My First Million - Hire 1 to Hire 10, Sam Gets Hacked, Shaan Buys a $200K NFT, and More with Andrew Wilkinson
Episode Date: March 17, 2022Andrew Wilkinson (@awilkinson) joins Sam Parr (@TheSamParr) and Shaan Puri (@ShaanVP) to talk about delegation, hiring 1 to hire 10, how to handle getting hacked, Shaan's $200K NFT purchase, and more.... ----- Links: * https://www.tinycapital.com/ * Do 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: (01:30) - Thoughts on getting hacked (17:15) - Bored Ape Yacht Club and Crypto Punks merger and Shaan's $200K NFT (22:30) - How to navigate volatility in global events (26:40) - The value of starting an agency (33:30) - Thoughts on Lee Kuan Yew (35:15) - Hire 1 to hire 10 (41:10) - Andrew's ghost kitchen (46:00) - Why certain people can have success after success (57:30) - Why bad guys always win (01:15:30) - "The Macolm Gladwell Effect" ----- 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)
Like first, it's exhilarating.
Running an agency is awesome.
When you're starting out, you get a seat at the table and all these places you don't deserve to be.
Right?
I was like a 22-year-old Pipsqueak and I was meeting the founders of Pinterest and Slack.
And they were asking me for my opinion, right?
It was crazy.
I feel like I can rule the world.
I know I could be what I want to.
I put my all in it like no days off.
On the road, let's travel, never looking back.
All right.
We got Andrew Wilkinson on the pod today.
we just talked about Sam got hacked and situation where Andrew got hacked and how crazy the hacking
situation is.
We talked about this $200,000 NFTI bought and whether that was dumb or a good idea.
We talked about how Andrew is functioning during World War III going on or the craziness of the
world and how he's dealing with that.
What else we talk about, Sam?
We talked about how when he thinks it's time to hire first employees, which sounds like a basic
concept, but we actually, I actually thought it was really cool.
There's a gem in there called
Higher 1 to hire 10.
And he talks about this little nugget.
I wrote that down during the
pod as like, oh shit, I've been making this mistake
for a long time.
He's totally right.
We talked about why bad guys usually win
fraudsters, con artists.
We talked about his newsletter business
and the art of copywriting and some of the
we took one of his private
kind of emails and we started talking about
some of the genius things that he did in the copywriting
of that.
Sean, you were awfully quiet this episode, and I was too, because I was like just listening and learning.
Is that what you were doing?
I was listening and learning.
And then also our connection, our internet connection is not super great.
So I didn't know when you were going to talk first when I was going to talk.
So I was just decided to be paused a lot of times.
But it was good.
I always like having them on.
All right.
Enjoy this episode.
All right.
Andrew Wilkinson's here.
What's up, dude?
Hey, man.
How you doing?
We were supposed to do this in person, but I got COVID.
I know. We had like 200 people coming to see you and I talk and we canceled it like three days in advance.
So crappy. We got to do it. But COVID was, I've had worse massages. So it wasn't too bad. I was one of the lucky ones unlike Sean.
That's a good one. Excellent. One liner.
Can I, all right. Can I tell you guys what happened to me this weekend? I had a long weekend.
So Sean, I called Sean urgently because he was the first person.
come of mind because I thought he would know someone at Twitter. But basically, I got hacked.
And let me explain to you how I got got got. Because I got, good. So basically, I was sitting in
my bath. Yeah, I was sitting in a bath at 1 p.m. And I get this text from a number and it says in a really
nice text. I sent you a picture, Sean, and it says, we've noticed suspicious activity on Twitter from
some city in India. And it said the name of the city. And it was this real official looking text. And it's
we just sent you a confirmation code in another text.
Can you copy that code and paste it to us so we know that this is you?
And I get this other text right at the same time.
And it's from Twitter and it's eight numbers.
And I copy it and I put it in the other text.
I hit send and then immediately I was like, wait a minute.
I should not have done that.
And what it was was it was the text from Twitter.
that was actually someone hitting reset password
and they sent me a text
and I sent it to those people.
And so they hacked.
How did you realize right then you'd been hacked?
Not like once you saw something suspicious,
you didn't go back and think, how did they get me?
Right then I was like,
I sent the text and I was like,
it sat for 10 seconds or 20 seconds
and I was like, wait a minute.
That doesn't seem right because I was like playing on my phone.
I was like sitting in the bath watching YouTube.
It played on my phone.
And I wasn't paying attention.
this was automated.
I was just like in an automated mode.
And this happens.
And I send it.
And then I go,
wait,
that's weird.
So I log in a Twitter and I can't log in.
And I type my password and it's not working.
And I click reset password.
And it said,
we've set an email to and it's an email I don't recognize.
And I was like,
oh my gosh,
I got got.
And then they tweeted out a thing that says,
I partnered up with HubSpot to give away a bunch of PlayStation's.
And we're going to give away a bunch of PlayStation's.
And we're going to give away.
the money to St. Jude. Here's a picture of the PlayStation's DM me and I'll sell you the PlayStation
for $500. All money goes to St. Jude's. And they, but they, I think they only collected like $2,500.
But here's the kicker. One of the guys who gave money, he gave money $500. And he goes, also because
I'm such a fan, because I like you so much, I'm going to give you another $500. So he sent him
$1,000. And so eventually Twitter helped me and I got back. But you got to give, you got to give these
guys marks for creativity. Like so often you get those spearfishing emails and stuff and they're
written in like ESL. They don't really make any sense. Those guys sound pretty good.
It was a good one. And I actually called them and I talked to them and I was even texting them.
And they were like trying to sound like me. It was pretty wild. They got me. Have you guys ever
had that happened? I actually had, I've been, I think I've been hacked before. It was really
weird. I don't, I haven't really talked about it actually. But about two years ago, when you remember the
Jamal Khashoggi killing where, you know, Saudi Arabia basically beheaded a political dissident.
And I tweeted about it and said, I don't remember something like this is horrible and an atrocity or
something. And at the time, we were raising our fund. And like a week later, I got a DM from a
shake. And he's got this legit looking account. He's got that, you know, the headdress. And I
go to his website and it looks like this legit, you know, financial institution or whatever.
And he says, I really want to invest in your fund. And so I get on the phone with him. And unlike
any other investor pitch, he doesn't ask me anything about the fund. He just starts grilling me.
And he starts saying, who do you know in Qatar? Is there anyone in Qatar you know? And I'm like,
oh, that's weird. Like, you know, have a chat with him for 30 minutes, hang up, don't hear anything
from him. And then 24 hours later, I got a video message from him on WhatsApp. And it's just
fireworks. And it says, happy new year. And I'm like, well, that's a weird. Like, what a weird guy.
I don't think anything of it. And then for the next week, my phone is constantly rebooting.
And around this time, it clicks for me. And I'm like, oh my God, I probably was identified
as somebody the Saudis wanted to like check out. And they probably did one of these zero days on me.
So I ended up like basically redoing my phone, sending it away. I never figured it out.
but it's like, it's freaking terrifying.
This is like, I watched a video and these guys probably had rude access to my phone.
What's a, what's a zero day?
A zero day is a attack that uses a flaw within the operating system that nobody knows about, right?
So it's like, you know, they could send you a link in Safari and it could somehow get root access to your iPhone.
And Apple doesn't know about it yet, so they can't prevent it.
Wow.
Have you had that, Sean?
I would have thought the Bitcoin Bros would have come after.
Thank God.
I've never been.
Zero date. No, that's, I mean, that's where, at least as far as I know. But that's, dude, that's so
scary. Like, that's, um, that's like why when the UN meets, they have to like put their phone
on a radioactive safe or whatever. Like, then they go to talk to them or else. You know, like with
Obama, he had a special toilet they would bring with him. So he couldn't poo anywhere except
for the special toilet. And it would incinerate his feces because they don't want anyone to get his
DNA. Right. Like, that's how intense they are. No way. And like cops. Yeah, yeah. If he like,
drinks from a cup, they like secret service takes it. They like destroy it. We all have a mutual friend.
I'm not going to name now, but they told me that they work for this famous company. And when they go to,
well, I could say it because I think Facebook does it too. But like some, I heard stories from
folks at the injuries and Horowitz that when they go to China, they don't, they're not allowed to
bring their normal laptop and they have to bring a different laptop that doesn't have anything on it yet.
And I think a lot of Facebook employees have to do that too.
But they, like, don't want certain laptops going there.
Oh, yeah.
Like Russia, China.
I mean, you've got to be so paranoid.
I mean, ideally, we're, the crazy thing you realize is that, like, I was talking to a friend of mine, this guy, Matt Holland, who's got a cybersecurity company called Field Effect.
And he's former CSE, which is, like, the Canadian hacking offensive cyber command or whatever.
It's like the kindergarten version of CIA.
Exactly, exactly.
It's like the crappy Canadian version.
But he worked with the CIA, like, tailored access and all that stuff.
So anyway, I was having dinner with him and I was like, dude, like I use two factor.
Like, you know, I don't get text messages.
I follow all the procedures.
Like, you couldn't hack me, could you?
And he's like, dude, like two hours.
Like, give me a budget.
And as long as I've got budget, I can afford to go buy cyber weapons.
So like these cyber weapons, these zero days, they cost like one to three million dollars.
But if you have the money, you can get anyone you want.
You literally just send them a text.
They don't even have to click a button and you got them.
It's absolutely terrifying.
And you just hope we're not on the radar of some huge country.
Like, why would they care about us?
He's like, you thought that was shrimp tempore you were just eating?
Bro, I got straight into your phone from that appetizer during this meal.
Like I heard somebody go on Lex Friedman's podcast and they said they were talking about this market for zero-day exploits.
And they were like, you know, it used to be iPhone exploits.
Like the creme de la creme, that was the caviar of like, you know, cyber, you know, ammo that you could go buy.
And now Android exploits are higher ranking because it just affect more people.
And I think maybe some governments had switched off of iPhone or something like that.
I'm not sure entirely.
But like, yeah, these things run like seven figures to buy, you know, these exploits or these like rooted devices, basically.
Well, I almost started a business.
I bought a domain hack my company.com.
And the thing that's interesting is that all the enterprise businesses, so like government
organizations, companies over 100 people, they have IT, they think about this stuff, but nobody in the
small and medium size really considers cyber. And it's just, it's something no one thinks about it.
And like, we've dialed it in over the last couple of years, but I really had to drag everyone
along. Like, nobody thinks about it, but it really is a total loss scenario.
You don't think about it until you get got, you know what I mean? And you don't, it's one of those
things where it's not a big deal until it's a big deal.
And anyone who's experienced a little bit of it, they're like, oh, okay, I understand why.
But what's screwed up is in America, we have Experian.
Do you know what Experian is, Andrew?
It's like one of the three credit bureaus.
They lost, like, I think they had like almost every American's credit score and information.
They lost all of our information.
And it was hacked.
And like we didn't, most Americans don't care.
But then when I get like something that, like, this weekend happened to me, now I'm
paranoid.
Now I'm like really nervous.
Oh yeah.
What's crazy is like if someone really wanted to get you and they didn't have a budget,
let's say like some hacker just wants to get you, they can literally just go outside your
house in a van.
They can get a Pringles can antenna.
They can point it at your house and they can broadcast the same.
Whatever your Wi-Fi network is, let's say it's called Sam's Wi-Fi.
I just recreate Sam's Wi-Fi.
I pointed at you.
You go on your laptop and you're like, what the fuck?
Like I can't log in and you try your password.
once you try your password, they know the password, your Wi-Fi,
they get into a security camera on your property or whatever,
and then they're in your network.
And it's just insane.
Oh, fuck.
And now that we're talking about it, we're on target.
Maybe we should edit this out.
This is scary.
This is like talking about how you've got a safe full of jewels in your house.
There's three things that I was going to say,
and I was like, there is no value in me saying this on the pod,
because what good does it tell you to say this thing I discovered of that somebody
could do to me?
Nope, not going to say it.
Then the measures I took against it.
Nope, not going to say it.
Like, why do I want to say any of this?
Basically, this stuff freaks me out.
Like, I'm, Sam knows, I'm very chill about almost all things.
This is one that really does freak me out because these, like, these attacks, they could just come, they could come at you.
And it feels like you could just get, you know, you could just get robbed silly, you know, whether it's personal information.
Like, you know, if I'm in the phone, I'm on the.
I'm going to have the shower and my phone is there.
I pointed away.
I'm like,
I don't know who's got access to camera.
I'm not trying to have my dudes out there right now.
Like literally I think about that every time I shower.
Every time I log in.
Is that a thing though?
Like I see people with,
so you guys have a little bit more experience than I do.
I think,
or you may maybe know people who work at these companies.
I don't think,
like,
do you actually think that Facebook is listening to what I'm saying?
No, no,
I don't think Facebook is,
but I think,
well,
I think they have programs that record random samples.
and then people listen to them.
But I don't think it's like a conspiracy.
Say that again.
That's a thing.
That's a thing.
So if you go on Alexa settings,
like they're like you can opt in to being like,
oh,
help us make Alexa better and they'll listen to random recordings of you saying stuff,
right?
On the flip side,
I don't think you need to worry about that.
I don't think that's like a massive conspiracy
and they're going to use that against you.
What I would be worried about is someone getting into your phone
and having access to your camera when you don't realize.
And that's a real,
thing for sure. Yeah. Like, you know, and you know, these are the things that where you seem
paranoid. Um, but there's enough at stake for somebody to be able to like, let's just take
TikTok, for example. TikTok is downloaded on like over a billion phones right now. And it's a Chinese
company and it has access to your camera, your camera roll, your face at all times. Plus it has the
feed, which can like feed you any information you want. All right. So this is like,
pretty much rude access to your life and your brain.
And so, you know, I'm not saying they're doing anything, but like, could they?
Of course they could.
Right.
Well, it's like that, you know that face app where you can like make yourself fat or whatever.
They're like Russian guys.
Everyone's used it.
It's owned by the Russian government probably, right?
And now they have scans of everyone's faces.
Yeah, exactly.
And so, like, you've ever been on your phone and then you like kind of you do that thing where you swipe up to like close apps.
and then you see like this app that you forgot
you had opened four days ago and it's on
and it's like on the camera screen it's like whoa
this app just has my camera open right now
like I didn't even realize my camera was open but clearly
it is because like if I click to that app
the camera's on right now like
I can see it even in the preview that it's
on so there's all kinds of crazy stuff
that's out there
Sam when your thing happened I did another round of like
kind of like my shitty version
of like drilling in bolts into
like the walls of my
stuff but
But, you know, I just know that anybody who's sufficiently talented and motivated can kick my ass in this area.
I just hope, you know, I actually just hope that they don't give a shit about me.
That's, that would be the ideal scenario.
You want to air gap yourself, right?
So it's like, you don't want to be the one who sends the wires for payment.
You want to have a whole process and a series of things that have to happen before any money gets sent or any access.
It's like you don't want, you don't want access to GitHub.
You don't want access to the S3.
you got to have like many many layers of that.
But yeah, it's freaking terrifying this stuff.
Well, thanks for sharing, Sean.
I called you first and it worked.
Someone, a Twitter employee saw it and hollered at me on Facebook.
Yeah, and by the way, when he did, I was like, is this really a Twitter employee?
I went and stocked the shit out of this guy.
It was like, oh, yeah, he's just an ex-airate Twitter.
It looks legit.
I like friended him on Facebook and saw if he was married.
I'm like, all right, who's your wife?
So, like, I was nervous.
And then I've had people DM me saying they were scammed.
And I'm like, should I give them money?
But then I'm like, I don't know if they're real.
So like my whole braid is kind of screwed up at the moment.
The Twitter guy's like, just give me your login for your Instagram and I'll get this all sorted out.
I'll take care of all of it for you.
So anyway, I'm messed up.
But thank you.
It worked out.
By the way, you need to just buy, they were scamming people with a PS5 thing, right?
You just need to buy a PS5 for the guy that helped you out.
That's, I think, they'll need, like, you had to close.
You had to close the karma loop completely somehow.
I'm willing to do that.
I think what I'm going to do is make them like FaceTime me though.
Or just actually give it to St. Jude, right?
They were basically saying, oh, this is for St. Jude.
It's for the kids.
Okay, you can't trust any of these people online, but they were trying to give to St. Jude.
You should just give to St. Jude.
And then that will again close the karmic loop for you.
All right.
I'll do it.
I'll do something.
I'm going to holler at these guys.
I'm going to make them FaceTime me.
I'm going to actually, I'm going to be like, all right, and go to your computer, log in
PayPal.
Show me that you send them money.
All right, cool, I got you.
I'll make it right.
So, because I'm down.
Speaking of this, I,
I had a thing that I was going to talk about on the Milk Road.
It was like super relevant.
So basically, I don't know if you guys saw, there was some news where the number,
basically the number two NFT project, kind of number one and number two,
they essentially merged.
Number two kind of bought number one.
And which sounds a little crazy, but that's what happened.
So like these two projects that have had like a combined, I don't know,
three billion in NFT sales.
They merged BoardApe Yacht Club and CryptoBorty Yacht Club bought Cryptopunks.
You wrote about it.
You said it's as if chocolate bought vanilla.
If Harry Potter bought Mickey Mouse.
Yeah, exactly.
So it was like this strange kind of like merger at the top.
It's like if Beanie Babies bought Pog.
There you go.
All right.
Nice one.
So basically this went down yesterday.
And when the news was breaking, I was like, okay, this is going to cause a spike in one of these projects.
either bored apes are going to go up or punks are going to go up.
I don't know which one.
I was like, I've been on the fence about buying one of these.
I'm going to buy one.
So I texted Ben,
ape or punk.
He's like, hold on.
I'm putting the baby to sleep.
I'll call you in 20.
I go, Ben,
ape or punk.
The impulse is now.
20 minutes from now,
I'm going to chicken out like I've done 20 times already in the past six months
about these things.
I'm buying one of these right now.
And I made a bet that the punk would go up.
Guess what, guys?
Bet completely wrong.
Punk, punk's down, you know,
bit at 5% or so, nothing bad, but apes shot up. I would have made about $70,000 in 24 hours
had I just picked the other one. I picked wrong on which one I thought would go up. But in doing
so, I was going to share with the community on the milk growl. I was going to be like,
hey, here's the punk I bought. Here's the process. You know, just like share the story,
basically, along with the news of this happened. So I thought one of these would go up. I picked
this one. I was wrong. The other one went up. But, you know, anyways, here's the punk I got.
and then I was like
I don't even want to share this
I was like first I need to go through all the measures
to like put this into cold storage
and like get this off the fucking internet
so that nobody comes and steals my $200,000
NFT that I just bought
Oh you paid 200 grand for it?
Yeah
Oh my God are you saying
My previous I don't know most expensive piece of art
Would have been I don't know
Zero dollars to $20
T-shirt at the Jersey Shore or something
Like a fucking family reunion shirt.
I can't please.
You know, it's crazy is you could, you could have, like, I've bought some art over the last
couple years.
And like, for 200 grand, you can buy like a very significant piece of art.
You could have this beautiful thing in your house that, you know, act in a real art market
that we know has existed for the last 100 years.
Like, I'll be super curious to see how this goes.
Wait, Andrew, you've bought $200,000 pieces of art.
No, not $200,000, but like, you know, I've bought expensive art for my house.
office and that kind of stuff.
And for 200 grand, you can buy a pretty nice piece of art.
You can buy like a Lamborghini, babe, right?
Maybe I used Lamborghini.
You can use Lambo for that about.
So definitely had some buyer's remorse as soon as I hit the button because I was like,
what the hell did I just do?
But, you know, that's the game.
Like I, the one thing I'm doing this whole year is I'm playing in all parts of crypto and
I'm actually using all the different protocols and the tools and getting to know it.
And I know, like, you know, a couple of the projects I go in,
you know, it's going to be a scam or I'm going to get rug pulled.
And other projects are going to go up like crazy.
Some projects I'm going to realize, yeah, that thing I thought, you know,
like was kind of stupid, was actually really stupid.
And so this is, you know, one of them.
It's like if you're going to be in the space, you've got to play the whole space.
I think it's the right way to do it.
I mean, I actually have a whole, in the notes,
I had a whole thing about this, but you've got to do it wrong before you do it right.
Right.
And if you know you directionally want to go into NFTs and crypto, you just kind of have to throw
a bunch spaghetti at the wall. And you've got to lose a lot of money. And, you know, this might
make money, might lose money. But just starting, I think, is way more important. So I don't think
it's a bad move necessarily. Let me ask a question that Sean wrote on here, which is actually
really good. So we've got a ton of topics. Andrew has a ton of stuff. I did a lot of, I did a lot
of research, Andrew, on your topics. But Sean's got this great question, which is, what are people's
take on how you're functioning during World War III? So basically, with the markets the way they are,
with people dying, a war.
Andrew and Sean, what are you guys doing?
And where's your head at?
So I...
From a business perspective.
I've spent so much time trying to wrestle with current events, right?
Like, think about Trump and all the unpredictability, reading the New York Times every day.
At the end of the day, I'm resigned to the fact that I don't control the global economy or
if this turns into World War III or something.
The way that I'm operating is very similar to the way I always operate.
which is I try and have amazing businesses that generate a lot of cash flow,
and I try and keep as much money as I can on the sidelines
and buy businesses that'll be fine, even if valuations are down,
there's no venture capital, there's no banking, there's no market.
So I'm kind of going as I usually am.
And this time, I don't know, I think I'm less into it.
And what I mean is psychologically I'm a little more distance from it than I usually would be
because of the last five years.
like I kind of over-exhausted myself with news and stuff.
When you say you have money on the sideline, what's that mean?
Well, that I have liquidity.
I have, you know, money in the bank waiting to...
Yeah, but do you have it literally in savings or bonds,
or do you have it in equities?
I have it in, like, U.S. Treasury bills or GICs, usually.
Because having things in equities like I have right now, I'm hurting.
Well, here's the thing.
I mean, I talked to so many friends about this.
like Warren Buffett has this great line where he says if you own a farm and you know your farm
to you is worth like a million bucks right let's say makes $100,000 a year of profit just because
some jackass rolls up one day and says hey can I buy your farm for 50 grand you just say fuck off
no I'm not selling for 50 grand it doesn't mean you think your farm's worth 50 grand now right
and the stock market goes up and down and you get all these bids you just don't have to sell so unless
you sell your stock at this valuation, it doesn't affect you in any way. Yeah, well, the only
difference is I think I like that mentality a lot. It's more like you're in a neighborhood and you're
like, my home is worth a million dollars. And then your neighbor sells their home for like $250,000.
You're like, whoa, hey, what's going on here? And then the other neighbor to your left
sells their home for $50,000. And every day you're hearing about another home sale in your
neighborhood for like so much less. And you're like, look, I'm not moving. I'm holding.
on, but damn, I really do, you know, like, it's hard to still feel like your house is worth
a million dollars when all your neighbors have just sold theirs. Well, you know, you know the,
the whole Mr. Market thing, right? And also, Mr. Market is irrational. Yeah, but that's, I understand
that, but what's, to add a point to Sean's analogy is, and you've taken a loan against that house
at that million dollar valuation. Totally. That's, you know what the funny, the funny thing is about the
loans, I don't know how it is in the States, but in Canada, if your house gets valued at $10 million,
dollars, let's say, and you go and you take a $2 million loan, there is no market for your house,
right? The bank doesn't revalue your house every year. And so they don't call it. It's not like a
margin call where if it's a stock at $10 million and it drops to three, you're getting margin
called day of real estate that, like, I wouldn't worry about that too much. Yeah, I think so the real estate
equities. Yeah. Oh, yeah. Well, that's, dude, margin calls. That's like driving with a knife on the
steering wheel. You have to be incredible.
careful.
You don't take any debt like that.
I mean,
I,
the market has to drop by another 100% for me to,
for any of my loans to pay back.
I mean,
it's got to drop a lot.
So I take very little or something.
Sorry,
not 100%.
It's got a half.
It's got a half.
I do,
but it's in kind of non-core stocks that I hold outside of my business.
And I don't,
anything that's volatile,
I don't use margin.
And if I do use margin,
I'm using like five or 10% typically.
or I have other cash on the sidelines to pay off that debt if I need to.
But I live in fear of debt.
I think it's like it's the number one way you can lose.
You know, you can already be rich and then lose everything.
It's the only way, basically.
Do you think Tiny would have been possible if it weren't for Meta Lab?
Well, I think like at the end of the day,
whatever the, you need a business that generates cash flow.
I think the structure certainly can exist.
You know, anyone can recreate the structure.
The question is, do you need partners and investors outside capital?
In my case, you know, I had an original business that generated cash flow.
I used that to start, you know, five more businesses, a couple of them worked, and then we
could make a group.
But yeah, you kind of need something to work in the first place if you want to own the whole thing.
Yeah, who would have thought it would have been an agency, though?
I never would have predicted that.
Well, agencies are, they're a great way to make money, a lot of money.
quickly, right? They're linear businesses, and you kind of have to accept that.
And something that you wanted to talk about today was whether it's better to own 100% of
something and bootstrap it or to give up equity to partners, whether that's for sweat equity
or money or money. But we were talking about that. And I asked my audience companies that
were bootstrapped and quite big. And there's a few that are doing billions a year in revenue.
And I noticed two commonalities. One, a lot of the things.
that were bootstrapped to be really big.
They were things that were easy to take bake loans against.
So it's a lot of restaurant stuff.
So maybe they took loans against some equipment
or they took loans against a building they owned,
things like that.
The second thing was,
I've noticed that there's a lot of agencies
that were bootstrapped and became pretty substantial-sized agencies
or agencies or service-based businesses.
So like recruiting companies, IT services, things like that.
where it's basically you bill out people's time for $100 and you charge $300 or something like that.
Well, think about it. You don't need, especially if you're a young person and you got enough money to live for a year, you can go in certain agency.
Because at the end of the day, it's you go and sell, you win a contract. As soon as you win the contract, you go and find a developer or you do the work yourself.
And then before you know what, you're cash flowing. And you're always able to hire people just in time for the work.
And so at the end of the day, there's really no burn, and it's very capital efficient.
And you don't need, you don't even need an office anymore.
I mean, we almost never had an office.
And over time, we had, you know, a couple small ones or whatever.
But the big fuck up, a lot of these big agencies make is they start starting like these fancy,
humongous $5 million offices in New York and San Francisco and Spain and, you know, whatever.
They're great businesses if you run them right.
And how many people work at Meta Lab now?
I think it's about 170.
How often do you say to yourself, I'm not sure if the headache is, the headache of having
170 employees is always worth it.
Well, it's very abstracted for me, right?
I haven't been in the business for five or six years.
And the way we run tiny now is that we meet with the CEO once a year.
And otherwise, they check in whenever they need help with anything.
And so when I was running it, like first, it's exhilarating.
Running an agency is awesome.
When you're starting out, you get a seat at the table and all these places you don't deserve to be, right?
I was like a 22-year-old Pipsqueak and I was meeting the founders of Pinterest and Slack and, you know, all these amazing places.
And they were asking me for my opinion, right?
It was crazy.
But at a certain point, you get so exhausted.
You're making a good amount of money.
You don't want to get on a plane to San Francisco every second day to go and sell.
And at that point, you know, it starts to become a much more intensive business.
And for me personally, I don't enjoy running businesses after about 15 or 20 people.
And so once I hit that point, I knew I needed to transition to a CEO.
So when we're in the document, you say the pros and cons of bootstrapping and owning 100%.
What do you have under those?
Well, I mean, I think that I've changed my opinion a lot on this.
Like when I first started, I was like a Jason Freed, David Hahnemeyer Hansen, Accolate.
Like 100% every business should be bootstrap.
I now think that's crazy and stupid.
And I think there's certain businesses where it's insane not to raise money.
Like if you have an opportunity to grow your business, it's like the analogy I always use is if you own a bakery and there's a line out the door and you have a single oven and you need to buy three more ovens but you don't have the money.
And in order to service the people in the line, you need to buy two more ovens.
It's crazy not to raise money or go get debt or something.
I just was never in that position.
And I think, you know, owning 100% or owning majority in your business, it's like a dictatorship.
And dictatorships can be very good like Lee Kwan Yu from Singapore or they can go terribly like Kim Jong-un, right?
And the question is, what's your personality and what's going to work for you?
I mean, you can move insanely fast.
There's no board.
There's no committee.
You don't owe anyone anything.
You don't have an outcome.
You know, you don't have to IPO.
You don't have to sell.
And you have total integrity.
Like when Chris and I buy a business, we can look people.
in the eye and be like, we're cutting a check. Like, this is us, right? That's very different.
On the cons, I mean, you're on an island. You don't have anyone to really, who's aligned and cares
and can tell you you're being an idiot. And so you can really drive your business off the rails.
And then you also think in a limited way. I mean, I know so many entrepreneurs who could 10x
their business, but they're so addicted to their dividends or they're conservative. And so they don't.
So it's just very nuanced. Like I'm, I raise money for.
our podcasting software company Supercast.
I'm going to raise money for our news business.
There are situations where it's logical.
What about that conversation of employees saying they want equity?
And you don't give equity.
There's certain businesses where we do and there's certain ones where we don't.
And the big question is what I always say to an employee is equal risk, equal reward.
And if the business is going to sell at some point or we think it can I
IPO, great. We'll love to talk about equity, but there's a cost to it, right? If you want to make 300 grand a year and you don't want to give up any of that 300 grand in order to get stock options or buy equity, then doesn't matter. So I love giving people the option and saying, look, you can either give up some of your comp or upside or whatever and we'll give you stock options or you can get the big salary and prioritize cash. And a lot of people prioritize comfort and cash, I find, at least outside of the Bay Area.
By the way, Andrew, you mentioned the guy from Singapore.
Sam, do you know this guy Lequan U?
I know a little bit about him.
I didn't realize he was a dictator.
I thought they called him like the CEO or something.
No, he's literally a dictator.
But like a good, the good dictator.
Andrew, can you give us like the two minutes,
two minute kind of summary of who this guy is and why he's awesome?
So effectively he took over Singapore is like a island,
tropical island state in Asia.
And at the time, it was like rice pad.
poverty, like a bog. And he literally took it over, you know, had an autocracy, had total
control. And he basically thought like a business person and was like, okay, how do we make this
the most business friendly place? How do we optimize taxes? How do we ensure we have hyper-competent
government? How do we pay government really, really well? How do we incentivize the whole world to
manufacture and export, you know, their products from here? And basically built it into
Asia's kind of outside of Hong Kong. I think it's like the central banking and finance hub in
Asia. So it's a pretty incredible story. And I think he, his background is like he's like a math and
computer science guy, right? Like he doesn't come from kind of this like, you know, political
background. Like he came from a different sort of background. And I think that's why you got
different ideas from a leader in charge. Totally. I was going to say you had one thing you tweeted
out that's related to how you run the business at Tiny, which is this, this higher
one hired 10 framework. What what is that? Because that sounded interesting to me. And I think that
that's like, from what I understood it was a pretty useful concept. So explain that. Yeah. So our
CEOs get super annoyed because I say this all the time. It's probably the number one thing I say.
And it's probably the biggest hack that enabled us to build tiny over the last eight years.
So I mean, think about it like this. So if you had an army general who is commanding a thousand troops,
but he's still telling individual soldiers what to do,
and he's personally restocking their ammunition,
and he's shuffling people around.
You'd be like, what the hell is this guy doing?
But I think a lot of people operate their business like this.
I mean, I certainly did in the early days.
I would swoop and poop.
And instead of hiring a VP marketing,
I would go and I'd hire a whole bunch of marketing people
and just kind of become the VP of marketing.
Or I'd bypass people and tell people what to do.
And what I realized is you should never, ever,
hire the 10 people. You should always focus on hiring the one person. So that could be a CEO who will then
go out and hire all the executives or could be hiring an executive who will hire an entire team.
But it's just, it's such a hack, right? It's like 80, 20. How do I do 20% of the work for 80% of the
result? And yeah, I mean, it took me ages to figure this out. I feel like I've only cracked this
in last like five years. And I still, Chris will still catch me in this. He'll be like hire one to hire 10.
I feel like I make that mistake all the time.
And when you hire that one person, how much...
So let's say your business is doing, let's say, one million in revenue.
It's small.
No, let's say a little long.
Let's say 10 million in revenue.
Two million in, like, actual cash flow you have.
You hire that one person.
You pay them a lot of money, $250,000.
Do you only hire that $250,000 person when you know for a fact,
you've got budget for like two more people?
Yeah.
I mean, that's my approach.
That's why I've shifted to.
is like I hire, you know, here's an example is like we hired the CEO of Aeropress and he asked me
questions, oh, you know, what do you think about this hire or that hire? And I just said,
that's your, you know, that's your hire. You know, I hired you. I trust you 100%. You make
those hires. Right. And so it's complete delegation of, you know, when I buy a business,
I make two decisions, who runs it and how are they incentivized? And unless they do something dirty or
horrible or the business goes to shit, you know, I just leave them to it. What's the business?
the trick on the how are they incentivized so so what's the how do you think about that when you buy
business and you say all right the business today is here and I think naturally it's going to get
to there and I'm bringing on this person to get it to be some inflection above that and I also know
that things could go wrong so how do you think about that incentive structure is it is it case
by case you're coming up with very unique patterns or very unique you know packages or do you
have kind of one base that you that you go off of it's so different I mean like everyone's
incentivize differently. There's certain people where, for example, they need to be able to say they're a
partner and they have equity. There's other people who don't care about that and they want just targets to
hit. I mean, we've done everything from saying, okay, let's say the business makes $100 million
and it's growing at 15%. Anything you do over 15% growth, you get 5% of, right? That's in its simplest.
We've also done things where it's like, you know, hey, when the stock price hits X, you get a payment.
And I remember I got to have dinner with Charlie Munger like two years ago.
And I was like, what's the perfect, you know, incentive structure?
And he just said, I've done hundreds.
And everyone is different.
And I still don't know what works.
I think it's really an art, not a science.
Because, you know, different people are just so differently motivated.
And you actually like, what's a mistake?
So you, sorry, one more, Sam.
When it's usually, when it's like, oh, it depends.
There's, there's, that, what they usually means is the winning formula is different a lot.
But there's usually a common losing formula.
So what is the common losing formula for incentives?
The common losing formula is them not being aligned on risk.
So for example, if they're able to use my money and I can keep injecting money into the business,
but it in no way hurts them.
So for example, they don't get diluted or they don't have to pay a high interest rate or, you know,
if it goes bankrupt, they don't lose anything.
That's a huge problem.
And I've learned that over the last five years.
And so now what I try and do is if somebody wants equity, I always make them write a check, right?
Or I loan the money.
And it's literally a personal loan guaranteed by their house or something.
Right.
And it's got it doesn't, I don't want it to be so much money.
It's going to ruin them or be a problem.
But if someone wants equity, I'm like, okay, you got to put up something because if the business
fails or goes down, you got to have a sense of loss.
People feel a lot, people feel lost more than they feel gain.
I just imagine the will.
and moving truck coming in front of the house.
They're like, no, honey, it's all gone wrong.
You have to come and put your own furniture,
your own art on the walls.
They get to live there, but they have to know
that it's your house now.
And they truly have fucked up.
We have done it.
Obviously, you know, I never want to do that.
And it's always structured in a way where it's not,
you know, we're not going to have to take their car or something.
But I just want, I want a feeling of like,
there's got to be some downside, you know?
Sam is going to take this way too far.
He's going to take their car.
And it's like a punch clause.
I get to punch you.
Just because if you've,
my money, I'm going to punch you.
Yeah, I love this, Gabe.
You also,
speaking of that, of risk, you also hire people really early.
You told me, I don't know if you talked about those,
but you were tinkering around with this bake.
Do you want to talk about the bake?
Can you mention the bakery or no?
Yeah, well, the bakery is kind of sad.
No, sorry, not the bakery.
The, the ghost kitchen.
Ghost kitchen.
You tinkered with this thing where you hired a baker
and you are making stuff to sell on DoorDash and Uber Eats.
And I don't know if it was entirely legal.
So we don't have to talk about it.
But the point I'm bringing up is that you...
Well, no, I can tell the story then.
Let me ask my question.
Sure.
So basically, you know, I'm pretty interested in health and stuff.
And I was trying to get off sugar.
And so I went to a baker friend and I was like, look, can you try and make like sugar-free cookies using modern, you know,
there's all these like crazy modern sugars.
Like you guys have heard of Magic Spoon.
Yeah.
Yeah, like Magic Spoon uses alulose and stevia and monk fruit and stuff.
So he started making these.
And I was like, okay, these are like not as good as a chocolate chip cookie, but they're like 90% there.
And I bet you a lot of people would be into this as like a replacement.
Like think about Halo Top.
It doesn't taste as good as ice cream.
You can eat a fuckload of it and it's not bad for you in the same way.
So I basically made that.
We started making all these treats.
We were cooking it out of our office, which is not technically legal.
And what happened was I got a call from Island Health, which is like the local health authority.
And they just said, hey, you're using an ingredient that's not approved in Canada.
And unfortunately, alulose is not approved in Canada.
And so you just legally can't serve food with it, even though it's generally regarded as safe and everything.
So I'm still going to do it at some point, I think, but I just legally can't.
It sucks.
And I've never, it's insane to me you can hit up against these regulatory issues.
Like imagine being a real estate.
developer and like you have this amazing vision and then city council's just like nope yeah like that
is insane to me as an internet entrepreneur and that's what i was going to ask so you like hired a baker to do
it but then also with your uh newsletter business your local news business you hi i forget the guy's name
but he's uh i've talked to him a bit he's a nice guy you've hired him to be the CEO and so you you hire
people pretty yes and you you hire people pretty early on and hiring someone to do something to me is a
huge risk because in my head, I'm like, man, if this guy's got a kid, like, I'm like, his
kid's now kind of my kid too. You know, like, it's like a big risk. If he's quitting it,
that's what I felt when my, when my, one of my first employees got married, I was like, oh, I've got
a family now. Um, because I was like, some of the decisions I make are going to impact this
entire family. And that's really stressful. And it's also a huge conversation to convince someone who's in
their 30s, 40s or whatever. And they're even in their late 20s to leave their fancy gig at Salesforce to
bail and come to my company that I'm going to pay him $45,000. That's a huge thing.
When I go to bed and I'm, that stresses me out. But you seem like you overcome that pretty
easily. You hire people relatively early and you're like, yeah, it's no big deal. I'm just
going to hire this person. What's that like? What are you thinking when you do that?
Well, I've lost. I've messed that up a lot. And I think you guys know my whole story about losing
$10 million building project management software. That was a perfect example where I got ahead of myself,
the business didn't make sense
and I threw a bunch of spaghetti at the wall
and none of it stuck
and I had to let a whole bunch of people go
and it was really horrible and sad
and it was like a 10 year slow death
right so I've been through that
so now it's more with the amount of scar tissue
I have enough signal
where I can be like okay I'm going to try this
and with the bakery I was just contracting a friend
right that was the best example
I said this is an experiment
with the news business I actually ran it for three years
before I partner with Farhan and he took over his CEO.
And by that point, there was enough signal.
It was slapping me in the face.
I was like, this is a big opportunity.
And is that the case with all the things that you start?
We take that wrong.
Yeah, usually.
Like if I go in, I hire a CEO, I'm pretty high conviction that there's something there.
Or there's already a business that supports, has cash flow.
What I would never do is be like, hey, there's a, you know, I have an idea for this.
I'll just go hire a CEO.
Like I would never do that.
Andrew,
I feel like you've reached this point and I used to be like,
how did these motherfuckers do this?
Where I remember I was doing a startup and it was so hard to get my one thing to work.
And then I would meet people who were like, oh, yeah,
so I have that past success.
Then I have my current success.
And then here's my three side successes that I had this idea.
And then we just started doing it.
And then guess what the lines out the door.
And then this other one, it's like kind of cool.
We just started it, you know, like I accidentally, you know,
my hand just fell on my keyboard and I accidentally wrote this app.
It was amazing.
It went viral.
And then there's other thing that I just tweeted about and then this all coming together
nicely.
And I just remember being like, what?
Do they know something?
I don't know.
Is there just like extreme luck component?
And I felt that way for many years, five, six years straight when I was pushing the
bold up the hill with my startup.
And then I now have experienced exactly what the thing that I was most jealous of.
And I have no idea what switched in between where like the last five things I've
tried have all worked and all worked pretty much immediately.
And it doesn't matter how big or small, like, you know, whether it's like the podcast
or the course or, you know, my e-commerce business or my, the new Milk Road newsletter
business.
Like each of these has just worked straight away in a bigger way than anything I'd ever done
before with less work and less stress than like the old stuff I used to do.
And I have no idea what changed or I have a kind of an inkling, but I don't really know.
Sam, have you thought about this.
Do you know what I'm talking about?
And what do you think?
I know exactly what you're talking about.
And I completely agree.
You're on a role right now.
And what's your inkling?
I have a feeling of my, my answer is it's kind of like a shitty.
It's like a mindset, like abundance attitude and being on an offense versus defense.
But what's your what's your what's your inkling?
So my inkling is that I switched up my situation.
So like I was in one situation for a very long time.
And it was a nice situation.
It was a very nice situation.
But it was like where I was going to this office every day working with these people
in this hierarchy with this boundary box of like what project or projects we can work on
and like what success might look like.
And as soon as I got out of that and I was just me, I was like, oh, okay.
So now that it's just me that I have to look out for, I guess I could just do a podcast.
I didn't have to have like this big venture billion dollar outcome.
I didn't have 20 engineers to go tell what to do.
I had no engineers.
So I just did what I could do with no engineers, which was like, I'll do a podcast.
I'll do a course.
I'll just try to get big on Twitter.
Let's see what happens.
And, oh, you know, like five tweets go viral and boom, got 200,000 followers.
It's like, there's these things that I just wasn't doing before because I think before I had a really set thing of like, here's what I need to do.
Like, here's the only way to win.
And I had like almost too much ammo.
I had like too many people at my disposal, too much funding, too much everything.
and because of that, I had a very narrow window of what could work.
And so I was just trying to come up with ideas that might work versus, oh, let me just try this because I'm, I just kind of want to try it.
And then once I got into, I just kind of want to try it.
And I didn't have it.
I didn't have to worry about what other people thought or I didn't have to come in and manage anybody in that day and tell them what to do.
I didn't have like investors to go pitch to.
I just did the thing.
And then all of a sudden I feel like, you know, sort of like all the talents that and skills that I had been building up over the past 10 years, like,
finally got to just do them.
Yeah.
Don't you think it's like dating or something though, where it's like you, you know,
you date a couple crazy girls and it's really exhilarating.
And then over time, you're like, wow, that was horrible.
And there's pattern matching.
You're like, okay, when I go to a restaurant and a girl's rude to the waiter,
that's a no, right?
And in the same way with business, you go, oh, okay, like I used to think I wanted to build
all these kinds of businesses, but those were 10 foot hurdles.
I don't want to jump 10 foot hurdles.
I want to jump one foot hurdles.
And so if you think about it, all the stuff you're doing, they're in your, you know, circle of competence and they're relatively simple to execute.
They don't require a lot of people.
They don't require funding.
I think learning that is like a 15-year overnight success kind of thing where it just clicks suddenly.
Right.
And I'll catch myself occasionally getting pulled down rabbit trails of like, oh, what if I did this crazy, you know, drone AI startup, whatever.
But then I always go back to base hits.
And there's this third component of confidence.
And so I think that because of like my work, I've been more confident.
And I understand like, well, if I invest a dollar here, I think I can make at least $3 the next two years.
So like just understanding how machines like money making machines work, investments.
But then also I think Sean, because we get to hang out with we hang out with each other.
We hang out with our circle of friends.
We hang out with all the people we've had speak at our events.
We hang out with our podcast guests.
It becomes more normal.
Like succeeding has become far more normal than not.
succeeding actually and not succeeding is just like oh yeah it's going to happen but then you just move on you
do the next thing and it's like and then inevitably it works so it's not if it's or it's not when it's if
and i think that confidence has actually helped a ton where so for example now if someone wants to like
real estate's an easy one because it's so predictable but with real estate you're like oh man
putting a hundred thousand dollars down on this house is a lot of money that's a you know that's six
figures it's like well dude but it's going to make 12 percent it's like well i don't know that and i'm like yeah
I know, but it's going to do that.
So you actually want to invest more.
So like that confidence of just knowing the motions and knowing the routine and process
has actually helped a lot.
Totally.
Yeah, the other thing I was going to say is, which is what you guys both just said,
but frame differently is I was taking a shitload of market risk before.
And now I basically take almost no market risk.
I just take execution risk.
And before, even if I felt like I executed great, which I did,
I feel like I did in a couple of the projects that we had done.
and during my like kind of like the the previous startup um the market risk was too high like
it was just no it was like inventing a new fucking like new science you know on a new land and it was
just the market risk was way too high now I'm just doing things that are like oh I knew I just
know that this works and I just need to do it well so it's like e-commerce is nothing there's no
fancy science to it and I had buddies who did it and I just used their model and I just did my own in my own
lane of their model.
Milk Road is the hustle, but in
the crypto lane, which is the lane I like, right?
It's like, I just took your blueprint for
the hustle and I just copy-pasted
over here, and then it's execution
risk from there. I know, dude, I saw that you literally
copy and pasted the Twitter handle.
It was hilarious. Your Twitter description
is literally copied.
I sent you some old resources
from the hustle, and we call themselves your
smart, good-looking friend or something
who tells you everything you need to know about.
You just copy that and replay it.
a business of tech, you just put like delete crypto or something like that.
And actually the thing is it wasn't even, you know why it did that? I remember seven years
ago or eight years ago when you first said that to me and the very first like, you know,
like you kind of sat me down. You're like, look, people are not, people are age like we don't
watch MSNBC and like CNN and this stuff for our information. That's not the brand we trust.
And you said it. You're like, I just want to be like they're smart. And remember you said it.
I just want to be like you're smart. No bullshit friend who just
explain it and tells you what's going on and I was like I like it clicked with me eight years ago and so
when it came time to do this I was like that's the exact description the smart no bullshit friend
I think one more thing Andrew is that I look at I used to you kind of said that Andrew and in
terms of like financial success which is a big but not only a measure of success Andrew you're like
a grand slam at the moment you know you're you're I imagine you're incredibly wealthy and you've built
businesses that are incredibly large.
So by that measure of success, you are way out there.
And for a while, I think you were like mystical to me where I'm like, how does he
doing this?
Now it's changed to where I think, I acknowledge that you definitely have talent that
makes you special.
You for sure have skills that make you special.
But really, a lot of it is also, I don't know what percentage of it is each, but let's just
say a third, a third, a third of it is, well, he's just been doing it for like 15
years now or a certain amount of time. And he just like took the risk of raising or
building the business and then he raised the money a little bit for the fun. And so it's
not a matter of like how is he doing doing this. It's just like, well, if I want that life,
like I probably could do it. I just have to dedicate 15 or 20 years and go through the same
motions that he does. And that may or may not fit the what I like. The interesting thing is,
I don't know if you know this, but Warren Buffett made like 97% of his wealth after the age of 55.
So it all happens very slowly.
He started in his 20s or whatever,
and he wasn't really well known until the 90s.
And the same thing happened with us
where we didn't really talk about what we did.
People would meet us and they'd be like,
oh, you're some schmose from Victoria
who owns some digital agency.
You seem to own all these really boring businesses,
you know, whatever.
And so it requires being kind of underestimated and dismissed
and playing a very boring game
while watching everyone else go
and make, you know,
tens of millions,
billions of dollars, taking risk in startups. Meanwhile, we're just going, how do we take,
you know, 100 grand and make 10, 15, 20K a year on that money and just keep compounding? And so
basically the mental model was take 70% of our profits and constantly reinvest, take the other 30%
live a nice life. And that number went down over time. And yeah, you do that for 17 years and it turns
into a, you know, a big number.
Ironically, I still feel just as at risk and terrified as I did 15 years ago.
You think that's real.
And I think it's the classic thing of.
You're not actually scared.
Yes, I do.
Are you?
Because I have liquidity now.
And I'm scared, but I'm like, am I as scared as when I only had $20,000 in my bank
account?
I can't decide.
No, no, no.
But it's, it's, maybe it's different for me because, you know, I have an,
for if you told me 10 years ago, how much, you know, cash we have or how
what our cash flow is, it would blow my mind. And I'd say, how could you ever feel at risk?
The problem is that the stakes are bigger. You know, we have almost a thousand employees now,
right? So there's a lot more, you know, there's the stuff that can go wrong. Do I feel that I've
built out a castle with a whole bunch of moats and stuff? Yeah, absolutely. And I'm better
diversified than I was 10 years ago. But there's still that kind of dust bowl farmer mentality, right?
It's actually something I want to talk about. Like, just we all kind of have this.
feeling of like the way I'd put it is I started chopping wood just because I was anxious,
right? Like 15 years ago in my backyard. And my neighbor pokes his head over the fence. And he's like,
hey, can you chop some wood for me for my fire? I'll give you 20 bucks. And I'm like,
okay, amazing. I didn't know this was a business. And then before I know it, I've hired three or four
buddies. We're all chopping wood in the backyard. We're a merry band. We're selling to the whole
neighborhood. It's awesome. I love it. And then one day, 15 years later,
I wake up and I'm in a sawmill and I own 15 sawmills and all I do all day is file papers.
But there's still this part of me that beats myself up for not chopping wood.
I still have this mindset.
Even though all the machines do all the labor, there's still this part of me that's constantly
saying you need to chop wood.
You need to chop wood.
And so I think you're going to, you know, you guys have this for sure.
Like it doesn't matter how much you have, how diversified, whatever it is.
You have a need to do labor.
and there's an anxiety that you're harnessing to perform.
That's a good-ass analogy.
I'm not going to lie, the first 30 seconds while you're explaining it,
I thought you legitimately took up wood chopping as a hobby.
And I was like, oh, that's cool.
It must be cathartic.
And then I realized I was inside of a Charlie Munger,
Warren Buffett analogy, like parable.
You have this thing on here that's pretty cool.
Bad guys usually win.
As a bad guy myself, I would love to hear what you mean by this.
Oh, man.
Okay.
Do you think you're a bad guy?
I've got a story.
I don't think you're a bad guy.
I'm just joking.
Go ahead.
I think a bad guy is a full-on con artist who lies.
I call myself a bad guy.
Rather than calling myself a good guy and having all the comments on YouTube,
tell me I'm a bad guy.
It's easier just to call myself a bad guy and have people tell me the opposite.
Or bad meaning, not bad meaning bad, but bad meeting good.
That's how it is.
So I'm sure you guys have had this experience.
I'll kind of anonymize this story.
In this case, it's a bad girl.
Bad girls usually win.
But so this, this happened to me like almost 10 years ago.
I was really overwhelmed.
I was running like five businesses.
I got introduced to this older woman.
And she had just sold her business for 20 million bucks, super successful.
And she kind of says, hey, I'll mentor you.
I'll help you out.
And so she comes over to my office.
We start whiteboarding.
And I'm just like, holy crap, this person is a genius.
She could help me so much.
And so first she's an advisor and mentor.
And then eventually she's like, hey, how about I come in and I'll help you with marketing
and sales.
And so I inject her into the business.
She starts killing it.
Like business takes off.
Everything going great.
But I did zero diligence, right?
She legitimized herself by being this super successful person.
And because she was so successful, I was just grateful to have her.
She was like a miracle and made all these problems.
go away for me. And then suddenly the cracks started appearing. So people started saying she was lying.
She was spending money in weird ways. Her expenses were out of control, you know, staying in crazy
hotels, all sorts of stuff. And it turned out that she was lying and like falsifying documents.
She hadn't sold her business. She wasn't rich or successful. And when I called a bunch of people that
she'd worked with in the past, like a bunch of them had had terrible experiences, right? So we fired her.
we move on and I'm in this very odd spot where ethically, you know, I want to be like,
okay, this is a bad person.
I want to shoot up a flare and I want to be like everybody watch out, right?
And I'm thinking like, okay, you know, people will diligence her.
They'll call me.
You know, she won't be able to keep, you know, pulling this off.
But legally, I don't know what it's like in the U.S., but in Canada, when someone calls you
for a reference call, you're quite limited.
You can basically just say, you know, I wouldn't work with them again and do your diligence.
And so people would call.
I usually say, like, I'm not allowed to talk about it.
And they get the hint.
Right.
That's smart.
I said a bunch of stuff like that.
Like, you know, I would never work with this person again.
It's one of the worst professional experiences of my life, whatever.
But almost always, those people go on to work with them.
And you realize these people are just incredibly charming.
And they always assume you're the bitter ex-girlfriend, right?
Because they've obviously buttered you up and told some story.
And so this woman, you know, I'll see her on LinkedIn, and she's still succeeding.
and going every year she's somewhere new.
And, you know, people like this, they don't get super rich.
They're so short term.
And if they only knew how much money you could make by not being a crook, they would probably
be ethical.
But it just, it was so sad to me.
And I wanted my sense of justice was like, I got to put a stop to this.
And you just realize, like, no, like you just have to let go.
Never wrestle a pig.
You'll both get dirty, but the pig will enjoy it.
And so, you know, these people are out there and they continue to succeed.
And unless they're Elizabeth Holmes and they get, you know, in the Wall Street Journal, they're fine.
I want to know who the person is.
I will never say.
You had another example of a guy at a famous company who, you know, you had some fraud or you had some issues of people not being honest as well.
Remember you told me about that one, folk?
I don't know.
I don't know which one that is.
I mean, look at like you guys talked about Navine Jane.
on a podcast maybe like 10 episodes ago.
And I mean, like there's a perfect example, right?
There's this guy who basically did a pump and dump.
That's my understanding, alleged, alleged pump and dump.
But these people go on, right?
Unless they're criminally indicted.
And even, you know, people who are criminally indicted, look at Michael Milken.
Michael Milken was literally front running his own investors, committing tons of like outright fraud
that if you were his investor, you would hate, went to jail for
10 years and now he's lauded as a philanthropist.
I mean,
or how about,
um,
always win.
I mean,
you know the guy,
do you guys know,
uh,
I think his name's Gerbache.
He's,
G is what people would call him.
He's,
uh,
I think he's Indian,
an Indian guy,
Indian American.
And he started a thing called gravity something.
What was it called?
Gravity four.
Gravity four.
And then he started another one called like radium.
Blue radium.
Is that what it was?
And he,
radium one.
And he got arrested.
He was on Oprah as a,
this like, you know, $150 million man under 30 or something like that, like the best bachelor,
most available bachelor, all this stuff. He's a good looking guy. He got in trouble three,
two or three different times. Both times he basically locked his girlfriend in their apartment.
And it was, there was a camera there. I don't know what he was thinking. And he was hitting her
and just being an, I mean, he was just a horrible guy, got arrested, spent time in, in jail months,
got out, raised money again for starting the same company.
Now he's overseas because he's kind of burned all of his bridges here in San Francisco
in America.
He's overseas.
I think he raised money again for another ad tech company.
This is the hard part is if someone is a, I mean, typically someone who does bad things,
like truly unethical things, they're either a psychopath or a narcissist.
And they're very, very charming.
They're very compelling.
They're fun to hang out with.
They're fascinating.
They're great to listen to.
It's hard not to like them.
I mean, one actually heuristic after having that experience is I actually had a company
that I looked at investing in, and I liked the CEO so much, and he was so compelling that I didn't
invest, because it made me suspicious, right or wrong. I was just like, I left the meeting and I was
like, I would buy anything from this guy, and I just want to give him all my money right now.
And I stopped myself, and I was like, this is that feeling. Don't invest, right? I probably made
a mistake, but, you know, maybe I'm too concerned, but it's crazy.
I'm the same way, and I'm willing to throw out the good with the bad, just to steer clear of the
bad because I know how intoxicating that type of grifter is.
And, you know, I've actually put in some, like, you talk about air gaping for like,
you know, security purposes.
I've now done that on decision making for some investments as well.
Like, so Andrew, you sent out an email to us and me, Sam, a couple others, about a business
that you're raising money for.
And it's a really great email.
Like, it's a truly great email.
I got to give you a lot of credit.
And I actually wanted to ask you.
Sam, Sam, help me with it.
Oh, okay.
I was going to ask you what goes in.
into writing an email like that and I hired the master copyright
that you had a secret weapon okay um for the record for the record which is
I barely touched it I barely touched it I read it and I was like this is actually great
and it wasn't it wasn't like oh the writing wow this this sentence structure was so
fantastic right obviously that helps but it was the thinking it was the way of framing the business
and the opportunity is telling how you stumbled into the opportunity what type you know like
your analogy to, you know, you can believe this if you want, to Chipotle.
Like, you really did a good job of framing this business.
And it was so good, in fact, that I said, I am not going to reply to this for like
at least 48 hours because if I read this email, I'm going to say, give this person my money
instantly.
Like, it was almost like whatever out of 10 the business opportunity was, it was a 10 out
of 10, like, pitch.
And I actually, when I look back at businesses that I invest in that go on to do well,
it's usually actually a nine out of ten business opportunity with a, you know, sort of five out of ten pitch.
And in fact, it's only midway through the conversation with this person that I'm like, oh, wait, so you basically have X?
And they're like, yeah.
I'm like, well, why didn't you just say that?
And they're like, well, no, I did kind of, right?
And I was like, oh, dude, you have no idea how to pitch your own business.
But that, to me, once that happens, I know, wow, I'm actually like, I underweighted the opportunity because the pitch was so bad versus.
overweighing a business opportunity because the pitch is so good. And that's become like a standard
practice. Yours was just one example, but that's become a standard practice for me of like,
beware of the 10 out of 10 pitch. Beware of the 10 of 10 charm person that you want to hire or that's
going to help you with your business. The biggest one that I've seen is you get this Uber
charming pitch and then you say, okay, what could go wrong? And they say nothing. Right. And you're
just like, no, this is insane. This is terrifying. I've had like five or six different.
pitches where that was the one signal and it went to zero or bankrupt or criminal.
How's the news business going?
It's good.
It's really good.
Actually, we just hit a profit in my hometown in Victoria, our first market.
We're now in eight different cities and I'm super stoked about it as you can witness based on
that email.
That email, how quickly, because you might have a knack for just understanding and framing
businesses. That's probably a superpower of yours. I think he has that. How quickly did that come together
for you? How quickly did I write it? Well, I mean, it's something I've been thinking about and kind of
talking about a little bit publicly for two or three years now. So I had all the analogies and stuff
formed. But I mean, I wrote that in like an hour or two and then Sam just helped me touch it up.
And then my typical writing structure is I'll write something at the first draft and then I'll
sit with it for two weeks or something like that. So I sat with it. So I sat with it.
with it for a week and then finally I sent it out. But it's crazy. Like, I don't know if you guys get this.
Something that drives me insane is I get all these emails from people who are raising money and it's
literally just a template. Like it almost looks like they're sending it out with Salesforce or something.
The formatting is wrong. It's generic. It's not properly addressed to me. And I always think like what I was
trying to do with that email is I wanted the first sentence to hook you. And so I think the first
sentence in that email was, in 2019, I was pissed off, right? And then, you know, line one,
you're like, what's you pissed off about? What's going on? Right. There's a bit of a hook.
Nobody knows how to use those copywriting tools to pitch in written form. I think a lot of people
are very good at pitching, you know, in an actual pitch setting or whatever. But yeah, it's been,
it's been a great tool to be able to do those tweet storms and emails and stuff.
The most important sentence of anything you write. It's the first sentence. This is up.
love that one. What's the line that you said, let me be very clear, right? And you're just like,
oh, shit. Like, this person means business. What's going on here? Yeah, so it was fucking good at this.
And in fact, I made the criminal mistake when I asked you this question, which is, if you go to
Michael Jordan and you say, Mike, how do you jump so high? He'll, if he's being nice, he'll try to
answer something, something. But it's not going to actually tell you in the same thing. How do you know,
Steph Curry, how do you shoot your jump shot to be?
And how do you shoot better than anybody else?
People who are truly great at something,
they have very low awareness to the actual like how, why and what is making it so great.
And there is a way to ask questions about greatness,
but it's not how do you do the thing you're great at?
Because people will sort of fumble around and they'll try to tell you something.
But it really has nothing to do with how they do the great thing.
Like, for example, what you did,
great in that email was first you decided to not make it a template. That decision probably comes
from some way that you view the world and like that you observation you had about pitches that
were coming to that most people just don't have. The second thing was when you frame the business,
you use the analogy of like these local franchises. That was because you had studied other,
other great businesses. Just for fun, you probably studied the business of Chipotle and McDonald's and other
businesses, not that you were ever going to start a restaurant, but you stored that somewhere in the
recesses of your mind. And so when you saw something else that was a local franchise, you knew how to
apply that. And so like, you know, it's very hard to actually describe what goes into the art
of making that happen, right? Well, not only that, but being able to communicate a moat.
You know, why does this have a competitive advantage? And in this email, I kind of go through the history
the news business, local news, why local news is so much more, why it has a better moat, right?
And you think about it and you go, why would that be interesting?
You know, 50,000 people to 300,000 person cities, that seems like a small market.
But in reality, it's the stuff nobody wants.
You're fishing where the fish are off the beaten path and you can dominate a local market.
You've always done this.
So I actually read your email when you sent it to me in Google Drive.
And I was like, oh, this is really good.
I'm going to, because I was putting together this.
course where I just aggregate good writing and I send it to people. And I was like,
I'm going to use some more of this stuff. Let's see what's out there. And I went and read all
your stuff on Medium. And I think there's like 10 or 12 things. And you follow the same
format over and over again, which you clearly are influenced by Warren Buffett. And you're
influenced by like traditional storytelling techniques. But if you go to your medium,
you're actually pitching your business on Medium constantly. You're just not actually
There's just no call to action.
So you don't actually care if it seals a deal.
But there's like things where you have a headline called.
So you didn't mean to do this, but you could have done this.
So it could have been we're raising a million dollars for our company.
But instead you made the headline.
We're,
uh,
you,
the headline was Joe Rogan could be the world's first podcasting billionaire.
Is that what it was that?
Was that it?
No,
he got ripped off.
It's Joe Rogan.
First is Joe Rogan got ripped off,
which is funny because he'd just sign a hundred and 20 million dollars.
Yeah,
that's what it was.
It's a radioist counter.
So that was a good ass headline.
And then you explain.
So the emotion there was shock, which always does really well.
So you're shocked.
Like, what the hell?
You're saying that he got lowballed?
$100 million is so much money.
And you're like, no, you see, it's nonsense.
You see Howard Stern does this.
Roken could have done this.
It just so happens that we have a company that does that.
That's how I know about it.
And then like if you wanted a call to action, so you have your attention,
interest, desire already there.
If you want your action to make this a full ATA formula,
you could have been like,
P.S. Of course, you can't do this. It's illegal. But you go to the PS for raising money for our company.
See, this is, this is like you've, you've always said, like, the most valuable skill is copyrighting.
I think both you guys have said that. Like, 100%. I chuck up, the only reason Medallab worked was because we would pick fights, we'd write these controversial articles.
And we knew how to, like, if there's one thing I'm good at, it's just like taking, taking a boring topic and just finding a wedge and getting.
people going on it and that always results in people knowing of you and passing your name around
and you become a topic of conversation and it led in our case to lots of client work and other stuff.
So I think everyone needs to read the book Made to Stick.
That was the book that like really clicked for me.
I don't know if you guys ever read that one.
Dan and Chip Heath out of Stanford.
It's awesome.
They talk about this totally.
And it's that one, that first line, the first line just has to hit you.
The best thing you do.
So I think if I was going to break it down, the middle.
of your writing is inspired by or influenced by, you know, some ways, Warren Buffett.
But your, his stuff is very dry, right?
Warren Buffett grew up without the clickbait generation.
He doesn't need to do that.
But like 37 signals.
So like DHA or Jason Freed, like to me, your writing is so similar to theirs that I can
tell, you know, that was like a, you know, pretty major influence on it.
And one thing that they do amazingly well is they will basically pick a fight while
simultaneously taking the moral high ground.
And I think you do that amazingly well, too.
What I mean by that is you'll say like, you know, Joe Rogan got ripped off,
but you're not, you're not criticizing Joe Rogan.
You're actually saying, you know, Joe, you sold yourself short.
And an artist and a creator like you should not sell yourself short to some company
who's going to take advantage of you here.
And so you're taking the moral high ground while picking, you know,
going against the grain and like sort of doing a callout, which is amazing.
callouts just basically it's somebody, you know, slingshoting from the crowd.
And, you know, they're sort of a sniper that's like, you know, angry at them.
And so I've never been able to do this, but I've noticed that you do this and 30
17 singles does this amazing.
Well, they'll say Facebook is overvalued.
And they'll talk about why Facebook is overvalued.
And then they'll talk about, you know, like, we're, sorry, we're just the kind of guys
that like businesses that have actual revenues and profits.
But, you know, call us crazy.
And so they're taking the moral high ground.
And they're saying that this Facebook valued at the time.
remember it was famously like billions of dollars. I would I would argue I would argue those guys would
not be where they are today without copyright. Without a doubt. And I think that's like the sawdust from
their sawmill right. It's like hey, we got fucked on the app store. What would most people do? Okay,
we'll just go in with Apple. They used that as the biggest marketing opportunity ever. They were on
every talk show. They were their names were everywhere. I mean, they also got kind of canceled as well.
So there's a cost to that. But they've done an amazing job. And that's 100% where I learned it. I
I worship those guys for years.
I call it like the Malcolm Gladwell effect.
So with Malcolm Gladwell, you read his books,
and you have to remember that a lot of what he's saying is just theory.
There's no, there's some proof that it's real, but it's not proven.
And, but he's such a good storyteller that you think, like, oh, what you're saying is just a fact.
Like, have you heard a story about David and Goliath?
It's wonderful.
And he's like, actually, David and Goliath wasn't that hard of a contest because it turns out
Goliath was like mentally challenged or like had some issues where he like, and he's also blind.
He couldn't see.
He had like he had this thing where he was so big that it ruined.
It had like giganticism or something like that.
And then also like David was a shepherd and they're actually so good at throwing these rocks that they could take a bird out of the sky.
So it's really like basically taking a big, dumb, blind giant and shooting him in the head with the gun.
That's not hard.
And like that's his argument about he's like, David Goliath.
It's nonsense.
And is he right?
I don't, there's no proof.
Who knows?
Is David Gleith even real?
We don't even know that.
But you like hear this story and it changes you.
But the problem that I have with.
Basecamp and other good writers, and this is something that you have to be really careful of.
I work on it all the time.
I can be such a good storyteller that I can get you to think that something's real, even
though I'll tell you, but there's no proof.
But I'm going to write it in such a way, and Basecamp does this all the time where they say,
well, they'll write something and I'm like, oh, this is the truth.
This is how the world is.
When it's like, well, no, let's not forget.
This is an opinion.
Right.
Totally.
And there's lots of nuance.
And going back to what we're talking about with bootstrapping, I read all their stuff.
I drank the Kool-Aid, and I, you know, I love those guys. They've built an amazing business,
but you can't just have that perspective. It's very nuanced. There's, you know, like I said,
there's so many situations where it is logical to raise money. And if you talk to DHH 10 years ago,
he'd say, Salesforce and Facebook will be bankrupt in 10 years and this doesn't make sense.
And again, I love these guys, and I know them both. They're awesome guys. A huge fan. Wouldn't
have built my business without them. But I do think they present everything in a very black and
way, which I think benefits them in a, because it makes them more compelling. No one wants to
to hear nuance. This has been a good pod. What do you think, Sean? Yeah, it's good. There's,
I mean, there's a couple others we wanted to do, but we're way over. So we should, we should wrap it
and do another one soon. I know. We didn't get to. Yeah, I think we got like, we have like, we have
20 topics to do. There's just like, here's the five pillars of happiness. Like, do I want to be
happy? I should probably ask about that one. Like, I would like to be happy. And then the Jamie Dyson thing,
there was the whole, you wanted to come on because you're like, I'd
read this book about Dyson. I want to come talk about it. We didn't even talk about it.
Oh, man. I'm so excited to talk about him. He's incredible.
All right. Well, let's do another one. Unless you have time. I don't know. We can keep going if you want.
But otherwise, let's do another one and we'll do Dyson and some others.
Yeah, I got a roll. I got a lunch in 12 minutes. All right, man. Good to do you do.
Okay. See you guys. That was fun.
I feel like I can rule the world. I know I could be what I want to.
I put my all in it like no days off. On a road, let's travel. Never looking back.
