 15.
Yeah. So you were still young, but you were more experienced than he was.
How was it, you know it becoming kind of business partners
with somebody who was so much younger and less experienced
than you at the time?
Like how did you trust him?
And did you learn anything from that?
So it turns out that there is a huge age bias
in this country.
So at launch code, we place a lot of people
and we place programmers.
I placed a programmer six months ago
who was in his 70s, seven-year-old programmer,
like a programming.
The number one bias in programming
is not gender or race, it is in fact age.
And if you are prejudice,
which I guess to some extent we're all prejudice a little bit,
but if you see people of color or a certain gender
or a certain age and you say they can't do this job,
then you're really limiting yourself and those people.
So to me, the fact that somebody is really young,
like 15 years old, doesn't mean that he or she can't
manage a team, do great work.
So I don't know, like it's like,
I just never saw Jack as a 15-year-old.
Like he was just somebody who, I'd give him a task
and he'd do the task right, so I gave him more tasks.
And after a while, I gave him too many tasks
that he couldn't do them all,
so I started hiring people to work for the 15-year-old.
Now the people I was hiring was in their 30s,
so they were basically working for somebody who came to work on his bicycle,
but he was still their boss, and I made sure they knew he was their boss, and Jack did
a great job.
So you got to get over this idea, don't pre-judge.
So what if they're 15?
So what if they look a certain way?
You just, I mean, but that's so baked into everything we do
that I think, look, there's phenomenal talent out there.
This is, okay, so you want to trick? Here's a trick.
Go where the people ain't.
If everybody's got a problem hiring women programmers,
which statistically they do, for some reason,
that bias still exists, which is insane.
Wow, that means that you, if you can hire women programmers,
we'll get better programmers.
Just so simple, like we're seeing right now
that there's huge biases in society.
Well, that doesn't mean that it isn't talent.
It just means that the talented people
don't get the same opportunities.
Well, if you can give them the opportunities,
well, you'll get better, I mean, it's good for everybody. So just get over whatever the bias is. Try
to accept the fact that your, your new programmer may be a 65 year old black female. Oh, and
by the way, if you need one, I've got a few that will crush you, you know, on JavaScript,
like, with the launch code, like we let everybody in. And some of our people defy the stereotypes,
and I love it.
Yeah, I think it's a really important topic to discuss.
Like there's ageism and it goes both ways,
whether it's young or old,
people just have their prejudices.
So something I was looking at the news today, unlike you.
And I saw that Twitter and Square will make June 10th, which commemorates the end of slavery
on June 19th, 1865.
It's gonna be a permanent company holiday.
So I thought that was really cool.
That is really cool.
And thank you for telling me that.
I didn't know.
You didn't know.
It just happened at yesterday.
They announced it.
I don't read the news on a daily basis.
Yeah. And I have to say, I haven't read the news on a daily basis. Yeah.
And I have to say I haven't checked by square email in three days.
So, yeah.
I get hundreds and hundreds of pieces of email so that, yeah.
Well, do you know what square is doing in relation to supporting Black Lives Matter
and anything with their inclusion and diversity plans and how they're doing there?
Look, I would say this, there's sort of two general things
that we can do as corporate citizens.
One is treat our employees really, really well.
Try to quash biases,
and look, we all have biases.
Like, I got caught the other day on something
that it was a bias that I had,
and somebody pointed out to me.
And I was so embarrassed.
I couldn't even, I felt terrible for about a week.
Somebody caught me on something and I was like,
oh my God, I can't believe that I would say that.
But it was this thing that was just sort of in there
and somebody exposed it.
So we tried to be good citizens that way.
But the second thing we could do,
and I think Squares done a wonderful job of this,
is build tools that connect people,
and payments and allowing small businesses
and small individuals.
Like if you're using cash app,
cash app is phenomenal,
and it connects people,
and people who don't have access
to the tools that middle class Americans have,
we're making those tools more available.
And we do it for small businesses,
and we now do it for individuals through cash app.
And I think those things are just great for society.
We'll be right back after a quick break from our sponsors.
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So let's go back to you and Jack starting off square. So you guys had very little financial
experience. How did you turn your lack of knowledge in the financial space into an advantage
when starting square? So this is the process that I outlined in great detail in the financial space into an advantage when starting Square.
So this is the process that I outlined in great detail in the Innovation Stack and it's super,
super powerful because this is the formula that essentially unlocks the power of these
world changing companies.
And we stumbled upon it.
It was sort of accidental.
And actually a lot of world-changing companies sort of stumble
upon the same formula. Very simple. You try to serve somebody who has been excluded from a market.
You take a group that wants to do something but can't. In our cases, it was merchants who wanted
to take credit cards but couldn't. In Southwest Airlines case, it was people who wanted to travel
in the air, not on buses, but couldn't afford to.
Well, I mean, there are hundreds of examples. I won't bore you with them. But you start with that
premise. And even though you don't know anything about it, and this is where entrepreneurship comes in,
if you are doing something where there is the potential for expertise, Then you are almost always going to get your ass kicked by an expert.
So, if I want to go out today and fly an airplane,
I will probably kill myself, but if I don't, I will certainly not fly it as well as a train pilot.
But if you are trying to fly the world's first airplane,
where there are no pilots in the world's first airplane,
where there are no pilots in the world,
then you can have an even playing field.
So Jack and I knew nothing about payments.
So we went into a world where nobody else did either,
because we were building payments
and credit card processing for this group
that was completely unserved.
And because the group was completely unserved, our total ignorance was not as big a disadvantage
as it would have been in a known market.
So and this is, I mean, like, this is so important for your listeners to understand.
There are no experts at new things.
Like right now, are there any experts in world economic shutdown?
No, and I'm on the Federal Reserve.
Like I talked to the world's best economist,
and we don't have any expertise,
because we've never done this before.
We haven't shut down the world's economy before.
Well, okay, so now six months from now,
we'll have some experts because they've all lived through it, okay?
But if you're doing something for the first time,
it's like magically the playing field
levels out.
So the playing field is so steeply against you in a world of businesses copying.
But all of a sudden, once you get past where the market ends, the playing field becomes
perfectly level.
So the fact that Jack and I knew nothing about payments
didn't hurt us because nobody else knew anything
about this type of payments because it didn't exist.
We invented a new market and then we kept most
of it to ourselves.
That's super, super interesting and very eye opening.
So when Square was taking off,
Amazon launched a similar product.
It worked better according to you.
Yes.
The market did it very aggressively. They undercut the price by 30%. From my understanding,
you were trying to figure out why you were able to compete successfully against Amazon
when so many other companies have failed. And that's how you discovered the innovation stack.
So can you explain to us what the innovation stack is,
like your definition of it?
And then also what your innovation stack was
that helped you compete successfully against Amazon.
Yes, so the odds of surviving an Amazon attack
are basically zero.
If Amazon takes your startup, copies your product,
undercuts your price and adds the Amazon brand, you die.
And that happens, well, basically 100% of the time,
except in Squares case.
And when we survived, I was happy that we had survived,
but I couldn't explain why.
And so, as somebody who was raised by a scientist,
I got obsessed with answering the question, why did,
like, why was Square the one person spared?
It's sort of like one of these guys
that falls out of an airplane.
Like, there have been cases of people
who have literally fallen out of airplanes
and their parachutes don't open and they live.
Right?
And like, well, what did they do differently?
And the answer is, if you're in that person,
if you're in that situation,
you, at least I became obsessed with it.
It turns out that Square had this thing,
which I now call an innovation stack,
which is the thing that protects you.
And an innovation stack is this thing that you build
in response to a harsh environment
where you have to invent new things.
So this is why entrepreneurship is so important
because entrepreneurs, by my definition, they are kick definition, do new things. So this is why entrepreneurship is so important because entrepreneurs, by my definition,
the archaic definition, do new things.
And if you do new things and you can't copy,
then the process you go through
is fundamentally different.
So what Square did because we were trying
to serve merchants who worked totally out of the system,
we couldn't just copy what all the banks were doing
because the banks had systems to exclude these people.
So we had to invent new underwriting, new hardware, new terms of service, new customer support,
new software, new settlement rails.
Like we did 14 things that were different and these 14 things, if you add them up, form
what I call an innovation stack.
And it turns out that if you build an innovation stack, you end up with this thing
that at least in all the cases that I've studied ends up dominating the market. So whenever
I found a company with an innovation stack, that company also always became the biggest
in their market, biggest furniture store in the world.
IKEA, innovation stack, biggest airline in the United States,
Southwest, innovation stack.
And this is many times in the case of,
in the face of ruthless competition.
So how does a little startup survive Amazon?
Innovation stack.
And by the way, Amazon, I gotta give a plug here.
When Amazon quit,
they mailed all their customers a square reader.
They were really cool about that.
That was about so good.
They were really cool about it.
I have to praise Amazon here, even though I tease them
a little bit, but they were really classy in the way
they got out of the fight.
So hats off to Amazon.
But look, I want people to have this power, because this is the power that brings society
forward.
Like, if you're fixing stuff that's already been fixed, that's useful.
But if you're inventing the new fixes to problems that nobody else has solved before,
that's super useful.
And nobody gives you a handbook on that, because, well, I mean, we don't even have words to describe it.
So your book Innovation Stack has excellent reviews.
I would recommend everybody to go out and get a copy.
It's really fun, it's really engaging.
I heard that you rewrote that book eight times.
Yes.
Well, Square just took like three weeks to launch
or three weeks for you
to design that product. So, to help us understand like why you wrote it so many times and if that was
like a very difficult thing for you to do. So, when I answered my question, when I figured out
why Square survived the Amazon attack, I did all this research and I found most of my research in
history. And so, the problem with historical research, Hala, is that you can dilute yourself into thinking you're right,
but you've just cherry-picked examples.
So if you want to prove any example, just pick the right subjects and it'll always work, right?
I can prove any drug works if you let me pick the people that I get to use it on, right?
So I had all this historical example and I thought, well, this is no good.
I need to speak to somebody who's still alive because most of the people I studied were
dead.
But I was able to meet Herb Keller, who was a legendary founder of South West Airlines.
So I took all my research to Herb and I said, Mr. Keller, her, am I right?
Is this phenomena that I think I live through the way you see it?
And he's like, yes, he was like,
this is an incredible thing.
You need to do something about it.
So what Herb did was he basically said,
get out there and tell the world.
Herb Keller basically told me to write this book.
And I was so excited because Herb is a legend,
or was a legend.
He unfortunately died, that I was so excited that I decided to write
a graphic novel, because I thought business books,
by the way, suck, they're boring,
they will put you to sleep,
like if you could just,
like listen to one, if you have insomnia problems,
they're terrible, even like the best sellers,
they're just poorly written.
So I was like, I'm not gonna write one of these.
So I wrote a comic book,
and I called up Herb, and I was super excited, and I called up Herb and I was super excited and I said,
Herb, you're not going to believe this, it's taken me a year, but I've written this as a graphic
novel. And he was really disappointed because he thought that was trivializing this very important
subject. And he thought all that research that I done, he just didn't see it so herb said look Jim
I can't stop you from doing that but I can't tell you to leave me out of it
and I was like well I'm not gonna leave herbkeller her out of this story so I
rewrote the thing again as like half graphic novel and then half regular book
and then uh that's what I sent to the publisher that was draft number six
sent that to the publisher. The publisher said,
well, you can't have the schizophrenic book that's like graphic novel,
and then back to text, and then graphic novel and back to text,
because that's not going to work on e-readers or audiobooks or anything like that.
So my publisher basics that, look, you got a great book,
but just rewrite the thing as a book.
But they did let me keep a really dirty joke in there.
I don't know if you caught it.
But they really let me keep a really dirty joke in there. I don't know if you caught it. But they really let me.
So yes, it's a business book, but it reads more like what I wanted, which is stories.
Like there's a burning city, there's murder.
I mean, there's just a bunch of stuff that blows up.
Because, look, entrepreneurship is actually really good theater.
Because a lot of the times when you're doing something new, there are disasters and disasters and disasters
and disasters are great stories.
Like you don't want a story of a nice normal functioning nuclear family.
That's just boring.
Like you want somebody who's a space alien.
So like he said, it's a very fun engaging book.
Make sure you go out and get it.
The last question that we ask all of our guests is, what is your secret to profiting in
life?
And that can be financial or personal.
I would say my secret, which I've already sort of shared, is create space.
So don't feel, leave some room in your garage for that extra tool you might acquire.
Leave some time in your day for some joy or to talk to a stranger.
Leave some space in your head by not feeling it with stuff that'll suck you up.
I mean, it's not that I don't want to know the news.
It's that I can't know the news.
If I know all the news, all the creative thoughts get sort of like stomped to death by whatever sort of headline I just ingested.
So space is, it's so easy to fill space up right now.
We've got all these wonderful tools.
And here, I mean, honestly, I guess as an author,
I'm asking you to give me some space in your head
by taking three hours and reading or listening to my book. And like, where's that space going to come from? Like, is that three hours and reading and or listening to my book.
And like, where is that space going to come from?
Is that three hours less sleep you're going to get?
You have to have space.
And so if I'm asking for space, let me try to justify it
by explaining this.
The person I wrote the book for
is a certain person.
And I had her in mind when I wrote the thing.
She's incredibly competent.
But every time she encounters a new problem
that has not been solved by mankind
or by anyone she knows, she hesitates, she quits.
She just qualifies herself.
Because she says, oh, well, people can't do that.
They can't start a top 10 Apple podcast
and keep a full time job.
Like whatever that thing is,
and I looked at her and I was like, how many millions of
people are disqualifying themselves just like my friend did?
And by the way, just like I used to do, where you have the potential to solve the problem,
but that doesn't mean you get to copy the solution.
It just means you have this potential, so don't sit on the sidelines.
So the reason I wrote the book,
and the reason I'm asking people to give this time
to this thing is to understand
when you are just qualifying yourself.
Because right now we have so many problems in the world
that it can't just be up to a small handful
of elite superheroes to solve it.
Like every person has the potential to do it.
I mean, look, I'm a guy who's basically a glass blower,
no payments experience.
Look at Square.
I mean, it worked.
Jack and I, zero experience, doesn't matter.
Like you run this formula the right way.
You don't need to be an expert because there are no experts.
But you do need to be prepared to live in a world
where you don't have expertise.
And that's a different thing, and that's what I've tried to prepare people with.
I love that.
That's so inspiring and motivating.
Kim, where can our listeners go to learn more about you and everything that you do?
So I, again, I'm not on social media, so don't, I mean, you could follow me.
I guess it'd be flattering to my marketing guys, but they're marketing to you.
Actually, it's not guys.
My marketing team is all female.
Like everybody who works on my team, I have a 100% female team.
I shouldn't use the word guys.
Sorry.
But don't follow me on social media.
I do have a website, gymmekelvy.com.
If you go to gymmekelvy.com, I will give you a free copy of the graphic novel because
actually, I did produce the book
as a graphic novel as well,
and I'll just give it to you for free.
So you don't have to buy the book.
It's not the whole book. It's just chapter nine.
But it's a great story, and there's a murder.
Oh, that looks really cool.
Yeah, there's a city burning down.
Yeah, I mean, get the graphic novel.
I'll put that in my show notes.
Everybody has a link.
Yeah, I mean, it's good stuff. So that put that in my show notes. Everybody has a link. Yeah, I mean, it's good.
It's good stuff.
So that's at gymmekelvy.com.
Very cool.
Well, thank you so much, Jim.
I think this was an awesome conversation.
How what what fun and good luck to you.
And I terribly terribly started here about your dad.
I mean, I know what that's like.
Oh, thank you.
Because I was like parents too.
So yeah, it stinks, but you know,
life goes on and just going gonna keep on going up and
up. Yeah, yeah, I mean, I'm wearing my office right now, so that's the photo my dad.
Oh, that's so nice. Yeah, he died, uh, seven, one second ago. Oh, wow. Yeah, so good
over. That's recent too. Yeah. Yeah. I know it's like good luck to you. Thank you so much,
Jim. Have a great day. Thanks, bye-bye. productive and more creative. I'm Gretchen Ruben, the number one best-selling author of the Happiness Project.
And every week, we share ideas and practical solutions
on the Happier with Gretchen Ruben podcast.
My co-host and Happiness Guinea Pig
is my sister Elizabeth Kraft.
That's me, Elizabeth Kraft, a TV writer and producer
in Hollywood.
Join us as we explore fresh insights
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