My First Million - John Lee Dumas On How He Saved $1,000,000 In Taxes By Moving To Puerto Rico, How He Makes His Money, and More
Episode Date: March 1, 2022Sam Parr (@theSamParr) and Shaan Puri (@ShaanVP) bring John Lee Dumas onto the show to talk about why he moved to Puerto Rico, how he makes his money, why he went on a 10-day fast, and more. ----- * D...o you love MFM and want to see Sam and Shaan's smiling faces? Subscribe to our Youtube channel. * Want more insights like MFM? Check out Shaan's newsletter. ----- Show Notes: (2:20) - Interview with JLD begins (06:05) - Why JLD reveals his revenue (10:30) - Why he moved to Puerto Rico (19:30) - How JLD invests his money (39:15) - How he makes so much money on podcast sponsorships (47:15) - Businesses that JLD is jealous of (50:30) - Going on a ten day fast (57:30) - Sam and Shaan recap the interview and talk about fasting, a progress report on Milk Road, and more ----- Links: * https://www.eofire.com/ ----- Past guests on My First Million include Rob Dyrdek, Hasan Minhaj, Balaji Srinivasan, Jake Paul, Dr. Andrew Huberman, Gary Vee, Lance Armstrong, Sophia Amoruso, Ariel Helwani, Ramit Sethi, Stanley Druckenmiller, Peter Diamandis, Dharmesh Shah, Brian Halligan, Marc Lore, Jason Calacanis, Andrew Wilkinson, Julian Shapiro, Kat Cole, Codie Sanchez, Nader Al-Naji, Steph Smith, Trung Phan, Nick Huber, Anthony Pompliano, Ben Askren, Ramon Van Meer, Brianne Kimmel, Andrew Gazdecki, Scott Belsky, Moiz Ali, Dan Held, Elaine Zelby, Michael Saylor, Ryan Begelman, Jack Butcher, Reed Duchscher, Tai Lopez, Harley Finkelstein, Alexa von Tobel, Noah Kagan, Nick Bare, Greg Isenberg, James Altucher, Randy Hetrick and more. ----- Additional episodes you might enjoy: • #224 Rob Dyrdek - How Tracking Every Second of His Life Took Rob Drydek from 0 to $405M in Exits • #209 Gary Vaynerchuk - Why NFTS Are the Future • #178 Balaji Srinivasan - Balaji on How to Fix the Media, Cloud Cities & Crypto #169 - How One Man Started 5, Billion Dollar Companies, Dan Gilbert's Empire, & Talking With Warren Buffett • #218 - Why You Should Take a Think Week Like Bill Gates • Dave Portnoy vs The World, Extreme Body Monitoring, The Future of Apparel Retail, "How Much is Anthony Pompliano Worth?", and More • How Mr Beast Got 100M Views in Less Than 4 Days, The $25M Chrome Extension, and More
Transcript
Discussion (0)
All right.
Today, we are hanging out with John Lee Dumas.
He's a, he's a podcaster.
He's got, you know, pretty, pretty popular podcast.
He does something cool, which is he publishes all of his income online.
So the guy's generated like $22 million in the last 10 years.
He says, here's how much I've made.
Here's how much I kept after expenses.
He then moved to Puerto Rico and pays like 0% tax, a 4% tax, basically.
So we talk about his business, how he makes his money, why he moved to Puerto Rico and
the pros and cons of that.
and what else will we talk about?
We talked about he did a 10-day water fast recently, so we told us all about that.
We asked him if he knows of any marketers that are making just stupid amounts of money
because that's what I was curious about.
And we asked him a ton of good stuff.
What did you think?
He's got some, he's got big energy.
He's got BDE, man.
It was fun.
I didn't realize he would be fun.
And I think there was some good comedy in this.
I would give this one.
I'm not even asked, I'm going to even ask producer Ben what he thinks.
I think this is an A, A episode, A or A plus, either one.
I'm going to save A plus for when some real special shit happens.
But this was a solid A.
Like, I would want to listen to this conversation because I think I would hear some things that I don't otherwise get to hear.
You don't really get to hear how people make their money, earn their money, you know, what actual numbers are.
People are very cagey about that.
And also, this guy was very opinionated.
He was like, y'all are fucking stupid for living in California and paying those taxes.
And here's why.
You know, here's how my life works.
you schmuck and so I liked his opinionated nature I thought that was that made for a good episode also
how about him just making fun and me constantly like that's why I was like oh you must be boys
because you must be super close I don't know that I mean I like him but no he just got making fun
of me he was like dude you don't even travel you never even been anywhere I'm like what are you
talking about like you're just making fun of me you bully yeah you're like I'm like it
Yeah, he just bullied me on my own pod.
He just alphaed me hard.
Yeah, actually, I think that should be the title of this.
Like Sam gets out alphaed and we talk about Puerto Rico and a bunch of other stuff.
All right, enjoy the episode.
I feel like I can rule the world.
I know I could be what I want to.
I put my all in it like my days on.
On a road, let's travel, never looking back.
So hang on.
Do you guys know each other well?
No.
done a fireside chat together and you know he said he said a couple in insinuating things on stage and i've
really never forgiven him since oh great what did he say it's actually not even like like it shouldn't
be repeated to be honest with you Sam's like trying to think if he actually said something which you
didn't it was amazing same why don't you do an intro then since you guys are so john lee dumis he's
had this, well, I think it, no, it started always a podcast. I couldn't remember if it was a
blog also, but blog podcast. And he's had it for like 10 plus years. I've listened to him forever.
And he interviews entrepreneurs for a long time. It still is. It's every single day. It's only 30
minutes. And one thing that he did early on that he still does. In fact, I think you're one of the
few people that still does is he releases his income every single month. And so like I think
in January, he made like $200,000-ish from podcasts and another like 15 grand selling notebooks
and another tens of thousands of dollars selling his podcasters paradise.
So anyway, he's a, well, how would you describe yourself, John? You're a podcaster?
I'm a podcaster, entrepreneur, want to be influencer, want to be Sam, you know, all of those
things fit. But he's been doing this for years. And when I told him this on our, on his show, and I'm not
bullshit. When I started the hustle, I basically went and watched a ton of his interviews. I did it
with him and Mixer G. And I tried to figure out how newsletters worked. And I entered it based off of his
interviews. And he would interview like Ben Lee, you're founder of thrillers, like right when they were
starting and like once they, and then also again, when they were getting successful. And I could
like figure out how to grow it based off of those interviews. So it's- Well, you obviously figured it out.
Yeah, we figured it out.
And he's got this amazing database of interviews,
and it's just kind of like gold for research.
Have you interviewed Andrew Warner, speaking of Mixergy?
No.
Get him on the show, man.
That guy is a character.
Like, he's great.
I love Andrew.
Yeah, he's my buddy.
He's a wild man.
Get him on the show.
So by the way, I got to tell you this.
Sean, did you see the email that I sent you?
one about the podcast charts
yeah so john i don't know if you believe this but sean what did it say
subject line hubspot has eight podcasts and chartable's top 200
and then it's like us at number nine gold digger at 32
oh i believe it listen hubspot's only going after the players like i recruited jenna coocher
i got amy poorfield in the house sam you know in my first million is obviously blowing it up
I mean, Puppasb's going big here, bro.
Dude, I built a product that was called Blab a long time ago.
I don't know if you ever ended up using it,
but it was used by a ton of like podcasters and internet marketers.
They're like one of the groups that flocked to it really early
because they're like, oh, a stage I can stand on it.
I was actually on a blab and like Tony Robbins jumped in
and like the whole thing just like exploded.
Yeah, it was crazy.
But you were like, everybody referenced you.
And so I didn't know who you were, but they were like, you know,
John Lee Dumas, you know, blah.
They just kept saying your name.
And so I have this.
perception in my head that was like you were like some either i didn't even know which one it was i was like
is it marketing or is it uh podcasting i didn't know which one it was but you had a ton of respect in uh in in
in those communities and so yeah i did and i still do yeah you gary v uh you know there was like a couple
people yeah you can stop there just me and gary v basically we're the two people all right so sam
where do you want to start um here's the first thing so i've actually said john that i love that people like
you and Buffer does this, convert does this. They reveal their revenue, but I personally would
never do that. And I think it's, I think it's crazy. So like a lot of these YouTubers do it. So this
guy, Graham Steffen did it. And then what's the other guy, meet Kevin? I think is his handle.
His name's Kevin. He was like, here's my $50 million portfolio. I think that's crazy. But you,
every single month for like eight or nine years, however long it's been, you've revealed your revenue,
your profit, where the revenues come from, every single month. Do you think that that has been a net
positive? Of course, it's been a net positive. But will there be a time wall, you're like,
all right, this isn't worth it for me anymore? I don't know. I mean, you know, it's really important
for me that people know that I'm really rich. So that's kind of a big deal. And I want to keep
publishing my income reports because of that. But to give you, like, the real answer is back in 2011,
I thought all internet stuff was scammy.
Like I had an army background.
I was an officer in the U.S. Army for eight years.
I had been in corporate finance.
I just didn't think that you could go on the internet
and do something good and positive
and be an honorable person
and actually make money.
I thought it was for scammers and slimy people,
which of course it is, and it always will be
for some sector of the population.
But I stumbled across this one podcast slash blog
called Smart Passive Income.
And Pat Flynn, this guy that I didn't know from Adam, I found out about him literally that day,
was publishing income reports every single month.
I went back over his last 10 income reports and I was like seeing how he was making money and
that he was a family guy and that, you know, he was working hard writing really valuable
articles for affiliate income.
And I was like, wait a second.
So you can be like a stand up person and make money giving people real value that aren't
going to like, you know, call you slimy and scam me for them giving you money. Like, they're actually
going to be happy about it. And that kind of gave me faith in the internet as a place to grow a business.
And I remember saying to myself that day, Sam, I said, hey, if I ever make money in this business,
which is a huge question mark at that time. But I said, if I ever make money in this business
in this online internet marketing world, whatever I end up doing, I want to be the same type of
inspiration for others that Pat was for me. And so a year-end entrepreneur was on fire, I made almost no
money. But then it clicked. And at month 13, I made $100,000. And ever since then, it's actually been
101 months exactly, because we do an income report every month. So 101 months now, we've published
a monthly income report, bringing on our lawyer to give a legal tip, our accountant, to share our tax
tip. And we just try to share what's working.
for us, what's not working for us. We've made some huge mistakes over the years and we share
those in the income reports as well, which is why some months are lower than others and some months
are higher than others. And it's just part of the transparency that I wanted to bring to the space.
So you're always going to do that? I don't foresee a time stopping that anytime soon.
There'd have to be like a real world event where, you know, I have, I sought for a reason that's not
for a reason that's currently existing.
Do you think that you're a target?
And that could be the reason, honestly, is that because I could become a target.
Because now people see how much money I'm making, where the money's coming in from,
where it's going to.
It can definitely make you a target.
I mean, it's, you know, it's a crazy world out there.
There's hackers or scammers.
If anybody's involved in the NFT and crypto space, you see every single day people are getting
hacked and scammed and all this stuff.
And, you know, you've got to remain vigilant and nobody's going to be perfect.
going to be perfect. So I can make a mistake and then boom, boom goes a dynamite. And it says since
2012, so 10 years, gross income, 22 million, net income, $16.7 million. And that's in a 10-year period.
That's post-tax, by the way, because I live in Puerto Rico, so I get to keep the money I make
unlike almost everybody else in the world. So when did you move to Puerto Rico?
Six years ago, thank God. And explain what led to that. So you met somebody who,
was doing this and you're like, that's not a bad idea. You start looking into it. Nothing like that
actually, but that was a good guess. What happened was multiple years in a row, I was paying seven
figures a year in taxes, which I'm sure you guys are very familiar with, like literally writing
six figure checks every couple months for estimated taxes, like multiple and just being like,
blah. Like, it's like two steps forward, one and a half steps back. And I just realized,
I had this really kind of big realization that, you know, except for,
for the minute percentage in the world, you can make money anywhere in the world, but you can't build
wealth. You can't build true wealth, paying 40, 50, 50 plus percent tax and taxes every single
year. You just can't do it. So I started exploring the different options, like moving to Texas,
blah, Florida. Like, am I going to move to Florida to save, you know, like 10% on state taxes?
Like, it's not worth it. Like, it's a federal tax, 37 plus percent. That's the killer.
So I found out about this unbelievable incentive of Puerto Rico. They launched it back in 2012, actually, which was called Act 20 in Act 22. And it was fantastic. It literally said if you move your business to Puerto Rico, which is an American territory, you retain, of course, your U.S. citizenship. And you pay a flat 4% tax rate on all your corporate earnings. You pay no federal, no state. And the best part, this is where my real wealth has extrapolated.
to like the moon is you pay 0% capital gains. So any money you made on stocks, real estate,
crypto, zero percent. It's amazing. To play to what we call it devil's avocado. To play devil's avocado here.
I think that I don't, it's probably true also that you love it there. Or maybe I think it is,
but you didn't, you didn't say that you loved it. And it sounds like,
Love it here. Love it here.
I think if you are moving somewhere just for tax reasons, though, I think that's ridiculous.
Because isn't that the point of being rich that you can live where you want to live and you could do what you want to do?
And I mean, how much was the tax the number one reason?
The number one reason. And I think it's ridiculous not to move with the situation because it is unbelievable what you can.
can do when you start keeping the money you make, with the investments that you make, with the
compounding. I mean, think of the millions and millions of dollars that I've saved over the years
that I now have been investing in all these companies, money that I wouldn't even have had,
the government would have had and throwing it down some empty pothole. And now those companies
are returning to me, five, ten, some of them 100x shots that I never would have even been able
to take without that. So I'm going from like this person that would have been like, doing my best to
like squirrel away like a couple hundred thousand dollars a year investing in, you know,
conservatively because I don't have much of a cushion in the stock market making like four to six
percent a year. And then, oh, no, seven percent inflation comes and all my gains are gone
anyways. And it's like, what am I even doing in this little rat race? Move to Puerto Rico,
freed everything and I will never leave. And oh, by the way, I lived in San Diego. So I was in this
little, it was beautiful, but it was a little two-person apartment on a beach, like, you know,
$5,000 a month.
you know, great view all this stuff. If I wanted to buy a house, it would have been way like
$7, $10, $12 million in La Jollaoy. It's like to maintain the kind of location that I wanted to
maintain. I moved to Puerto Rico. Two million dollars bought me a 6,000 square foot mansion
on the Caribbean. In 17 months, I'd saved more in taxes than the house cost, period. So now I have
this property in the Caribbean, in an amazing community. I can still travel six months of the year
doing whatever I want. I can still live in California if I want four, five, six months of the
year or wherever else I want to be. And I get to actually keep the money I make.
It's something that we haven't even talked about yet, but the six-figure philanthropy checks that
I've written to causes that I believe in, like pencils of promise, I send a Puerto Rican to my
alumni province college every single year that I sponsor to my to my college. So I have a freshman,
sophomore, junior, senior year. And every year I add another one to the queue. I mean, these are
things that I'm able to do because of the incredible disposable income that I have that wouldn't
even have been a sniff if I had stayed in California. And a bunch of other people move to Puerto Rico.
So you probably have a community of people who believe what you believe and you've met there.
I would assume you've met a bunch of other kind of Americans who have relocated into Puerto Rico.
Well, to that point, Sean, like I actually call it the Puerto Rico funnel.
And this is actually where Sam doesn't fit into the funnel.
And I'll explain to you right now.
The funnel is number one.
You've got to be financially successful because otherwise you're not looking to move.
So, of course, Sam checks that block.
He's financially successful.
The next step down there, though, is you've also going to be location independent.
You're going to be able to work wherever you want because you're down here in Puerto Rico.
So, you know, check that block.
Sam checks that block.
I'm sure too. The block the sand doesn't check that, you know, is the final part of the funnel
that to me makes the coolest people move here is you've got to be adventurous. You know,
you can't be like Sam like, I'm going to stay in the exact same place that I've been forever because
I don't want to move. That's ridiculous. No, you've got to be somebody's like, you know what?
It just moves. I'm going to get out there on a limb and I want to go try a place out in the Caribbean
and guess what? Sean, if it didn't work, if Kate and I didn't love it, we would have gone
back in a heartbeat because it's not worth it if you're not loving it.
Yeah, of course.
But we came out here, we were adventurous, that one block that Sam can't check in this funnel,
and we fell in love with the place.
And so all the people that do fit all of those checks and they move here, they're amazing
flipping people and we can have the best time with them.
It's amazing.
All right, Sam, I will let you rebuttal.
You have 20 seconds for a rebuttal.
For the record, I'm from Missouri.
Yeah, I'm from Missouri.
I lived in California and San Francisco for 10 years.
Now I live in Texas and New York, and I'm doing this podcast from Europe.
I've been a few places.
I've lived in Australia.
Come on, give me a break.
But my whole thing is like, the point of being wealthy is I want to live around my family
and I want to have power most of the year.
See, that's actually another thing.
I wanted to live away from my family.
So that's another thing that we differ with.
So you...
We'll let the listeners decide.
When the hurricane hit, did you have power?
Not for four months.
Four months.
Okay.
Strong rebuttal there.
Strong rebuttal at the end.
So a week before the hurricane came in, I booked a one-way flight to London, England,
and Kate and I spent three and a half months traipsing around Europe at one Airbnb to the next Airbnb,
while my full-time handyman, that, by the way, I can afford because I live in a place where I don't
pay any taxes except 4% and 0% capital gains is living in my house, fixed up a few of the windows
that broke, I came back to a perfect place. My life didn't even miss a beat. And so have you
met any other interesting characters there? So tell us like kind of some other archetypes. You're like,
okay, podcaster, blogger guy. You-
Logan Paul moved here because he's a smart dude. Jake Paul lives here. Brendan Bouchard lives here.
Ty Lopez lives here. I mean, listen, everybody that I just mentions, they're just smart people.
And that's why they moved here.
And that's why they're living here.
And that's why they're not like moving to some, you know,
podunk place in Texas because the barbecue's great here.
No, they are living in a Caribbean paradise.
I mean, it wasn't exactly Murderer's Row, you just mentioned.
But I'll let that pass.
That wasn't, you know.
So.
True.
So you, okay, let's shift gears a little bit.
You make a bunch of money and you don't have to pay taxes on it.
fantastic. You get to do other things. Philanthropy, fantastic. What do you invest in?
So we like to kind of break down people's portfolios. Where do you kind of allocate capital to?
Yeah, so I do a lot of start investing. Is that? I do a lot of, no, I don't put personal investments on my website. That's just an income report, money that I make income wise for the from the business.
But I do a lot of like angel investing in companies. I'm part of a couple groups. I think you might know. You know what, Josh.
Benzoni, right, Sam?
No, I don't.
And Josh, okay.
Well, there's a couple of them that, you know, they have these like, Matt, well,
it's called $100 million masterminds, and they essentially get together Dan Fleischman,
Josh Benzoni, and there's one other person, I can't remember his name off top of my head.
And they essentially are vetting these potential angel investment deals.
And then they take into the entire round as part of it.
people that are in this mastermind.
Yeah.
And that's been really enjoyable to see because, you know, they're doing like all the legwork
with the legal and the financial and they bring the people to kind of pitch to us the deal.
And then, you know, there's hundreds of people in this mastermind.
So only a percentage of people are jumping in on each deal.
So angel investing is one thing that I do.
Another thing that I've been getting really big into is both cryptocurrencies and
NFTs going deep in there, you know, guts, a bunch of blue chips, like the board apes.
the world of women's and the cool cats and all those jazzes and, you know, just seeing where
that's going, just kind of having fun with that. And then on the investment side of things,
I stay away from physical, like investments as far as like not interested in owning actual
real estate. To me, like, anything that might cause me real work in the real world, I'm not as
interested in. But I do also hold a decent stake in both silver and gold as part of a
kind of an inflation hedge strategy.
No stocks.
Earlier you said that.
No stocks.
Zero.
I used to own a lot of stocks.
I used to be in corporate finance.
I owned zero stocks.
And what's your reason why?
Because all my money that would otherwise have gone into stocks is all into something
that I consider equal to stocks except a lot more high risk, high growth, which is the
cryptocurrency, the tokens, the coins that I invest in.
And, you know, I'm investing in mostly the quarter.
unquote blue chip cryptocurrency, like the top 25 coins for the most part. I have a couple maybe
in the 25 to 100 range and then maybe like three that are, you know, just complete degenerates,
but, you know, could 1 million X if everything falls into place. You said earlier that you've
had these, I think you said 5, 10, even 100x. When you were referring to 100x, was that some angel
investments and which one has been the biggest? So my biggest current investment, and this may or may not
work out, and again, when I said 100X, it was like, that's the reason why I'm investing in these,
because that's the overall hope, although the one I'm about to explain to you is, you know,
currently a fantastic, looking fantastic right now. It actually happened because down here in the
community, I invested in a SPAC, a special purpose acquisition company. And it's basically a blank
check company, and they ended up merging with Trump media. And so I actually have a lot of money that I
invested in the SPAC at $4 a share. That's the price of the SPAC. And as this is today, the actual
merger is, which I am locked into, by the way, for at least the next six to eight months. So who knows
if it's going to turn out to be anything, it could go away up from here, it could go way down
from here. But those share prices are currently sitting at like $88 per. And my cost basis is
six figures out of $4 cost basis. So that would be, you know, a massive multi, multi, you know,
eight figure return. Sam, you have you seen that one? The spec is called, I think it's DWAC. It's called
DWAC, Digital World Acquisition. It's pumping right now because they just launched truth social
yesterday.
Yeah.
Yeah, his new app
True Social.
So are you on
true social to support
your spec?
I'm a little nervous.
I don't want to spread
fud, but I mean like I literally
went on the Apple store,
downloaded the app,
entered in my email,
my phone number,
and said, we'll send you a code.
Never got the code.
Went back to the app
and I like forgot password.
Er.
Something else.
Err.
Something else.
Err.
And I can't even open the app
now.
And I'm like,
yikes.
This could end up being a,
a 5% return, but right now it's about a 500% return.
That's funny.
How hard, Sean, you're in the space.
Why can't he figure this out?
Like, because he's, I mean, he's obviously, Trump.
He's not the one running this, obviously.
But like, this is like the second or third time that the app, I think it's blog, too.
They both like screwed up.
How can they not figure this out?
How hard can this be to like get a 20% team to make this happen?
So a couple things.
One is I think that initially, the first kind of false start they had, I think it got leaked before it was ready.
Like the site was not ready.
Somebody came and squatted on Donald Trump's name because they were like, oh, look, I found their website.
Like, you know, I just made an account.
I took his name.
Like, so they weren't ready at that time for it.
So when people first saw it, they're like, what is this janky?
This is their big thing.
But it was like, no, that was like, you know, not meant to.
It seemed like it was not meant to be released.
It was that bad that it seemed like it was not meant to be released.
then when they do stuff like when you put when Trump put something in the store it gets like a crazy amount of traffic and it's very hard even when you think you've prepared for scale you the problem with preparing for scale is you plan for a lot of users so it's not like you didn't anticipate it but you just don't know where your system's going to break so it's like the example that that I've heard before is like imagine you have a bunch of pipes and you you're worried about a leak and so you could
either spend like, you know, 12 days just walking down each inch of the pipe looking for,
is it okay? But it's like a huge pipe system. So you don't, you're not really ever going to be
able to see it. Or the only real, real way to know is you turn the water on and you see where the,
where the leak is. And so like the problem with launching something when you're high profile is,
you turn the water on, but you turn it on at very high pressure at very high volume and you'll find
wherever your leak is. So for example, Coinbase, which is like a thousand plus person
engineering Silicon Valley blue chip company did their Super Bowl commercial.
And it was the QR code bouncing around on the screen.
And so many people scanned it and went to the site, their site crashed.
Now, you, again, you'd be like, dude, Coinbase.
You've been, you have a thousand plus engineers.
You've been going, you know this is the Super Bowl.
Why did this break?
And it's not because they underestimated it.
It's almost always because some part of it that you didn't expect to fall over,
falls over, but you can't really test it without massive scale. So that's my long-winded answer for you.
Yeah, and I've seen that happen, by the way, like in the NFT space. I mean, these people are at that
big of a scale, but, you know, they have discords of like 250,000 plus people, so they know there's
going to be massive traffic when the mint happens, but it never, ever not crashes. It crashes
every single time. Bots happen every single time. DDoS attacks happen every single time. DDoS attacks
happen every single time.
I mean, it's not like, oh, half, no, it's 100%.
It's crazy.
Did you guys see what happened with the Coinbase commercial?
So basically, what's the founder's name?
Brian Armstrong.
So Brian Armstrong does this like 10 tweet tweet storm where he said like, you know,
we bought the Super Bowl ad spot for X millions of dollars.
And we weren't really sure what we were going to do with it, but we knew we'd figure it out.
And we were sitting in a room sitting around a white.
whiteboard, coming up with ideas.
And you know what?
They all just seemed gimmicky.
None of them were really true to us.
And I thought that would be...
Not sitting around a whiteboard.
Not sitting around a boat.
It was we got pitched a bunch of ideas, but they all seemed like basically others came and pitched us
their ideas and they all sucked.
And they all sucked.
And we were just sitting around and they're like, guys, this isn't us.
These are all gimmicky.
We got to do something unique, something original.
And that's when someone came up with this brilliant idea just to do a QR code.
It was just a small thing that we were kicking around at first.
And we said, you know what?
That's brilliant. Let's do it. And this one woman replies, who's the CEO of the ad agency.
You missed the key part, which he says something in his, so he's doing a victory lap, basically.
He's like, ah, it started with the best thing. It's like the people always ask me about my skincare routine.
So I'm going to do a breakdown. It's like people been wondering about the backstory behind the Super Bowl commercial that was super successful. So let me just go ahead and tell you.
And we're just fine. Take your victory lap. That's cool. I like that. And but he, you know, he was doing the thing. And then he was like, you know, this.
wasn't going to win awards at ad week.
It's not something some fancy ad agency would do, but it was like, it was just scrappy,
creative, and it was just us.
Basically, that was his message.
So he specifically was like, no agency would have ever, like, you know, come up with
this like stupidly simple thing.
It's like black screen with a bouncing QR code with flashing music.
And he's like, you know, that wasn't going to win any fancy, you know, like aristocrat awards,
but it worked.
And that's all that matters, right?
So that was the key setup where he kind of built his own, you know, trap.
And then the woman who is the CEO of the marketing firm, she goes, actually, Brian, we came up with this idea.
And you could see it in paragraph three, page 14 of the plan that we pitched to you, along with page 49 paragraph 5.
It says, and she like highlighted like where you could see that she came up with the idea.
And it was a, I like this guy, Brian.
It was a wonderful dunk on him, though.
That was not a good luck.
Yeah.
I think the commercial was great.
Coimbax is great.
He's great.
But that's all right.
Sometimes you get smacked down.
I've been slapped around many times.
What do you think I've been doing to Sam the whole episode?
Now and then, he needs to get slapped down a little bit.
Come on.
And then he tried to walk it back, but he like, he barely walked it back.
He was like, he said, this is where I was like, ah, you know, you messed up.
Like, I totally liked the victory lap.
No problem.
I believe that he didn't know and didn't realize that it was an agency that had given them the idea.
So, you know, because otherwise, why would he say that?
It's pretty stupid to say it if he knew.
So I give him the sort of pass on all that.
But in his, like, apology, he was sort of like, he gave only, like, a centimeter of an apology.
He was like, I don't know, we could pull up the exact thing.
But he said something along the lines of, you know, I didn't realize it was an external.
Like, he's like, first he said, it wasn't an ad agency.
It was a creative marketing firm that helped us.
And is there like splitting hairs, like as if that mattered.
And then the second thing was like, the teams worked so well together.
I didn't even realize it was another company.
It's like the synergy was so strong.
Yeah, strike to exactly.
Brian.
John, I've got a question for you.
So you mentioned guys like Ty Lopez.
And I, because you've been in the game for a bit,
you're not necessarily in this world
but I think that you know a lot of these guys who are
in this world who are like the
Thai Lopez what's the
what's the other guy
Grant Cardone and then there's like
Abraham what's his what's Abraham's he
writes those good books Jay Abraham's
Jay Abraham yeah he writes some really good books that I've read
and I dig him of those folks
that I mentioned and other people
who are in that world
one thing that I've always thought about these guys is
I'm like well they definitely are crush
it as like quote internet marketers
So I'm kind of like negatively stereotyping them as this like other group.
But there's no way that they're like worth hundreds of millions or billions of dollars like the real, you know, startup guys who could sell a company for half a billion or billion dollars.
Is that of those folks, do some of them actually truly just knock it out the park and crush it in terms of building really big profitable companies?
I literally have no idea.
I have no idea.
I do wonder why some of them stay so high profile.
keep working so hard if they have. That's kind of a question that I've always had. I'm just like,
well, you know, there's a million things you can do, but you keep doing this thing. So, you know,
but I, I just don't know. I see. So one thing that Grant, like, I don't know who Grant, I don't know
Grant Cardone, but Sean, you know who he is, right? Yeah. Yeah, I'm very familiar, I would say.
So he, uh, I think he has like over a billion dollars in assets under management in terms of multifamily.
And for years, I was like, this guy's full of it.
But if you look closely, he writes, he has this jet, this fancy jet.
And if you look really closely, the seats of the headrest, the headrests on the seats are embedded, like, embroidered with his name, you know, G.C.
And I was like, oh, this has to be legit.
How I'm like, this guy, I mean, I don't think he's lying.
He's got like a $50 million jet with his name embroidered on the headrest.
This isn't a rental.
Yeah.
And I actually have a question for you then because you know this world better than I do
than what I'm about to inquire you about, which, you know, you said you have a guy that can
sell a company for half a billion dollars in the Silicon startup world. In my impression,
I'm just like, that person's probably sold like 99% of their equity to venture vultures
years and years and years ago. So when they're getting out, I mean, are they really sitting
on half a billion dollars, I mean, or a percentage of that?
No, I would imagine in most cases, Sean would know even better than I. I would imagine
in most cases that you see these massive close to a billion exit, I would imagine the founder
owns between 10 and 20 percent, maybe.
Still a lot of money.
Famously, the low number is like 4%.
Obviously there's outliers, but like I remember when Box.com went public, it was like, wait,
the CEO only owned, it was either Dropbox or Box.
I don't remember which one.
I think it's Box.
And he owned 4% of his company at that point.
But, you know, there's other, you know, cases where they own 20, 25%.
You know, I know several people.
that own 70% at the billion dollar sales.
So obviously there's a range.
I would say your estimate of like sort of 15 to 20%, 10 to 20% to 20% is probably the correct
range.
Like I think you can go look at like when Twitter went public.
Because you have to think first multiple co-founder.
So you take 100% divided by either 50, now you own 50 or 30.
And then you're going to take multiple rounds of dilution.
And so you can basically as a rule of thumb assume like 50% dilution is like a pretty
standard number by the time you get to an exit.
So if you owned 33% because you had two co-founders, well, now you're down to half of that, right?
And so you end up in that range that we talked about 10 or 20%.
Typically you have an employee pool that's 10 to 15% as well.
Well, yeah, I'm saying all in.
All in your dilution ends up at that.
But then, you know, the crazy thing is usually the story doesn't end there.
So you either get acquired by like Facebook and then guess what?
Facebook stock runs up over the next 10 years also.
Or you go public and it's like, yeah, what box went public at is.
you know, not the same boat boxes today.
So you still own those shares free and clear.
You've vested them.
And so you can go do whatever you want with your life.
And, you know, you can still appreciate.
Hopefully you moved to Puerto Rico so all those capital gains can be fray.
Very few do, which is kind of surprising.
Like, when I hear about the Puerto Rico thing, I'm honestly like, what am I doing?
Yeah.
And not just because you were, I think the same thing.
You were very convincing.
But really, like, it's very...
Did you exit Blab?
What's that?
Did you exit Blab?
Did you exit Blab?
The pivot we did of Blab.
is the one that sold.
Okay.
How much did you order that pivot when you sold it?
I owned 20%, but we sold it not for stock in the company.
So we basically sold the assets and the code, the team, all that stuff as like a bundle
deal, but they didn't buy the actual shell and shares.
And so we negotiated a like custom deal basically upon sale.
So I ended up with a different number than the 20% that I owned.
And same thing for my team.
Like if I just made sure everybody got to win, the investor got to win.
everybody got enough of a win. We tried to divvy it up that way.
Now, when you look at a company like Riverside that like we're on here today, like,
are you looking at this company saying, oh, I know what's going on behind the scenes because I did a similar type company?
Or do you consider like Blab completely different than a Riverside?
Well, that was different because Riverside did what we refused to do. They were like, we're going to just be a tool.
We're going to charge $999 or 1999 a month. And we're going to be a niche tool for podcasters.
Whereas with Blab, like you remember there was an audience when you were live talking like,
like this. So there was like, yeah, the goal was to be more like what clubhouse became or what like,
you know, a lot of the live streaming products became where it's like, we were trying to build
like the next Twitter. And it was like, go big or go home was like the kind of mentality for that.
We had a bunch of like, like Cisco and Oracle were using it. And they were like, hey, you should
just make this for enterprise because this is way better than Citrix. And we were like, yeah,
but the problem with that is then I want to kill myself. So what do you, what solution do you have
for that? And they were like, what do you, why did you say those words? And I'm like,
because I don't want to talk to you anymore.
So, you know, Riverside did a different thing.
So even though the grid looks the same and it's kind of a similar technology,
they went down a path that said,
can we get a few million dollars a year of recurring revenue through a subscription?
And so, you know, it's just a different game.
And, John, I think, I don't know, maybe, Sean, what do you,
I think that in order to get like your first substantial win,
I think it is far, the likelihood is best.
better that you're going to make more money bootstrapping a company and selling for 10%, 20%,
30% of what these huge startups sell for and try to own 50, 60, 70, 80, 90, 100% of the company.
Yeah, definitely.
The probability is higher.
I mean, it's like a risk reward thing, right?
So, you know, it's less risky, but the reward is lower overall.
But unlike, here's the shitty part, John, is like for me,
and I bet you too, Sean, I was paying myself.
Our company would make seven figures and profit, really good profit.
I paid myself 20,000, 20,000, 80,000.
And then the highest was like mid six figures, but lower, I don't remember,
three, 400,000.
And that was like the last year.
But whereas you were paid yourself a lot more.
And so.
I just keep all the money I make.
Like I live in Puerto Rico.
I have three virtual assistants.
And I just keep 80.
to 90% of every dollar comes in my door after tax.
A lot of startup folks like me and Sean, I, the only income we have, like, I have a friend
that raised $35 million and the startup went south after eight fucking years, which is crazy
because that sucks.
He just wasted eight years.
And the only wealth that he made was basically his $150,000 to $200,000 salary.
Like, that was his only, that's all he was left with.
And he was killing himself for eight years on that.
Yeah.
Killing himself.
It's really, it's not sad because, like, it's cool.
that we get to take these chances, but it's this, man, it's a miss. It's a really big miss.
So Sam, have you seen his income reports? So you're making $180,000, I think, on podcast sponsorships.
Yeah, per month for the win. What are we doing? What the hell's wrong with us, Sam?
John, listen, here's the numbers. So this podcast, I'll give you December's numbers because that's what I remember.
we are at I think these are ballpark numbers 500,000 in YouTube visits or like YouTube video
views a month and then roughly 1.3 to 1.4 in podcast downloads. According to Charitable,
that puts us as number nine. I don't know if that's true, but whatever. What could this
podcast make independent? Independently? Because your number is an independent number, right? Or your
numbers now the hot. Do you put your like HubSpot deal right here in public? Well, my HubSpot
quote unquote deal is that they're sponsoring 50% of my episodes. So you can pretty much deduce from
whatever it makes sponsorship wise that half of that's come from HubSpot. Right. Okay, great.
Perfect. I need to go renegotiate. Actually, I don't even know that maybe that is about the same.
Well, it depends how many downloads you get, right? As we started the pod, you're not on those charts.
So what's going on? What are your monthly downloads? Yeah. So I'll pull up my downloads from last
a month. And this will be podcast downloads only because we don't aggregate everything else because
they're a fraction of what you're talking about anyways. But so for the month of January, we did
2.968 million. So just under three million listens for just the podcast. And you do,
how many episodes do you do like in a week? We do 30 episodes a month. Okay. So you do way more,
way more episode volume than we do.
We do eight a month.
All right, Sam.
Strap it up, baby, every day.
We talk about, you know, hair and workouts.
And that, by the way, is kind of one of the secret sauces for my sponsor
revenue all these years is like when they came to me back in 2013,
there was a company called the Midrull and they said, hey, we're coming to you to
first to sponsor for business podcasts because they were only doing comedy podcasts before
that.
They go, and we're coming to you because you do 30 episodes a month.
That is 60 potential sponsorship slots because you can have two pre-rolls, two mid-rolls, and two post-rolls.
And even now I actually add a third mid-roll.
So now I have two pre-rolls.
Some episodes, I have three mid-rolls and then two post-rolls.
So they're like, you're giving us like 60 to 75 sponsorship slots per month, whereas a weekly show, we're only getting 8.
And so, you know, we can bring you an episode, we can bring you a sponsor for 200 bucks a month.
800 bucks may not be exciting for, you know, somebody, but, or 200 bucks an episode.
800 bucks might be interesting for somebody doing a weekly show, but, you know, $200 times 30.
All of a sudden, that starts becoming a little more exciting money, especially for me who was just starting out.
So I think I made $12,000 the first month.
I was, I did a sponsorship, and all of that was because it was 30 episodes.
So the quantity was huge.
So what could this podcast earn?
My MFF.
So let's just round down.
Let's say a million.
So a million would be what?
The easy way is just what do you charge?
Do you charge a CPM?
Like a fixed CPM across all those?
What's your CPM?
We charge between a 25 on the low if it's a longer term sponsorship.
Yep.
To for the short, for the short sponsors, people like, oh, we want to test a month.
Right.
That's going to be $35.
CPM.
All right, Sean, I think we're in, we're all in the range.
She just does way more volume because he's, you know, in Puerto Rico.
He just goes, he's sitting at the pool, comes back inside.
Dude, the most important thing to remember, I'm keeping all this money.
I mean, believe me, because I remember guys, I remember when I would make, I would do these
webinars all the time in San Diego and I was pushed in podcasters paradise and we'd make
$30,000, $40,000 on a webinar.
And I'd be like, excited, but at the same time, I'd be like, oh, that's,
That's $20,000 in taxes right there.
Like, it was literally, like,
quelching my entrepreneurial soul.
And I knew I had to leave, man.
I knew I had to start keeping all the money that I made.
Is there part...
Are you going to have...
Yeah.
Yeah, we're actually getting married April 23rd
right here in Palmas, Del Mar, Puerto Rico,
my community, because it's that awesome.
Thank you.
And then, uh, goalie's getting yanked.
So, uh, we'll see.
I mean, I'm 42 years old, man.
I'm no spring chicken. I may not, I may not have been able to have kids for 10 years now. Who knows? I mean, that would explain a lot, to be honest with you.
And you want to raise your kids there?
100%.
Oh my God.
I wouldn't want it anywhere.
The families that move here, like, it's unbelievable to see what happens with their kids.
They just like transform.
Now they're all like cruising around in the community on golf carts.
It's a huge community, by the way.
There's 3,500 homes in my gated community.
So there's 17 restaurants, 2 18-hole golf courses, 20 tennis courts, 10 pickleball courts,
a beach club, a fitness club.
and a K through 12 Academy called Palmas Academy
right here in the community.
And it's just like this one all-inclusive.
It's kind of like the Truman Show.
You know, remember he was stuck in that bubble?
I'm stuck in a bubble.
Is this where Peter Schiff lives?
What?
Is this where Peter Schiff lives?
No, he lives in Dorado.
That's where all the rich snobs live
that don't want to view the ocean.
Because Dorado's flat as a pancake.
So nobody except the people
that live right on the ocean.
which is just a condo complex, has a view of the ocean.
Whereas in Palmas Del Mar, as you can see here, which is where I live,
we live up on these hills and everybody's got these epic, epic,
panoramic mountain Caribbean island view that's just to die for.
And like if you get sick, you know,
you have to like go to the local butcher for like surgery or there's like a hospital?
I'm not going to lie.
You want to start talking cons.
there's cons to everything in life.
So, yeah, give us the cons.
There's not great hospitals in Puerto Rico.
I will give an asterisk where Peter Schiff lives, which is Dorado, they just opened up a
state-of-the-yard John Hopkins Hospital, which is epic.
But unfortunately, for us, it's like an hour and a half away.
I'm actually a military veteran.
I did eight years as an officer in the Army, so there's actually a lot of amazing veterans' hospitals
in Puerto Rico, because there are three and a half million people here.
and a lot of them are veterans because it's like one of the best ways to like get off the island if you're in poverty.
So a lot of people do that.
So we have a really state of the art veterans hospital, which covers me.
But for your average person coming down here, it's not the most ideal thing in the world by a long shot.
Like what most families do is you get, there's a lot of doctors that live in our community and they offer their services for a monthly rate.
And so like Kate, she pays a thousand bucks a year.
wait, $1,100 a year, and she has full-time access 24-7 to a doctor who will, you know,
like write her prescriptions or if anything happens to her physically, he'll actually, like,
take her to which he thinks is the best hospital for that injury or that illness and, like,
do all the translations and get her to the right place because he has all the connections and
all that jazz.
Because, again, another con is there's a language barrier.
Most Puerto Ricans do not speak English.
where we live in our community, everybody speaks English here.
So it's, which is good and bad.
It's bad because it doesn't force us to learn Spanish.
So I lived here for six years.
I don't speak a word of Spanish.
It's just the reality.
But you go outside of our community and you're like amongst, you know, the Bariquas,
which is the name for a native Puerto Rican, they don't speak English.
Like, no abla English.
Has there been any businesses mentioned on your podcast?
podcasts where you start this right now or maybe not you don't want to but you're like oh man
blank should go start this right now this is an interesting opportunity is there anything in
your head right now that uh that sticks out as as a brilliant opportunity that you've discovered
on your podcast um i really did just interview an interesting couple the other day and they had a
you know one of those very romantic stories where um she stood him up for a date but she felt bad
And so she ended up baking him cookies and then delivering him cookies.
This is like 20 years ago.
And the guy was like, well, you can get pizza delivered, but why can't you get cookies delivered?
And they literally started up this homemade chocolate chip cookie delivery service company that's now like a billion dollar company.
They're sending me a bunch, by the way, right now, which I'm kind of excited about.
And I was like, that's just kind of the cool ideas that I love to hear about.
It's like these ideas you're just like, they happen because.
of a reason you're like light bulb. I would never want to go do any of those things because I
personally believe for me I have the perfect business where I work six days per month.
I do 30 interviews with amazing people, Sam included. And then I get to release these episodes
to the world. I make plenty of money. And, you know, life is good. I get to chillax by the
pool 20, 25 days a month. I'm literally leaving Sunday.
for eight days in Chamonie, France.
That's my bachelor party, so I'm skiing up in Chamonie,
which is up in the French Alps.
And then I'm spending three days in Geneva by myself.
Then I'm flying to Rome.
I'm taking a train up to this town called Orvieto,
and I'm doing a 10-day self-guided walking tour,
about 15 to 20 miles any given day,
walking back into Rome from middle of Italy,
along the Canterbury Pilgrimage Trail.
Then I'm flying to Istanbul.
I'm going to be in Istanbul for 10 days by myself, just doing my thing there.
And then I fly back to Puerto Rico, which is like vacation away from vacation.
And that's my life.
And didn't you just, listen to this, Sean, didn't you, Jen just like do like a five or seven day fast or something crazy?
So in 2021, I decided I was going to get into the healthiest state optimal health and wellness of my life.
and, you know, like most of us, we've kind of kept it together over the years.
But I was like, I can't get like below this floor of like 100.
For me, I'm 510.
So it was like 170 pounds.
I just couldn't get quite below that.
So I read this book, which was a game changer for me, called The Pleasure Trap.
Game changer.
Changed my entire wiring in my mind around food and health and wellness in general.
Went to this guy's clinic in Santa Rosa, California for 17.
days, did a 10-day water-only fast with a seven-day refeeding cycle afterwards. Came back was from
170, got down to 150, dropped to 22 pounds, actually, because I was 172 weighed in, got down to
150 when I got back, and then, you know, put myself back up to where I actually wanted to be,
which was like 160. And I had such a good experience with that that over the course of the remainder of
2021, I did two more five-day water fasts, which I had a good experience with as well. I just did it
here in my house in Puerto Rico. Sam, have you ever done a water fast or a juice cleanse or anything
like that? Just for like 24 hours. I've never done. I'll do 24 hours every 10 days or so,
just because it feels nice sometimes. But I've never done like that long. What does it feel like to go that
long. It's tough. And it's day two and day three, your body runs out of glycogen and glucose completely. So you go
from sugar burning and you flip into ketosis. So now you're really keto adapted and you're just
burning fat. And that like metamorphosis is a tough transition. So you feel like crap. You have like
low energy. You're hungry. You're cranky. But then once you kind of wake up on day four,
after getting through days two and three, which are tough, you kind of have this like clarity
moment of like, la.
And then days four through 10 for me, which was interesting, no hunger, zero hunger, hunger.
Hunger was gone.
And then I just kind of went like up and down energy, no energy, energy.
Like I'd go for a walk and I'd be like I'm much more tired than I would normally be on
this walk.
No lifting, no heavy exercises.
But I worked the whole time and was fine the whole time.
You know, got a lot of...
One thing you realized, by the way, during a water fast, how much time food takes.
Thinking about it, getting it, preparing it, cooking it, cleaning up after yourself.
Like, it's necessary, by the way, because you're like, I have way too much time right now.
And you're just like, you're like, what do I do with all this time?
That's what I was going to say.
Like, it'd be kind of bored.
I feel like most of my life is just preparing for the next meal.
Yes.
And by the way, when you do a long-term fast, you realize that that's exactly what your life is.
Yeah, it's not even a joke.
Like, that's exactly what your life is.
And the life of everybody around you, they're planning, whether consciously or subconsciously,
what they're doing for breakfast tomorrow.
Okay, I got to run to the store because we're having these people over or this or that
or like this movie night, we need popcorn.
It's like all people think about.
And you realize every advertisement in the world seems to just lead back to some kind of food consumption
and you're just like, wow, this is a crazy world.
Which is great, I think.
It's great.
Eating is, like, we had a guy, we had a guy who lived on Soylent for 30 days, and we
wrote about it.
And he was like, I feel fine.
He goes, I'm just so lonely because the most fun I have is when I'm eating with
friends.
And, like, I'm traveling.
You're going to travel soon, John.
Like, the most fun that you can have is, like, just going to a bar, going to a restaurant,
and meeting people, talking to the waitress and experiencing.
the culture via the food. So when I'm down, after this, I want you to send me the place that
you did the 10 day thing at because I totally would, I want to do it. But I think it's a thing for me.
I took three classes a day. Like morning, afternoon lunch, you take classes. They have chiropractors
there, massage people there. Like, you're learning everything. There's all, there's tons of
food there, by the way, too, because people are always refeating. So you're always seeing people eating
as well. It's a very social place. But it is, man. It can be, if not done right.
It can be very lonely.
Is it like a hotel?
Was it like a hotel?
Yeah.
And what was the cost?
So cheap.
200 bucks in nights.
And it's like,
yeah,
it's so cheap.
So reasonable.
But for us with taxes,
it's like $400, Sam.
Right.
That's true.
You guys have to make 400 to spend 200.
So I get that for sure.
But one other thing I'll mention about this.
And then actually I got to jump to my next interview.
But it's,
it was the mental bandwidth that a lot of people don't think about too because unfortunately
your brain knows it needs to eat to survive and so it's just like you have this little record in
your head that like it just says go get food you're like well no I'm fasting but then 20 seconds
later go get food you're like but no I'm fasting go and you just can't stop it and so I remember
after I first took like my had my first meal I was just like
like, oh my God, the voice stopped because it was like no longer just telling me to go get food.
So that was the weird thing about that I was not expecting was the mental drain.
Damn, dude.
Sean, do you want to do this?
You guys should do it.
I got kids.
So I'm like, I'm going to have to do it at home.
You know, like I'm not going to be able to leave for 17 days.
All I can say is, listen, after it happens, I went to a conference in Orlando, Florida.
And no, it was, was in Orlando?
Yeah.
Because we went to like...
I thought I was with you.
I thought I was with you.
Yeah.
So that event, by the way, when you saw me, I went out with a couple buddies that night to like the down to the planet Hollywood place.
So it's like a real deal, you know, bars.
So they were actually carting people to get in.
My three buddies who were 35, 32, and 27, I'm 42.
They all just walked in.
The bartender literally was like, dude, come on.
Like laughing at me that I was going to try to go into the bar without giving him my ID.
Again, like right now, I've got a gray beer and all this stuff, but I was clean shaven.
I was super thin.
I was like no inflammation in my face, like thin.
And that guy literally did not think I was 21 years old.
And I was just like, wow, that's a testament to fasting because I'm definitely over 21 years
old.
But anyways, guys, I got to get going.
Anything else you want to talk about before me?
This is cool, man.
Thanks for coming on.
I enjoy chatting with both you.
All right.
Would you do the 10-day fast?
I'd probably start with something lighter.
I've never fasted at all or done a juice cleanse or a detox or anything.
So I'd start with something smaller.
But yeah, like if that felt good, I would go on to the next one.
Would you move to Puerto Rico just for taxes?
Dude, I sure as I'll want to after listening to that.
I'm like, wait a minute.
I'm sort of thinking, how do I time this with the sale of a company that I own?
So I'm like, okay, when would I move such that I pay no capital gains for that company's exit?
I think that makes a lot of sense versus moving there like perpetually.
But I would definitely just go visit and just see what's life like.
I know I lived in like Indonesia and China and a bunch of different places.
And I saw like, yeah, your quality of life can go way, way up when you have like,
we had a chef and a live and maid and a driver and a mansion and like all these things for
less than I have my like, you know, San Francisco two bedroom apartment.
So like I get it.
But I also saw the cons, which were like, you know, you're away from American.
You don't, you know, your friends are like kind of just like this select group of other people who made this this leap.
Your health care is not very good. And there was other other issues with it. But I'm kind of down. You know, I think it's
But your wife do it. She would not want to do it. That's the main. That's the main reason I wouldn't do it. She, you know, we have our family here. So it's like at the end of my life, am I going to be like, thank God I saved that money on taxes or like, thank God. I was with my, you know, I was hanging out with my family all those random weekends that we were doing so. And for me, that. And for me,
that matters. But I think I could sort of convince my family to go to at some point. So I think
there's a, we would move as a tribe. Either we all move or nobody moves is kind of like our
mentality. Ben knows. I'm like the dream is if you can pull it off with a compound.
Yeah. Exactly. Like 15 families or whatever, you're your closest friends of family and all
get them to move with you. And then nobody has to wear clothes and everybody could just like be
nude all the time. It's, that's the dream. That's the Mormon way. A small colony.
Yeah, you Mormons know about that.
You have big dating circles.
I don't know where the nudist angle came from with Mormons,
but the rest, I guess, applies.
Yeah, I'm just mixing two different groups together there.
Best of both.
I think I don't, I'm not sure if I would do it.
I'll go check it out.
But what I will commit right now is I'll, before the end of the year,
I'll do a five day, at least a five day.
I'll go to his, I'm going to go to his place.
I think that'd be fun.
I think, remember, I told you, if I was going to start,
like I joke I said I'm going to start this thing called hostage or we just steal you for 10 days and you just lose weight
we just don't feed you you just don't need all are guaranteed yeah results guaranteed it's just math
I think I think I think that's I'll put myself through hostage I think I'll do it you consider going to
a fasting like retreat I know someone who did that yeah I think that's the only way I could do I think
that's the only way I could do it you can do it like just at home you'd have to go to a retreat you think
I think so what I love the one of the reasons why I like I like spending half the year in New York half the year in Austin I like to travel a lot is when you travel and break your frame you get out or when you when you move to a different when you're in physically a different location you also become a different in a different frame mental frame and I so I think that it's really important to do that so like it's called and this is like for example let's just say that I took you
to a Costco aisle 7 and I go, Ben, sit down.
You see this Picasso.
Isn't this lovely?
You should buy this for $10 million.
You're not in like the right frame to buy this like expensive thing.
But let's say I took you to this like museum and I set you down this red velvet seat,
beautiful lights.
Did you say like in the first one?
Yeah.
I'm saying like you had like a different, a different physical location put you in the right frame to do something.
And like you're not going to like if I'm in Costco, I'm not going to buy something for tens of thousands of dollars.
But if I'm in like this beautiful place that I'm more likely to go do something, it's the same way with different fitness stuff.
Or, you know, like, like someone says they're going to meditate for like an hour a day.
I'm like, dude, I can't do that at my house.
Like it just, I'm just not in that.
I'd rather go on my phone.
But if I'm in like physically a different place, I think I'm more likely to do it.
So I'd rather just sacrifice and do it.
You just said a couple things that are so true.
One, just changing your location will just break your pattern of thinking, which is super important.
I just realized when you said that, how true that is and how guilty I am of that right now,
because I have this, like, great rhythm going.
But I'm in the same place all the time.
Like when I went to the farming conference, that was my pattern break.
And guess what?
That's where we, like, conceived and launched the milk road.
And now it's doing great.
And it's like, like, dude, would I have done that?
Would I have really mustard up the energy, been able to pitch it properly, been able to, like, formulate the exact idea had I not just like changed my frame?
It's like that conference was really nothing about, you know, it was a different kind of milk that I was thinking about, basically.
at the farming conference.
So just shifting your mentality, breaking your mental pattern is so true.
That's what's true.
The other thing is like, if you think about the fasting, what are you really doing?
Are you really doing it because you're going to lose weight for 10 days?
Well, you're just going to put it back on most likely.
Right.
It's like you're doing it for the experience.
Like if I was going to do it, I would do it because I want a unique experience.
And I like questioning the things that are not questioned in my life.
Like the things that society has just conditioned me to do and believe are necessary.
I like having that red pill moment where it's like, oh, do you really think you need to eat three meals a day?
Why three?
Why not four?
Why not five?
Why at these times?
Maybe you don't need to eat at all.
Have you ever tried that?
It's like, no, I just follow the instructions in the manual of life.
And I just did it.
So it's like, I like the questioning of life exercises and want that experience.
So like I would do it at home just because I wouldn't want to leave my kids for like 17 days.
you know, just to do something kind of just for myself right now because they're really little.
But that's what I would want out of it.
It's the unique experience of being in that place, changing your mental frame, and then
doing it intensely rather than with low intensity.
Like at home, I could do it with sort of like low intensity, whereas if I'm there,
I'm committed at a different level of intensity.
How's the milk road going?
What are you at?
It's amazing.
I don't want to say.
You know what I always say, I always talk about it when it's a, when I want your help to make
it work like when I want the audience to help me make it work and then once it starts working I shut
the fuck up it's at the shut the fuck up stage so I will slack you I will slack you privately and tell
you how it's going but but you're getting energy from it yeah it's it's a lot of fun and it's like
the business just like the business just worked straight off the bat which is wonderful because we
didn't have to like wander around and search and who knows maybe like we'll add some things later
but like the core of it is working people like it I like it and it's creating
the reasons I had for doing it
are all happening. So I'm like, okay,
well, that's exactly what I would want.
Can you see yourself producing or writing
for 350 days for the next two years?
Ben takes the load on the writing.
So he writes the draft every day,
and then I edit the draft every night at like,
once, like my kids sleep super late.
So they fall asleep eventually at like 10 or 11 p.m.
And then I'll edit it for 30 minutes to an hour at night.
And so so far that's working now.
Ben, I'm sure at some point, you know, wants a vacation or catches the flu or whatever.
And, you know, like, we haven't like accounted.
There's like no redundancy.
It's like, we do it tonight or else.
And so, like, let me ask you this for the hustle.
Did you ever miss an addition?
No, never.
I don't, I don't think, I think, um, uh, there was a couple times where there was like a terrorist event or something like that.
Like, remember when the cops that, well, remember when the Dallas cops got shot.
like or like you didn't want to say it because it was like a bad in bad taste or something well we had to like
delete like uh i think that there was like when there was fires in napa or i forget exactly what
happened but there's been like these like crazy events like when trump won like where it was like
everyone's focused on that we had to like scrap our plans and kind of throw something half
ass together but we almost all we i don't think not once did we ever miss anything but sometimes
it felt like we phoned it in yeah yeah yeah
But you didn't, you know, the button, it's like in the button in the hatch and lost.
It's like you have to hit the button every whatever.
What is it like every eight minutes or one hour and eight six minutes or something?
They had to hit that button.
That's how it feels running the milk road business.
It's like the email has to go out every morning.
And for the life of this company, it cannot miss a day.
And I know that's the level of intensity you had with it.
I know me.
I skip all the time.
Like I have five tweet Tuesday.
It's been sent on Wednesday.
I think like five times this year.
ready. So it's like five times the last year. And so, you know, I'm the type that like,
I don't really do good with like adhering to schedules and stuff like that. But it seems
very necessary for this business as a like standard to hold. Yes. The only thing that we would do
and I think you should do is we would be really liberal with the holidays. So for example, if there's
like a holiday of like, should we celebrate this? Should we not celebrate it? We typically defaulted
to celebrate it. And we'll run like we would have.
have backups that we would run, but that particular day would be different. So, for example,
on President's Day, that would just be like a redo of like something old that we've done.
And so we would take advantage of holidays, but that's pretty much it. But also we sent on Sunday,
too. So it was six days a week. Yeah. So we do, we do five. And then the other thing, so the business
is working and the feedback, like I read the feedback every morning on like everybody who responds
to the thing. It's a big thing, right? Very addictive. But also very like, you know,
feedback can hurt.
You know,
like you think you did good
and people are like,
you're a dumbass because you got this number wrong,
this word wrong,
or I disagree with you.
And so it's like such a awesome thing to feel every day
is an actual feedback loop of your work.
I can even think about it.
Like, you know,
most people in most jobs get almost no feedback on a daily basis.
And even this podcast,
it gets a very little feedback, right?
We record it.
It comes out.
like, I don't know, four or five days later, I don't, I don't ever listen to it.
If people like it or dislike it, like, you know, I'll get a few compliments, but I don't get
the negative stuff typically, uh, you know, we don't really get a feedback.
We see a number and a number is very impersonal versus with this.
It's like I get daily feedback every single day on something I created and tried to make good.
And that's like a pretty awesome thing that's going on.
Um, and the other thing that was cool was Chris Dixon, the partner at A6, at Indreason Horowitz,
who runs their crypto thing, like they're whatever.
billion dollar crypto fund or whatever.
He tweeted out something that was like,
what's the coolest thing in Web 3 that's going on right now?
And we literally, I think got like, I don't know,
50 to 100 mentions of people just organically just going to Chris and saying,
Milk Road, best thing I'm subscribed to for crypto.
Milk Road has got to be the best, my favorite thing crypto right now.
So that's when I was like, look, Ben, that's working.
Like, that's what working feels like because we didn't ask them to go leave a review.
Like we didn't even know.
We started getting tagged in this.
And so the example I'll give of that is my family was hanging out at the end of the year.
We were kind of like, oh, what are you most grateful for this year?
Kind of like, I don't know, you probably had a similar conversation like, oh, what was the best thing of the year,
worst thing of the year, whatever.
Kind of had our own little over lunch, just conversation about that.
And four of us all said that we started training with my trainer, JA.
And so it's like, yeah, training with John was the best thing I did this year.
It was the best part of my year or was the best thing I did this year.
I went back and told him, I go, dude, that's kind of crazy.
Like on one hand, it's like, I'm a personal trainer.
There's plenty of those.
Yeah, I make this amount of money.
It's not like, oh, I'm this billionaire, blah, blah, blah.
I was like, but four people, you know, that I know said that you were the best thing that
happened to them in the year.
Like that is the one of like the highest compliments you can get.
And it just sort of changed my thinking of like what does like high impact or what
does winning even look like?
Because I hadn't really considered that that could even be a part of it.
Dude, there's a reason why all these rich people buy media companies.
You know, one of the first Facebook employees bought, I think, the New Republic, which was a famous newspaper.
Jeff Bezos, Washington Post.
What did a Salesforce guy bought something?
I think Time.
An Indonesian billionaire, I think Indonesian bought a fortune.
A Chinese guy is buying Forbes.
Wall Street Journal is, I mean, Ruff.
Rupert Murdoch is obsessed with the shit,
even though he doesn't have to do it anymore.
It, it, it, it sucks that,
so media can be lucrative,
but the likelihood that it will, like,
the likelihood, Fox is the biggest probably media company
in the world and it's not, it's probably,
I actually don't wanna know what its market cap is,
but it's not bigger than like a Salesforce or so,
or I bet you like, like HubSpot will likely be bigger
and HubSpot is bigger than the value that of the company.
Right, from,
and that sucks.
And that's like at my heart, that kills me.
I'm like, fuck, the thing that I love is not the most lucrative.
And that can kind of suck sometimes because what did you say earlier?
You said it's a nine out of ten hustle, but a two out of ten opportunity.
Media requires a nine out of ten hustle.
I would say it's a five out of ten.
Maybe it's a six out of, I would say it's a five out of ten opportunity.
And that kind of blows.
Totally.
If this wasn't, basically my test was like, I think this is pretty much.
it's like a bad business opportunity, just in general, like of all the business opportunities
in front of me right now, this is on the end of the worst ones, but I still want to do it.
That means it's like a signal I should really go do that thing.
Because like if my, my emotion is actually even trumping the on paper logic, that means it's
actually what I want to go do.
And I'm not doing it external outcome.
But then in this one, the other thing that like bumped it was I think crypto has more
higher opportunity score than if I had done media in like, let's say sports or.
some other thing I'm interested in.
Obviously.
It's the business of money, right?
And it's like where a lot of the action is right now.
So you know, like, you know the Motley Fool makes like five or six,
seven hundred million dollars a year.
I'll give you an example of this.
We were just talking about it.
We did e-commerce last year.
I think e-commerce is also like level 10 hustle, level five or six opportunity,
maybe level six opportunity, level seven max.
And, but I was, I was telling us, I was chat with Ben yesterday.
And I was like, you know,
what's the one of the best startup investments in our portfolio right now is this company called triple whale
that is like a e-commerce like kind of like analytics company and we were i saw it i was like oh i want this
for our brand and then we started using it i was like oh this is a great product i should try to invest in
this i was one of the first investors in it so i got in at a very low valuation and it's raising now like a
very high valuation and so that investment alone is like a you know 30x plus multiple already um and
it's still pretty early in its lifespan.
If that keeps going, like that, that could end up being a sort of like, you know,
100x, 200x return.
I was like, we might make more money off that than the actual DTC business.
We definitely are going to make more money off.
Right now, that investment is going to make more in my pocket than my brand would spit off
and, you know, owner profits, you know, last year or something like that.
And, you know, that decision to invest in that took five seconds.
I wrote a check.
Never did any work.
You don't do any work, yeah.
I also wouldn't have ever invest in that had I not been doing this.
And so, you know, the Steve Jobs quote of like, you can't connect the dots looking forward.
You can only connect the dots looking back.
I think that's very true.
Early in my career, I made the mistake where I was doing something.
And my eyes were sort of like shut towards like the adjacent opportunities that were coming like the halo effect.
The other things that were in my world because I was in this space.
Right.
Like, okay, like let's take producer Ben for a second.
So producer Ben makes some money for producing this podcast.
Fantastic.
That's a good thing.
he's sharpening up at skills.
That's like the direct benefit of this job.
But then there's the indirect benefits of the job.
And like, what are the indirect benefits?
Like, for example, Bruce Ben, you've never said, hey, Sean, could I, you know,
maybe co-invest with you on some of these deals?
Like, I would say yes to that.
And you could put it whatever amount of money makes sense for you, $500,000,
$1,000, whatever would work for you.
You could be getting like the benefits of maybe the hard work I'm doing in one place
because we have a good relationship.
So that would be an example of indirect.
benefits. I looked back at my career early on and I realized how few of the indirect benefits I
realized were around me. And I was like, damn, my benefit I had just asked, that would have
been easy. Like for, for example, my co-founder at my last company, Furcon, he, he had shares
in App Loven that, I think Apple Oven when he left was like worth like a few hundred million.
Now it's worth like 20, 20 or 30 billion. It's 20 billion, 21 billion today. So it's like,
it was 200 or 300 million, I think, when he left.
And he told me about it.
I was like, oh, that sounds like a great company.
And then he kept telling me how great it was doing.
It was like, oh, now we're doing this.
It's worth $500 million.
It's worth a billion dollars.
And then it almost sold.
And along the way, he like needed money.
He was like, hey, can I like take some of my salary like, you know, advance?
I'm like trying to buy a wedding ring for my wife, whatever.
Like I have a wedding to pay for.
He's like, I'm going to try to sell some my app, 11 shares.
We sold some back to the company.
He's like, yeah, I want to hold on to these.
But like, I just need cash to pay for like my wedding and shit.
Like, that was the indirect opportunity right in front of my face.
So I could have been like, hey, best friend.
Well, I'll buy those tears off you.
You know, and instead, I was just like doing my favorite, like, you know, shuffling money around.
To go easy on you a little bit.
It's not like we had a lot to.
I didn't have a lot of excess cash.
But like whatever I was putting in the stock market, like, you know, just random ass, you know, like whatever companies they were.
I basically like, I could have got the money.
So for example, we had a bunch of wealthy friends.
I could have said, I could have done what I do now, it should say, hey, this is a great opportunity.
I've found it.
I vetted it.
I can explain to you why it's good.
And if you agree with me, you put up the cash and give me a carry for creating this opportunity.
This is my fear, by the way, of when we're talking about moving to Puerto Rico, my fear is not being relevant anymore.
And missing on interesting things.
It's not like money making things necessarily, but not being in the thick of culture.
Right.
Yeah, I feel that.
Anyway, I know why I snort of ranting about all that shit.
You were just trying to recap the episode, but whatever.
No, that's what I wanted. I didn't get to talk to you much because then I had a lot of stuff on my mind, but but the that was cool.
