This Week in Startups - E1078 Pomp Podcast Crossover: Anthony “Pomp” Pompliano on most exciting crypto projects, Hey vs. Apple, Robinhood/Barstool traders, Zuck vs. Bezos, Jason’s Bitcoin position & more!
Episode Date: June 23, 2020Pomp Podcast x TWiST crossover Follow Pomp: https://twitter.com/APompliano Follow Jason: https://twitter.com/Jason https://linktr.ee/calacanis ...
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and save up to 48% by going to Dell.com slash twist. Hey everybody and welcome to the Pomp
podcast. I'm not your host, Jason Callicanis. I'm the host of this week in startups, but my friend
Anthony Pompleano, you know him as Pomp, and I decided we would try to do a crossover episode
where the king of crypto and the prince of startups would get together and answer your question.
So it's a crossover episode between the Pomp podcast.
Now, if you're listening to my podcast this week in startups, we'll just stop what you're doing
in your podcast player and do a search for Pomp, P-O-M-P, and find the Pomp podcast and subscribe to it.
It's awesome.
And he talks about crypto.
And he's very objective.
And he's been on my pod and he's awesome.
And it's great to catch up with your.
Pomp.
How are you doing?
I'm doing great.
This is also the Pomp podcast recording, which means that you have to go subscribe to
this week in startups.
I'm laughing because right before we started, Jason said that this is a collab episode
similar to Nikki Minaj and Takashi 6-9.
And we're still trying to figure out who is who in the episode of collaboration.
But yeah, I mean, I think it means one.
of us has to take our top off and put pasties on at some point. Did you see the new video?
Oh, I saw. Yeah. I was like, what is going on in the world? Like, it's just like,
people are just naked to get YouTube views. And I started, Nikki Minaj tweeted, like, this is
the fastest to like, whatever, 100 million views. I'm like, you're topless. Of course it is.
My favorite thing is, uh, Takashi 6-9 keeps going on Instagram and making these videos that says,
everyone said I was a rat because he, you know, basically worked with the federal
old prosecutors.
Yep.
He ate cheese.
And he still is under house arrest, actually.
And he's like, and I'm still doing better numbers than everyone else in the rap game.
So you guys are just mad.
And it's kind of like, look, man, he's literally under house arrest doing these collabs and
going viral on the internet.
It's pretty wild.
So basically they sent a video crew to his house, painted the corner of it red or something
and made like a little tiny box for them to jump around in.
I mean, that kid's going to get wax.
Based on my experience from where I grew up, if you talk that much and you poke that many people, it's just a matter of time.
And it's not going to happen in the next two years.
It's going to be like eight years from now.
Kids going to get whacked.
Cars going to flip on a highway.
Maybe the brakes were not so good.
But he's got to be careful, man.
He, before he released this latest video, he actually went on Instagram and did an hour-long,
live stream beforehand and literally had a list of rappers everyone from snoop dog all the way down
and just went one by one and just basically talk shit to him really i was like man he's terrible i mean
i tried to sit through that song and i was like my god this i could rap better than this and i i mean
i sound terrible i have a terrible voice he's horrible why do people like him i don't get if you
dropped if you dropped a rap song it would go viral for sure promise 100 but something
Somebody take this episode and just sample something we say that's clever and make a pomp and J-Cal a crossover video, whatever.
But anyway, you know, it's interesting.
You and I have debated crypto a whole bunch.
We actually overlap a lot more than people probably think because people think I hate crypto.
But I don't.
I just hated the ICO scam.
And you and I came to basic agreement on that.
So my first question for you is about the ISO.
ICO scams and that whole chapter of crypto.
Is that actually over now?
And did anything come out of that?
Because I had the founders of Tesos on.
I see they settled a lawsuit.
And I'm wondering if any of the projects that we heard about, what is it, five years ago,
four years ago, three years ago,
when people going crazy about this,
did any of those projects ever result in an actual real company that provides products
or services that's notable?
So let me separate two things here.
One is there is very few, if any, ICOs still happening in the form that they were happening,
specifically in the United States and even internationally.
I think that kind of came and went.
We'll see if it comes back.
But right now, that's definitely been kind of tampered down by a lot of the regulatory pressure.
In terms of what has been produced, the one thing that I definitely will give credit to is if you take Ethereum, right?
So it's not a company that has a product or a service.
it's a protocol, that definitely has become the second most dominant network in the space.
So they get credit for that. They did an ICO. It went well. They've been proven to not be a
security and we're off to the races there. In terms of most of the other things, people will disagree
with me on this, but I tend to think that you're right in that there just isn't what you and I
would expect kind of measurable success. There's some things that may be interesting, some people
who have built a product and kind of are just now getting it out in the space. But if you're a business
that raised 10, 20, 50, 100 million dollars in an ICO, you know, in the traditional technology world,
you would expect a product, you would expect hundreds of employees, like you would expect some
of these milestones to be hit. And we're just not seeing that yet. And I think that really was kind
of the concern all along. Why are you giving people $250 million and they have an idea in a pitch
deck? Like, I don't know. It is, that was another concern I had. And people were like, oh,
you're hating. And I was like, well, honestly, I'm not hating.
because the second this becomes legitimate and legal, you can be certain I will be on top of it.
And I have a big platform.
So if ICOs turn out to be the thing, the syndicate.com will be an ICO token and we will go all in on it.
And we just took a very cautious like wait and see because I have something to lose.
Like I've got a pretty great life.
I don't want to go to jail.
But looking down this list of ICOs, Telegram raised a billion seven.
I'm just reading from a CNBC story.
Dragon coin raised
320, and I don't know if these numbers are
even legitimate anymore, something called
Who Buy? 300 million.
H-Dak-258.
Filecoin, I remember, because
my friend Naval was involved in that
257 million. And that one
seemed like an interesting one to me because
I believe it was going to be
cloud storage. You give your hard drive up
and it's going to be some sort of cloud storage.
I had some mixed feelings on
that one, but that one seemed real. I had Tesos on the podcast.
They raised 232.
And they just gave some money back.
They got sued.
Ciren Labs, 157, Bank Corps, 152.
Of that list I just made, obviously, telegrams are real product.
So putting that aside, are any of those legit now?
Or do any of them, like, do you hear about any of them?
Do you get excited about any of them?
Yeah.
So I think that Hwbe is a real exchange.
It operates.
It's relatively large.
I don't know how much of that is because of the ICA.
versus it was already going to be a successful thing and they had the ICO.
The other ones for the most part are either still kind of we're going to do mode, right?
So we're going to launch this.
We're going to do all of this.
The one you didn't mention is there was an EOS that raised $4 billion.
Brock Pierce is.
Yeah.
And they paid a $25 million SEC fine on $4 billion raised.
It's like the most profitable business in the world.
I think that your credit card fees would be larger.
I think it feels like a credit card fee, right?
Two and a half percent on a billion.
Pretty good deal.
Here's what I will say, though, right?
Is so you and I are definitely on the same page of like,
I was yelling and screaming this is all chaos and nonsense and like,
I can't believe this is all happening.
And I actually thought that the regulators would be much more strict.
So the thing that I probably was wrong on was they seem to have not been as stringent as I thought they would be.
But this also happens in tech sometimes too.
So if you look at, you know, there's magically.
there's Quibi. There's a bunch of these companies, especially when SoftBank came into the market,
that they raised hundreds of millions or even billions of dollars pre-product. And so I always
go back to like, is that a sign of late stage economy stuff? Or is that a sign of like crypto stuff?
Right. And I don't yet have an answer. Yeah. Let me, let me, I'll take that as a question.
Because unpacking it, if we just take Quibi as an example, there you have one of the most successful,
media executives in the history of media, top five, certainly, in Katzenberg. Pretty easy bet to make,
even pre-product. And as much as they've been derided, I do think they have three million paid
subs or something, which is from a cold start and a new brand, not insignificant, right? Certainly,
they've gone further than Netflix did in their first 10 years, I bet, in terms of the number of
subscribers. So that was interesting. Magic Leap actually has real technology, and that is a
groundbreaking space, AR, augmented reality. But it does seem crazy that people poured a ton of money in,
but those were very sophisticated investors, obviously Andreessen Horowitz and other people. So
as much of a mess as that is, people, I have not seen the technology, but people have, and there's
something real there. So definitely part of it is late stage capitalism, but I would think
these are two very different buckets of capital, right? Like an ICO investor,
was somebody who probably made a fortune on Bitcoin or Ethereum and was just rolling it over.
That's definitely solid of it. And some of it was actually people who missed kind of the early
successful ones and then said, oh, well, what's the next one? Right. Because remember, Bitcoin
didn't have an ICO, right? So Bitcoin was kind of what you would consider a traditional product.
It was released to the world and kind of went that way. Ethereum had the ICO. But there's a lot of
investors. I mean, I literally remember in 2017, there was a number of times where people would be like,
hey, this company is raising $20 million, and all you do is you send crypto to a wallet,
and then just like fill in this Excel file with your name and the amount you sent.
Wow.
And it was like, this isn't going to end well.
Yeah.
That wasn't a hard call.
That wasn't a hard call.
With a KYC, know your customer and all the money laundering issues.
Yeah, that's just a recipe for disaster.
But yeah, I mean, we do see some weird things where a company pre-product.
And so I think on average the ICOs were like the outliers in our industry.
So I would freely admit that the outliers in our industry did look similar to some of those ICOs.
But the interesting thing is Quibi did get a product to market, magically did get their product to developers, I believe.
Developers have the kits now.
So it's, you know, the hit rate is going to be very different, I think.
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Okay, let's get back to this amazing episode.
Why didn't they launch products, do you think?
Was it just that the people who built these companies
and who were willing to take the risk of being,
doing an ICO, which was unclear,
were probably just not super qualified
to build products?
I don't know for sure, right?
Each case is kind of case by case,
but what I will say is I think you get,
there was definitely some people
who raised money through ICOs
that couldn't have raised it
in a more traditional kind of venture capital type model.
So that would be signaling, right?
It was signaling people,
or selecting, it was a selection issue,
people who couldn't clear market and venture
cleared market with anonymous global wallet.
maybe that signals not as good of an executor.
Yeah.
So that was, and I don't know what percentage of them, but that was definitely one percent.
Another part of it was people who believed in kind of the decentralization.
So this whole idea of I don't want the venture capitalist, you know, to own a piece of my
business.
I want the people to own it.
I can kind of bootstrap a network, all that.
And then the third one is I actually think that there was a lot of people who literally just
said, well, if somebody's going to give me $250 million, I'm going to raise it.
raised $250 million. Right, which I think was Tesos's position was, hey, let's do that.
Awesome. Okay. Let me ask you, let me ask you this question. Okay. What is the, what's the most
money a company has raised in a seed round that you invested in pre-product? Okay, great question.
Seed round pre-product. Hmm. I am very much of the belief in investing in company.
right after they launched their product and I can play with it.
So I think a company like Superhuman, because Raul had done a company before, was able to raise a
decent chunk of change in their seed round.
It was, you know, many millions of dollars, but it wasn't over 10.
And then looking at, let's see, I was in a later round of medium, but I think Ev probably
raised a decent chunk of change.
So serial founders like a Mark Pinkus or Elon with the boring company, forget about me being involved in them.
I'm not in the boring company, but I am a medium, but a later round.
They tend to raise 10 million for 10%.
That's what I see a lot of the times.
And so it's an outrageous valuation when compared to the average.
And probably the founders are getting a 5x, 10x premium on their previous experience for a good reason.
you know they're going to get the product to market.
They've done it many times before.
Yeah.
It's just interesting how 10 million versus 250 million, right, is just such a wide gap.
It's huge.
And it's the problem with raising that amount of money.
I've seen it happen in later stages is the whole team gets off their game.
Entitlement goes off the charts.
And you have so much money, you basically drowned in.
opportunity. It would be the equivalent of like putting a chef in a Costco or something,
you know, like a giant warehouse and saying, turn it into a restaurant and it's like, okay,
where do I even begin? You know, like there's every single food item in here. It's just too
much. It's too overwhelming to go that big, that fast. And it distances the core team from
reality so much. And reality is the customer that they start arguing over things like chairs
or the receptionist's desk
or where the office is located
or what the laptops are
and how many gigs of RAM they have.
Whereas in a regular company,
you're like, holy shit,
we're almost out of money.
We better get this product to market.
And you need to have constrained
to be a great artist.
Actually, a better analogy
than a chef would be,
just imagine you gave an artist
a canvas the size
of like a giant mural,
you know, like the side of a building
and you just gave them,
you know,
you know, oil containers,
truck, you know, milk trucks of paint.
And you're like, go ahead.
They're like, there's a little bit of a big canvas here.
You know, where do I even get started?
That's why like, constraint makes great art.
Bob Dylan said, like, they were like,
hey, you know, why did this album come out?
Why didn't you make the album?
He's like, well, I owed it to the record label.
And people were like, oh,
that's completely disappointing as an answer.
It's like, yeah, my back was against the role.
I had to get it out.
I couldn't delay the record label anymore.
So I had to, you know, get my term paper in.
In this, in Bob Dylan's case, it was the album.
And it feels like now the tools are available where people can create products so inexpensively
and so quickly that they can get something, it may not even fully into the market,
but to hand you that it's almost inexplainable, unless you're working on something
that's a really hard tech problem, why they don't, why would you go raise money before that?
This is such a great insight pump because I deal with founders all day long who tell me,
if you give me $100,000 or $250,000, I can build this.
And then I say, you know, that's great.
And I'm flattered that you're contacting me.
I have a long list of people who've already created stuff and who have 100 or 1,000 users who are asking me for 250K at the same valuation.
Why would I pick you over that?
And like, well, I have great potential.
I'm like, you're telling me that.
They're showing me that.
And really, that's what I think a lot of young entrepreneurs don't understand is the people who get funded in today's.
market because of what you're saying, it's so cheap to build, if you want it to build
clubhouse or if you want it to build a podcasting app or whatever it is, you can build it in a
weekend, sweat equity, two, three people. You don't need all that money. And so you've basically
signal to the market that you are a permission asker. You're somebody who needs permission
or validation in order to build. Whereas other people, they're going to make their album. They're
going to tell jokes if they're a comedian, they're going to make a short film if they're,
you know, they're going to write their screenplay. They don't need permission to do it, right?
And that's where founders get tripped up a lot is that they ask for, you know, they're looking
for some validation from an investor, you know, and really they should look at the investor as
somewhere between a checkbook or ATM and a coach or, you know, a close friend who can give
them candid feedback, right? That's really what you're getting when you're getting an angel or seed
investor, somebody who can be candid with you with advice, maybe introduce you to people, just be a good
friend and on the margins, a little bit of money to spend on marketing or hiring that third developer.
But you really want to be a developer, which is why Combinator says you have to have a technologist
on your team. You need to have a developer, a designer, somebody who can actually build.
And if you can't build, well, what's your goddamn excuse?
Like, go on YouTube and type in how to build a website, how to write code.
And people are like, oh, you know, that's ridiculous.
It's not actually ridiculous.
There's free codecamp.org.
I had them on the podcast.
We made a small investment in Lambda school.
There's Lambda school if you want to pay money.
And you can do it on the come, right?
You don't have to actually pay them up front.
You can pay it on contingency with an ISA income sharing agreement.
ISA.
ISA.
There's like so much interesting stuff out there.
You really have no excuse.
Well, and I think part of what we've seen happen, at least over the last three or four years,
is, you know, you had way more experience kind of early 2010s when people were just figuring it out.
They're trying to build companies and the game of Silicon Valley wasn't yet identified and
kind of popularized across all these media platforms. Now, literally, you'll get people who pitch you
and it's just like, I know what you're doing. I know you read a blog post that said you're supposed
to send this email or you're supposed to do this. I don't believe you. Right? It's,
It's literally, it used to be opaque, and you had to figure it out.
Like, that was the game.
You had to figure out what a term sheet was.
You had to figure out how to get a lawyer in Silicon Valley.
You needed to have to figure out how to get an office space or a lease or, you know, all
the stuff was like the first year was just figuring out the blocking and tackling.
And now you can just go onto a website, trademark, incorporate, set up a cap table, all in a day
and get a wee work space if you feel the need to have an office and an address.
and it's all done in a day for $1,000 or something.
So you're exactly right.
And it's actually, I've had this blowback because I've been doing the podcast for so long
and unpacking entrepreneurship, people pitch me.
And they know better what I'm looking for than I do.
Because I don't remember all the things I've said and all the advice I've given over
a thousand episodes.
So they're like, they literally know you need to have the problem be personal.
because Gary Camp and Travis
couldn't find a cab in Paris
so they created Uber.
So they come up with some fictional story
of, you know,
oh, I had this itch, I had to scratch,
I had this frustration in the world.
And I've had people who are like,
I literally had somebody who's like,
my dog got killed
because he got hit by a car
and I'm making something to protect against that.
And I was just like, oh my God.
And it was true in this case,
but literally that making something personal
as one example of how to unpack startups and pitch them is there.
So then what's left?
What's left is actually traction.
So I've changed my game.
All the things people know I'm going to ask, that's fine.
But, you know, the secret weapon is to just talk to the customers.
Right?
You talk to the customers.
It's very hard to fake customers.
People can.
There are techniques to fake customers, but we know them and we figure them out.
Yeah.
And it feels like the reduction of friction is a net positive, right?
It's better that people can get started fast.
they can get office space, whatever, but there's just like this level of authenticity.
And you almost can smell when somebody's pitching you what they want, they think you want
to hear rather than just doing it.
100%.
So it's pretty interesting.
Well, think about like a sport like golf or tennis.
Like to just even understand how the scoring works in tennis or how to get a tennis court
or how to, you know, get a tea time, right?
Like these are very hard things to do.
If you're wondering why you don't see a large number of people doing those sports or skiing,
and you don't see diversity in those sports,
it might be because it's really hard to even get started.
Whereas, you know, playing baseball or basketball, you know,
it's really all out there.
Like, all you need is a basketball, you know, at a hoop.
Like there's, it's accessible to people.
And I think that's why the NBA wound up winning
and became such an amazing sport is because people in China or Africa or Europe who
wanted to play just needed a basketball.
And you see all these videos of them playing with like a bucket pinned against
the side of a wall, but they've got a basketball, and that's why I think the NBA became the
world sport, right, and soccer as well, because it's just so accessible. You just need to
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All right, let's get back to this amazing episode.
What else you got?
Oh, yeah.
So explain to me why Ethereum was able to do essentially a token offering, an ICO, if it would be considered.
that, but they did a token offering. And they did not get in trouble with the SEC, but other people did. I've never understood this. And the times I've said it, people got very defensive on the social media on the Twitter. Like, because I think people are concerned because they probably made a lot of money off of doing it. And I had people in the industry who were like, hey, pump the brakes on that. You know, your friends are in that. You know, so why is that not considered an ICO? Didn't they sell all that and take all that money?
So obviously I'm not a lawyer.
I'm going to give you my layman's understanding of where regulators came out on this.
And it really comes down to the decentralization of an existing network before or after the sale.
So there's some people who fell in a category of, hey, Jason, give me money.
I'm going to go build this product.
And at some point in the future, I will launch it and that will be decentralized.
Regulators have said, no, you're essentially raising capital.
You're taking money and that is going to be considered some sort of security and you'll get in trouble if you didn't do everything you're supposed to do.
In the case of an Ethereum, what it sounds like is regulators said, look, Ethereum, we are not going to make a decision on the time at which they did their token sale.
So actually the regulators have not said whether that was quote unquote legal or not, but at this point it is decentralized enough where it is not going to be deemed a security today.
Got it.
And so part of the big question there is something that previously hasn't been an option is can you actually have a security that's offered that then transitions to a non-security?
So in the case of Ethereum, was it a security when it was sold?
But then once the network is built and decentralized, could it transition to now be considered not a security?
It sounds like regulators are open to that idea.
I'm not by any means well-versed enough to kind of tell them where they're going to come out on that.
But it is interesting because that's something that doesn't exist in traditional companies.
It seems to be like the SEC is doing a reasonable job at balancing innovation and protecting consumers from scams.
Would you agree with that or do you think that they've been slow?
I think that they've been slow, which means that they've been doing a good job.
Right. So both of those things are true. And what I mean by that is nobody knows, right? Like, I mean, literally people are experimenting. And so naturally regulators are going to be slower than the innovators. But there's some things that are just outright scamp. So if I say, Jason, give me $100,000, you know, I've got this great product. You give me the money. And then it comes out that I didn't have the product. Right. Like, okay, that's just a scam. And I ran off with the money. Like everyone agrees that's a bad thing. You know, go after those people. So I think that they've done a pretty good job given how.
tough the situation is. There's plenty of people that wish that they would come out with more
clear guidance and all this and stuff. They just don't know, right? And so I think that it's going
to take time to get clearer guidance. One thing that I didn't understand that they didn't do,
and I'm wondering what you think of my idea, which is in the world I live in, when we do what's
called a special purpose vehicle at the syndicate.com or Angelus does it, or Seed Invest or other
places that do SPVs. They said, you can have 250 people.
but you're capped out at $10 million per investment.
And somebody's got to be on the hook for managing all this.
And that happens to me, me in this case, the syndicate lead.
And they have to all be accredited investors.
So there was kind of a, you know, and if you have 100 people, you're not capped at the 250.
So they were basically trying.
I think I got it right.
People can look it up and correct me if I'm wrong.
But ballpark, what they said was, let's make, if there is a crate.
if this thing does blow up, let's make it not create huge collateral damage, right?
What I would have done if I was the SEC is I would have said anybody who registers at this
website, sac.gov slash crypto, if you register your project here, you can go through a quick
registration process, which says you can have any number of investors capped at a million dollars.
You can have up to $5 million, capped at this number, and $10 million at this number.
and as long as your project stays within those bounds, you're good for five years.
And if you want to go above that, then you've got to kick into securities mode or whatever it is.
So you can rate, and I don't know what the number is, but it seems to me that if a bunch of people are limited to non-accredit investors are limited to $1,000 each, well, what's the harm there?
You know, like even if they were paid minimum wage, they could get out of that hole in 100 hours of work, right?
It wouldn't be what we call in poker and gambling the risk of ruin, which is playing with your entire chip stack in one game.
And you get a bad beat and somebody hits quads against your boat and you lose it all.
So what do you think of that kind of approach?
And do other people take that approach in other jurisdictions?
I don't know the global jurisdiction reality these days.
Yeah.
So the first thing that I'll say is people have to remember venture capital.
our professionals, right? You've got funds, I've got funds, everyone's got a fund. And our job is
literally to take limited partners capital and go find the best deals that we can possibly find.
They're going to drive a return. And so that is the day job of these investors. And so naturally,
they're going to find, quote unquote, the best companies and projects. Do they miss sometimes?
Absolutely. Right. So there's definitely some selection bias for people who choose not to go that path.
It doesn't mean it's for everybody. But for sure, I think that's kind of, we have to remember that
that's why venture capital exists for projects I want to grow very big. Now, there is a subset of
companies that have chosen to go through something like, let's call reg A plus. And again,
I don't know all of the details. But as far as I understand. There's like the mini IPO, basically.
They have to do a little bit more. And you can raise like up to like, I think it's a million.
$1.07 or something, right? So there is some things that are kind of trending in the direction you're
talking about. But the reason why I brought up the venture capital model to begin,
in with is it's actually less of a headache for the entrepreneur to go, if you have a good product,
right, and you're believable in the sense of that you can actually go execute what your plan is,
it's easier just to go pitch the venture capitalist to raise the money than it is to go and
jump through all these hoops to use reg A plus or do an ICO or do all this other crazy stuff.
Yeah, and what that does is it sends the best deal flow to the most qualified people who
have the biggest chip stacks.
and it sends what should be on average, the weaker deal flow, the deal flow that VCs didn't buy into it.
Now, again, you said perfectly that they may not always get it right, but maybe they get it right two out of three times,
which means the deal flow that makes it to these other sites might be, you know, the apples at the bottom of the bushel, let's say.
Maybe they couldn't clear market.
Maybe the return profile is different than them.
And that works actually against the spirit of the law, which is you're trying to make this more equal and fair.
And so the unintended consequence is troubling.
And the other thing I'll say, too, is if you talk to younger entrepreneurs, first-time entrepreneurs,
the one thing I've noticed is there's a lot of focus on the economics of the deal, right?
They want to squeeze out every last economic advantage that they can.
And so they're constantly trying to optimize for the highest valuation, the most money raised,
all this kind of stuff.
If you go talk to kind of serial entrepreneurs and things like that, the numbers are important, right?
They're not going to give away the company, but who they partner with is,
is way more important.
They understand that the right investor can move the company, can introduce them to customers,
can do all the things that they need help with.
And so I do think also what you get is you get some selection bias of if you want to take
money from retail investors at the highest possible valuation, is that entrepreneur,
the same entrepreneur that can walk into the best, you know, San Hill Venture Capital Fund
and raise from those investors?
I don't know.
Maybe in some cases, yes.
but my guess is that more times than not, it's not that type of entrepreneur.
I've literally had people in the industry.
Let's just say another accelerator that maybe the launch accelerator competes with.
I've heard stories of people saying you explicitly don't want sophisticated investors in your first round
and advise founders to go after the dumb money that will not read the documents,
that will pay the highest price, and that will have no governance concerns,
and that you can roll over in later rounds.
So literally there's a group of people in Silicon Valley
who would be advising startups to go to the dentists,
to go to the naive investors,
and say if you're going to raise the million dollars,
instead of doing 500K from, you know,
Aileen Lee at, you know, Cowboy Ventures or Hunter and Satya from Homebrew,
instead of getting those sophisticated folks
who are going to want good provisions, protective provisions,
proper governance,
screw it, just pass the hat and do what's,
called a party round in our industry.
And so that is, you know, you may not see this out on the East Coast, but I see it out here
where people actually do that as a strategy, like literally to try to get the dumb money
to have less controls.
And you know what?
They wind up regretting it.
I mean, the founders do.
Because you want the smartest people on your teams.
And the incremental 20% on valuation, when your company does have trouble and the most skin somebody
has in the game is 50K versus somebody like Aileen.
Lee who might have 500 K in or I have 500 K in, we're going to go to war with you.
We're going to try to solve the problem.
The president is like, yeah, got to do like one more set of veneers and I'm good.
I can make that money back, you know, just overcharge somebody for veneers and you're done.
One of the frameworks I really like is you can optimize for the economic advantage that you get
out of a fundraising round or you can optimize for the intellectual advantage.
And again, it just goes back to this idea of like you want the smartest people.
and the most experienced people running into the fire with you.
Right.
Kind of your point of like, hey, if the investor knows what they're doing,
like, that's who you actually want.
And so giving up 1% more, 10% more, whatever the number is,
those investors, if they are actually good,
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Let me ask you a question about, you know, we were debating you and I having a fun time on the Twitter, talking about like all the speculation in crypto.
And, you know, you'd come at me about like, hey, what about Theranos and the outliers?
Great.
Now, and people love to gamble.
We have Wall Street bets.
We have Robin Hood day traders.
And full disclosure, I was an early investor in Robin Hood.
and it's probably my third
big,
right now on paper
it might be the third
biggest return
I have
after Uber and Com
and that's really
not a disclosure
as much as a flex
to be clear
but they had
three million people
I think
during the pandemic
I read
and Wall Street
Betts is going crazy
El Presidente
from Portnoy
is going crazy
okay
so we have
crazy speculation
crypto
crazy speculation
and startups
and now
we have
have crazy speculation coming to the public markets. What do you take from what's happening at
this very moment, any general hot takes or observations about what's going on in that little
crevice of Reddit? Three things. One, anyone who thinks that Dave Portnoy is not performing and
entertaining and creating media content, they're confused as to what he's doing. He's the best in
the world at it. Right. And that's not a knock against him at all. Actually, it's a complete
tip of the cap of he has literally gone from this guy who ran a sports site that was highly
successful, $450 million valuation and on literally the flip of a coin pivoted into an industry
that prides itself on the suits and ties and the Wall Street finance, all this kind of stuff.
And he's just taking it by storm.
I mean, they literally can't avoid talking about him, right?
Like he is dominating headlines.
And so I think that when I see what he's doing, one, it's incredible, but two,
He's not doing it from a, I'm just trying to make money.
He's obviously got larger kind of entertainment driven ambitions, which is important to remember.
Two is on the Robin Hood traders and kind of the retail speculation, it's all the same.
Like everything you just mentioned from ICOs to sports gambling to public market gambling,
everyone is chasing easy money.
Right.
And what you can quickly identify is what's the strategy?
And literally people will tell you kind of all kinds of crazy stuff in the ICO boom.
They'll tell you all kinds of crazy stuff right now.
But if you've been around and paying attention, like buying a bankrupt stock and having, you know, 150,000 people owning hurt stock after the bankruptcy, it's kind of just like, okay, that's where we are.
Like, sure.
Yeah, it makes no sense.
And the people that hurt, it makes no sense to them either.
But if you're looking at it as gambling and entertainment, you're looking at it as gambling and entertainment,
it makes total sense because people are just doing this like they might bet on the Knicks
to, you know, beat the spread. They know they're going to get demolished by, you know,
whatever team LeBron decides to be on, you know, for this next three years sprint. We know we're
going to get crushed. It's just a matter of do we even, can I entertain myself during being
crushed like that? I mean, I think Dave is just amazing at, you know, entertaining people. I mean,
he literally makes eating a slice of pizza entertaining.
And he understands who he is as a character,
which is obnoxious and successful and does not care about anybody's opinion.
He's like the classic ENTJ,
you know,
if we were to use,
you know,
horoscopes for men,
the Myers-Briggs.
He's like that classic ENTJ leader.
I know better than everybody.
I'm obnoxious.
I don't care about your opinion.
And I'll tell you what the pizza is.
It's a 7.2.
It's an 8.2.
And it's kind of fun to watch.
watch. But yeah, it's not serious. The thing I love about it, I think there's something
great about this. Because when I invested in Robin Hood, Vlad and his partner walked up to me in a bar
called Antonio's Nut House, and they said, you're Jason Calacanis. I said, tell me about your startup.
He said, how do you know we have a startup? I said, you recognize me, right? This is the ultimate
tip off. Like, I'm not famous. I'm only famous with founders. And he said, we want to create
a trading platform for millennials on their phones. And I said, let me stop you right there.
You do know that they're on their parents' Netflix accounts.
They will not buy a car.
They only take Lyft and Uber.
And these are the most commitment-phobic people in the world.
They will not sign a lease.
And you want them to buy stocks for a future 50 years from now when they're retired?
It's just not going to happen.
And by the way, all retail investors went away after 2008 and the dot-com bust.
Like we've demolished them twice in recent memory.
And they said, but Jason, that's the opportunity.
What if we do?
And I was like, that's the right answer, actually.
I said, all right, fine.
Tell me how you make money.
And they said, well, that's the kicker.
We're going to make it free.
Now I was like, okay, I'm in.
Like, this makes total sense to me, right?
And it makes no sense in one way.
But if you're saying, if it does work and it's a long shot, what happens to the world?
And I just said, what if they get a million people doing this?
And now here they are with 13.
If all these kids are taking their money for, they would have bet on sports
in the NFL and the NBA,
and they're just putting it into stocks,
well, I think they've got a better chance of winning,
and they're going to learn about finance.
I mean,
these kids,
no more,
I've never done a put or,
I've never done like puts and calls and shorted stocks.
I've never done any of that stuff.
I buy stock I hold it until I don't like it anymore,
then I sell it.
I'm not buying futures,
right?
You know,
my,
my nephew,
you know,
director Nick over here,
he's explaining to me calls and puts and how to use Robinhood.
I'm like,
I don't have any,
I just want to,
buy Uber and hold it for 20 years. Like, that's it. So I think that that's the silver lining,
which in a way is what the crypto speculation did as well, which is in order to speculate in crypto,
you at least have to get a wallet. So you have to know that. You have to know your hash.
You've got to know your password. You've got to know all this stuff, right?
Well, I'll take it a step further, right? And you respond to this how you want.
But what you just described about low probability but high potential of Robin Hood when they
pitch you on that is I think exactly why people are so excited about Bitcoin. Because right now,
maybe people would say, you know, five years ago, the potential for Bitcoin to reach,
let's say, global reserve status, right? Less than 1%. Now, I don't know, maybe we're three to
five percent, right? Still incredibly low odds. But if it gets there, you're talking about an asset
that's, you know, $150, $200 billion in value that would eventually get into the, you know,
tens of trillions of dollars. So there's 100x from here. Oh, easy. I mean, just look at the
global monetary supply, right? So 100x from here is only 15 trillion. And I think global money
supply is, you know, in the $70 trillion range. So you're actually talking about 400 X.
The thing that I think is super fascinating about also Barstool. And I'll just wrap that up is I think
he's creating Barstool finance. Like, you know, you have finance. That you.
Yahoo.com. He's just creating Barstool Finance. And so, you know, he's got sports. He's got
finance. I think with Call Her Daddy, he's got kind of his own love line or romance or sex kind of
property. Like what else is a property that Yahoo had back in the day? Movies and entertainment.
So does Barstool do movies and entertainment yet? No. But he'll back some movie at some point
and be a producer or a director and he'll be like, I'm going to be a producer of movies. I'm giving
money to these movies. And then those movies will actually work.
you'll love this so March 31st 2017 this is right after Peter churning and his team bought a little over 50% of Barstool for about $7,8 million, right?
I wrote a blog post that said, this is going to be a billion dollar company.
And at the time, people are like, you're nuts, all the stuff.
And I laid out, you know, here's what I think happens.
And one of the key points was they're going to get outside of sports.
And I didn't know if it was politics or news or kind of how they would do it.
But I think you're dead on in that once you have the attention of the audience, it's very easy just to add another personality that touches in a new area.
Right.
So whether that's finance, whatever.
What I do wonder about Barstool is they have been a very non-traditional media company for a long time, right, in terms of the way that they've built it.
It's highly profitable, all this kind of stuff.
but they sold a third of it to this gaming company, Penn National, which on the face looks
super interesting.
Now Penn National's kind of got this great marketing arm through Barstool.
Barstool's got exposure to the public markets, all that kind of stuff.
But what I do wonder is, would they have been better off if they were the ones buying a gaming
company?
100%.
Yeah.
Yeah, I mean, that's probably just Dave doesn't have a ton of experience in big business and he's just
got this asset and he just wanted to cash his chips in and Mission of a couple.
You got $100 million, right?
But he didn't cash in.
So to his credit, this is what this was pretty crazy is he, $100 million, I think he took
more than half of it in stock.
Smart.
So he still is betting on himself, I think.
But the whole model of just as you look around businesses, right, and this kind of gets
into just early stage companies today, they used to build the product and you would invest
and then they would go try to find customers.
Right.
Right.
And that's the risk you were taking as kind of can they find the customers.
What I do see more and more companies starting to do now is they go build the audience and then they say, hey, I already have the customers.
Now I'm going to build products for them.
Yeah.
Right.
And that's Instagram did that.
I mean, that was like, Instagram's like, hey, we're a tool for making photos look better.
And now, you know, they finally are, they've turned on the ability to buy stuff inside of Instagram.
Like, it's literally an Amazon competitor, a Facebook advertising competitor.
So it's going up against Google and Facebook for ads.
And now it's going up against Shopify.
or they're in partnership with Shopify.
They'll eventually try to kill Shopify
because that's what Zuckerberg does.
You slip the throat of anybody you partners with.
So Toby, if you're listening,
you know, I worked at Facebook, so I'm biased.
Are you telling me he's not the most cutthroat person in business?
Name somebody more cutthroat than Mark Zuckerberg
and how he approaches competition.
If you had to pick Mark Zuckerberg or Jeff Bezos,
who's more cutthroat?
Yeah, I got to go with Zuckerberg
and I'll give you my rationale.
Yeah.
It's because he has absolutely no moral compass when it comes to stealing other people's innovations.
And he literally does not care what anybody thinks about him.
So he told the Instagram, the WhatsApp founders, hey, just copy Snapchat, just do exactly what Evan Spiegel is doing.
Just copy it.
Do not even think for yourself.
You know, that's all on the record.
And I don't think Bezos thinks like that.
I think Bezos wants to think, like, hey, it's day zero.
let's really think about this product.
How would we do it?
He's not looking,
Bezos isn't looking at the competitors
and saying whatever innovation they do,
go do it and kill them.
Maybe on the margins for Amazon Web Services,
they do that.
They look for, you know,
Twilio or something and try to compete.
But I just think,
Zuckerberg has a cutthroatness
that is just unbelievable.
So the one thing that I will say
is I think that those two generalizations
are probably more PR than not.
the Zuckerberg stuff, you know, I'm not going to change your mind on that. But like, if you take
Bezos, for example, like didn't he with diapers.com, all these things, like he basically would go to them and say,
hey, your march is my opportunity. Yeah. I'm literally going to sell items at a loss and try to run you off the,
you know, the competitive field. And then when you're literally bleeding out, you'll come to me and I'll buy you for,
you know, pennies on the dollar. I think that's implied. Yes. I think that is implied. I think that's the,
that is, and this is actually an interesting discussion for us just to have to take.
it away from the personal because if you told me who are the two most cut-throat people,
I would have picked them in just in a different order than you. You probably would say Bezos
than Zuckerberg. You got anybody else you'd put in there? It's scarier to go up against.
Yeah, I would say at least out of the people who run big businesses, those are the two.
Yeah. And by the way, you're going to come in and do, Apple would never do what.
No, I don't just don't think Apple might have their own interesting anti-competitive approaches,
but they would never do what Zuckerberg would do with Snapchat, right?
Which is we're going to copy that product until we kill the company and just keep going on it.
What I think is really interesting about Amazon, and I'd love to hear your thoughts on it, is do you think Amazon should be stopped from creating Amazon basic products and why?
Meaning what?
Do you feel that anti-competitive?
People are now, there's investigations going on with regulators in the United States.
States and in the EU around this concept of Bezos and the Amazon team study what's selling
from third party sellers who are half of the, I think roughly half of what's sold on Amazon.
And if you make some great amazing charging, you know, power strip, they're going to make an
Amazon basics one.
Should they be, should the government interfere and stop Amazon from both selling third party
and creating their own products or not?
and why?
I think that's the wrong trade-off to look at.
I don't think the problem is that they make a competing product.
I think it's when they promote their competing product above yours in the search results
or they take away your distribution and hurt you in exchange for promoting their own.
Okay.
So like Google does with their search box, right?
They move Yelp down and they put Google,
local above Yelp, literally.
If you're the third party reseller on Facebook or on Amazon and I'm Amazon and I see that
you're selling microphones and they're doing really well.
And I go make my own and I put it into the marketplace and we're on completely equal footing.
So I get no advantage in the search rankings, all that stuff.
I don't think that's as big of a problem.
I think where they get kind of in the murky water and people get really upset and probably
where they end up getting in trouble.
is if then I say, hey, Jason, I'm no longer going to send you traffic.
I'm going to promote my microphone above yours.
Now all of a sudden, you're playing a different game.
So placement is the issue.
And this is where Google got away with it, because Google had Mac Cuts, who was in charge of search spam or whatever, go out and lie for them over and over again, where he said, we have not changed the organic search results.
And he's such a liar and so insincere.
It was incredible.
he said, and while that is true, they move the first organic search result, 400 pixels down the page, and put a box at the top for shopping, a box at the top for travel, a box at the top for your stocks, a box at the top for, of course, Google Local.
So they're so smart, right?
And Matt's such a clever guy that they had convinced themselves that they were not just absolutely lying in evil.
and what they did was they moved everything down 400 pixels so it's below the fold and then put their
widget up top and this is why they really had a chance of getting sanctioned because they did exactly
what you're saying which is gave preferential treatment to themselves but they said oh no no no no we didn't
change organic search organic search is the same it's like yeah but if you everybody knows 90% of the clicks
are above the fold the first 400 pixels 90% of the clicks then they moved it down Amazon is not doing that
The thing they actually have concerns about Amazon is that they're studying which products are selling well and then creating products like those.
Which, by the way, Amazon puts that in from, this is why I think Amazon, I would argue Amazon shouldn't be stopped from doing this.
I agree with you.
They shouldn't get preferential treatment.
If your power shri-if you're microphoneing, if your podcast microphone, pops podcast microphones are better selling and better reviews, they should go up and the search and Amazon should go down.
I agree on that.
The people think that they're using the data to pick which products.
Well, I don't have a problem with them doing that either if that data is also shared universally
because they have it for the public, right?
You can see the reviews.
All the reviews are right there.
I'll even go a step further.
I don't want to say to the companies because I don't know if this is known or not,
but there's literally a business that's based in New York.
Their whole model was they would go hit the APIs.
they would pull all the search traffic.
And basically what they were looking for was items that had big margins that were not owned by one single product.
And where they felt like they could get the supply chain.
So these are physical products that they could build the supply chain quickly.
And then they would, because they're technologists, figure out how to win that search term on Amazon.
So thinking of Amazon as a search engine.
And they had, I don't know, 50, 75, 100 products, whatever it was.
Yeah.
But when you saw it, it's like, look, that's what Amazon's doing.
So like the fact that a third party could use data in a similar manner.
Yeah, fair game.
Again, as long as there's not preferential treatment, I don't have a problem with it.
What do you think about the Apple?
What do you think about the Apple and hey?
Well, that's a good one.
So just to put a pin in the, or just to wrap up the Amazon one,
I think we always have to think about what's good for humanity and society.
it's pretty great for society that you can buy a $4 lightning charging cable that goes to USBC from Amazon Basics as opposed to giving Apple $30, right?
And so it's just as you lower the price of goods, people's lifestyle goes up.
Even if, and this is the problem I think we have as a society with how people perceive how they're doing.
everybody sees Bezos or whoever having a private jet, a private island, whatever it is,
that just seems so otherworldly that it makes you feel small.
But as your dollar goes further, even if your wages were stagnant, if dollars go further,
in other words, you can stay in an Airbnb for 50 bucks in Kyoto or Tokyo,
a person who is a barista who could never in their life ever imagine going to Tokyo on vacation,
well now their hotel is you know $500 for 10 days they can actually conceive of it whereas they
previously would have been in for $3,000 or $5,000 so it's an important thing for society that
we actually have rabid capitalism like how amazing is it that there's that company that's studying
where can we lower prices massively and take over a search term like that's good for
consumers in terms of the hay.com good real quick on that so there's this guy there's this guy
Jeff Booth, who you should bring on the podcast,
his whole, he wrote a book on the idea of technology being deflationary.
Yeah.
And the fact that actually, uh, the capitalism and the competition ends up over long periods
of time driving prices lower.
Yeah.
Which is a net good for society, right?
Exactly what you're talking about.
The fact that being driven somewhere in a car used to be only for the elite to be
driven somewhere to show up and get out of the backseat of a car was, you know, like there were cabs,
but, you know, to get out of the back of a car and have a private driver was like, oh, you must be
really wealthy and live on the Upper East Side somewhere in a townhouse. And it's like, no, I work at,
you know, McDonald's and I'm taking an Uber and so or it's a lift line and I got two other people
in the car. Getting a point-to-point driver even to come to your house and wait for you outside
It is incredible win.
And if you, I remember that my neighbor when I was in Bay Ridge, Brooklyn, bought a Mercedes at some point with a sunroof.
And he would take us for a ride and over the Arizona Bridge and let all the kids stand up and stick their heads out the sunroof.
It was like something for Mad Men.
But I was just amazed at the power windows and that he had like this incredible cassette tape and it had air conditioning.
And I just think like power windows?
Like, you can't buy a car without power windows.
Like, all of these things are just standard now because of the power of capitalism.
But it really is an interesting thing with Hay.com.
If you look at the reason why Apple wants to control the ecosystem is because they want to preserve.
And I actually do believe this.
It's not just to put a 30% tax on everything.
they want to preserve the quality of that phone.
By having things go through an approval process,
you increase the quality of the phone
and you'll have less spyware, you'll have less crashes,
and overall the product will trend towards a better user experience
because there's uniformity.
Now, if there were five app stores,
you could get lower prices, you could get crazier stuff,
but you also get your phone hacked.
And you could also have your phone crashing
and need to be rebooted,
which, by the way, is what happened
on the Windows operating system
for a long time and happens on Android.
If you're on Android, the chances of you getting hit with spyware, and I think Android now has
like a preferred partner program or something where they actually review stuff.
So the review process was always intended to make things work better, but it was also used
for nefarious reasons.
Like you couldn't have a third-party browser in the beginning.
You couldn't have a third-party video player.
And now you can get those things.
So even Apple knows they can't overplay their hand.
And what they've run into with, you know, Jason.
and DHS over at
Basecamp, over at 37 Signals with his new product
hey.com, which is just, you know,
I actually started using it today.
It's kind of a clunky-looking email client.
It's not very good looking.
It's got a great domain name,
and it has really one killer feature,
which is the first time somebody
asks you to,
first time somebody shows up in your inbox,
they put them in the screener,
just like you might,
screen a phone call, and then you decide, should this person be allowed to email me or not,
and you give them a thumbs up or a thumbs down. So for somebody like me, it was a super
router, that's just a killer feature. So we're investors in superhuman and I was, I told the
superhuman team like, this is the feature. This is the killer feature of hey, it needs to be in
superhuman yesterday and it needs to be. You're Mark Zuckerberg. I'm like Mark Zuckerberg. Absolutely.
No, I mean, it's just a feature of that, of that platform, but it is a really killer feature that
people do need to pay attention to. But the 30% tax is reasonable if you compared it to selling
something in Amazon or selling something in a store, right? What's the markup in retail? So when
people used to put software in retail, the retailer would get half the money, right? You'd give them
Photoshop or, you know, some video game chess master for $50. They'd sell for $50. The store got $25 and they got
$25. So that used to be 50% markup. So 30% is reasonable.
unless it's subscriptions, and then it becomes meaningful.
So they dropped, I think the second year subscription goes down to 15%.
So people renew.
You pay 30% on the first year subscription 15.
So what I tell my startups is pay the Vig to Apple.
If you play nice with Apple and you let them make money from it,
they can invest in the app store and then they might promote you
or they might write a feature about you, et cetera.
So com.com has people pay for subscriptions in the app store.
And if you do that, then you're on the paid rank.
listing list as well, which is why they have a list of the top paying, top revenue generating
apps. If you don't, and like Netflix and Spotify no longer allow you to subscribe to the
app store, you subscribe on their website and then you go there. That's actually an interesting, you
know, debate. But I think people should be allowed to make that decision for themselves,
the app providers, like Netflix and Spotify had. Have. Yeah. Again, everyone should just be treated
the same. So if you're going to say, hey, anybody who you want to sign up off the app store
and they're going to pay you there, we're not going to take anything. Okay, fine. If they pay in the
app through the app store, we're going to take a piece of it. Okay, fine. I think where it gets
kind of, again, little gray area is when you say, we're going to treat you one way, but Netflix
does the exact same thing. They get treated a different.
different way. And I just keep credit to DHH for knowing that this would happen and then creating a
brouhaha. And he was on CNBC today and see it, but I saw him tweet about it. I mean, he's just so good at
fighting. Every time he comes on the podcast, it's like a double, triple. Have you had DHS on the pod yet?
I haven't. You get him on your pod. He's good. Austin from Lambda said literally this is a chapter out
of their book. And then he's screenshot. It's like chapter six of rework. And they talk all about
fighting up.
Literally pick, yeah, pick an enemy, right?
This is bigger than you.
Make a big stink.
Have people pay attention.
So what I do think is interesting is, do you think it was intentional that they picked
the fight?
100.
100.
Oh, really?
Yeah, no, and he had pre-picked the fight with superhuman because superhuman has the tracking
pixel that tells you if people opened it and when they opened it.
You know, just like every other piece of software has, every Gmail plugin has,
Outlook has.
But he's made that like, oh, we're going to stop the evil superhuman.
from, you know, tracking you.
And yeah, here's the quote actually from Austin.
It's literally a chapter out of their book.
Having an enemy gives you a great story to tell customers, too.
Taking a stand always stands out.
People get stoked by conflict.
They take sides.
Passions are ignited.
And that's a good way to get people to take notice.
And, you know, I have them on my pocket.
It's just so we can debate venture capital versus not venture capital.
You know, and in fact, us having a debate about crypto or not crypto,
The fact that we largely agree now just kills our ratings.
I mean, if we were at each other's throats, it would be so much better.
Have you bought Bitcoin since the last time I was on?
You know, I had bought Bitcoin when it was in the...
Early.
Very early.
The whatever 10 Bitcoins I had got hacked because back then there were no exchanges, really.
There was no, you know, there weren't a lot of exchanges.
So that got hacked and I probably lost 10 Bitcoins.
And then my wife had bought a bunch when it was.
at $300 or $800, so we're massively up on that. I haven't bought more. And I've actually
thought about just putting 1% of my net worth into Bitcoin because of the hedge you talk about.
The thing I've been impressed about and has evolved my thinking on Bitcoin is that it has not
been hacked or had like, you know, a 51% attack or any, I mean, I know it's been manipulated.
I know it's anonymous or pseudo-anonymous, so there's all these edge cases.
But the fact that a government hasn't been able to either shut it down or hack it explicitly.
I know they can hack your wallet or hack coinbase or spoof you.
But the fact that the core has not been compromised to me is just extraordinary.
There's so much at stake in hacking Bitcoin.
The fact that it hasn't been hacked to me is phenomenal.
It's the number one target in the world, correct?
So I would separate this in two pieces.
One is there is an argument that hacking the actual protocol itself would ruin all the value, right?
So the second that somebody goes and hacks it, like the $200 billion of market value goes to zero, right?
Because it's no longer unhackable.
But with that said, I've had a lot of success talking, especially to institutional investors.
about this, but I think a lot of technology investors get it as well. So if I said to you,
hey, I want to own part of Google's search algorithm, right? You would say, go buy Google stock.
If I said to you, I want to own Facebook social network. You'd say go buy Facebook stock.
Correct. If I said to you, I want to own the strongest computing network in the world,
which is the Bitcoin network, you would say go by, but there's no corporation to go by.
There's no equity. And so what you have to do to get financial exposure is you have to buy Bitcoin itself, right? And so part of what I think is really interesting here is there was a very long period of time where maybe a couple people in Silicon Valley were into this. But really, for the most part, a lot of people missed Bitcoin in terms of the amount of capital that could have been put into it. Right. Some people got personal exposure or whatever. But when you think of it as just the strongest computing network in the world and I ask people like, what's that worth?
I don't think you and I are going to be good at putting a future value on that.
But if it remains the strongest competing network in the world, I think it's worth
trillions of dollars at a minimum.
Right.
And so to put some exposure into it, I think just is generally a good practice.
Yeah.
My thesis was, this is what I came to over the last couple of years, since it did not get
hacked and it's still stable.
I said to my, and we had people on this podcast talking about.
that Bitcoin when it was under a dollar. So just to be clear, I mean, I've been tracking this forever.
My belief the last couple of years has been majority chances it goes down to zero or, you know,
low hundreds of dollars and gets replaced by a better technology because that's what always happens.
Almost universally, some technology gets replaced. Now, there are some that have not,
that have become built to last. Email, as an open protocol has, and the web. RSS kind of got
deprecated because Google gave up on reader.
So it doesn't always happen that way.
And FTP and Gopher and send and all these Usenet, other things that were open protocols
have gone away or just are not used all that often.
But it felt to me like the second somebody made something better than Bitcoin, you know,
really better.
And that also had the increase in value.
Then it would be game over for Bitcoin because the people who were holdlers and were
holdling, holdlers, they would say, you know what, I want to do what I did with Bitcoin.
I want to go 10x. I want to go 1,000x. So I'm going to move my exposure over here. And that
would start this, you know, degradation of the price, right? And nobody would buy it because
there was no upside. So why hasn't that happened? Because I still think that's, I would put it at
50-50 that that's what happens. That analysis would be dead on, except for one thing.
this isn't a technology problem, it's a money thing.
And so what you have to remember is money is a belief system.
Like why will you take dollars from me and I take dollars from you?
Because we both believe that dollar has value.
Now, the best way to highlight the difference in what you just said and what I think
Bitcoin provides is if you're in a country where your nation state currency fails,
like it literally hyperinflation, the whole nine yards.
And then the government comes to you and says, hey, Jason, sorry that that happened.
But we got this new currency that we created. Just use this one. You are very, very unlikely to believe them on the second one, right? They violated your trust. And so when I think of Bitcoin, what I think of is we, we being the citizens of the world, get one shot to separate state and money. One shot at it. That is Bitcoin. If it happens, tens of trillions, if not hundreds of trillions of dollars in value. If it doesn't happen, Bitcoin goes to zero. And
there will not be a replacement because it has too much momentum and too much buy in at this point.
It has kind of the mental kind of capture.
This is the shot to separate state and money.
And so when I think of it that way, it's if Bitcoin was to fail, I actually don't think people would buy into the next one mentally because it would say, oh, you can never separate state and money.
There's too many people who are seeing this for the first time.
And so it's like, we get one shot, you know, hey, all you speculate.
that are speculating in the public market stuff, don't go put 100% of your assets into Bitcoin,
but also don't get caught having zero exposure.
Right.
I think that's, I think that's a pretty good analysis, actually.
And maybe I'll just, after this podcast, go put 1% into Bitcoin.
What is it, wasn't this supposed, this is a question I have for you.
Wasn't a world-changing event, a world-shattering event, supposed to be the moment where Bitcoin
shined. Well, we just went through this crazy
pandemic that I
think is the definition of that.
A global shutdown that, like none we've seen.
And there was supposed to be this massive flight
into it. And then
there was this other reason that y'all kept
saying was, oh, you guys are printing so much
money. Money printer grows burr
or whatever that meme you guys have.
You fight your wars in memes,
which I think the VC community needs to learn from.
We've got to get better at meme warfare in the
investment community here in Silicon Valley.
but why didn't Bitcoin spike over the last, you know, year?
I mean, I know it was at like $6,000 and went up to whatever, seven or something.
Or actually, maybe it's at nine.
So shouldn't it have gone crazy or no?
So let's go back in history to understand what's happening now.
In 2008, when the financial crisis hit, gold, which is,
widely considered a store value. It went down 30% over the summer of 2008. And the reason is,
there was a liquidity crisis. So people looked around their portfolios and said, the world's
ending, all chaos is broken loose. I want to sell any asset that's got a liquid market to it.
And so they sold everything, right? They sold stocks. They sold gold. Scared people.
Yeah. And so in response to that liquidity crisis, the Federal Reserve printed at the time
hundreds of billions of dollars, right? And then gold two X in value from there, ended up
hitting an all-time high in 2011. What we just saw so far and are still in, I would argue,
is there was a liquidity crisis starting in March where people looked around the room
and sold everything, right? I mean, Bitcoin went down 50% in one day at one point, right?
Stocks went down 30%. Gold went down 15%, all the stuff. But if you look from the beginning of
this year to now, Bitcoin is up 30, 35%. It's actually the best performing asset of all the
asset classes, right? It's better than most commodities, better than stocks, etc.
And so what it's doing is it's hyper volatile. And the best comparison, I think, is if you look at like Amazon, right, so Amazon's been one of the best performing stock since it went public, it's gone down double digits every single year it's been public. And the average intra-year drawdown of Amazon stock is 30 plus percent. One time it went down over 90 percent in a time period. And so when you look at that, Amazon stock's been hypervolatile.
But it's also led to incredible growth, a lot of innovation. It's been one of the best performing stocks. Bitcoin looks very similar in the sense that it's hyper volatile. When there's times of liquidity crisis, all assets trend towards a correlation of one, Bitcoin went down. But on the rebound, where we see the Federal Reserve printing all this money, Bitcoin has performed all of their assets. And so if you look at somebody like a Paul Tudor Jones, his argument is, look, I believe central banks are going to continue to print trillions of dollars and inject liquidity into the global economy. I want to own.
own what he called the quote-to-quote the fastest horse. And he believes that to be Bitcoin.
So he put 2% of his assets, a couple hundred million dollars into Bitcoin and said,
I think that this is just going to outperform everything else. That central banks just pump
these assets to the moon. When will Bitcoin hit a new all-time high? And what would be the
likely scenario that would cause it to do that? So because what was the high? 20,000, yeah.
All-time high is a little hard. What I'll what I will say is, and I've said publicly a couple times,
is in 2017, all of these kind of models, right? If you think of how is price determined at supply and
demand, the advantage Bitcoin has over all other assets is that you know with 100% certainty,
you can verify how many Bitcoin exist and how many are coming in in the daily supply.
So gold, for example, you kind of sort of know how much exists. You kind of sort of know
how much being produced on a daily basis. But with Bitcoin, you know with 100% fact.
So really what you've got to be able to do is model out or forecast demand. And if Bitcoin's
demand continues to grow how it has for the last decade. It was supposed to hit $10,000 in December,
or in 2017, and it's supposed to hit $100,000 by the end of 2021. In obviously 2017, we saw it go
from over $10,000 to $20,000. It went from $10,000 to $20,000 in 18 days in Q4 of 2017.
Yeah, that was like the holidays, like Thanksgiving and December. I remember my wife was like,
it's a blow off top. Yeah, it was incredible. And I was like, sell it. And I spoke at,
I spoke at that crypto conference down at the Santa Monica airport, and I said, listen, I know a lot of you bought this nonsense for a hundred bucks and you tried 20,000 now. Please sell half. Because this never happens in the world that you have a 10x, 20x, 200x in this period of time. I know you think it's going to go 200 X from here. Please sell half and buy a house.
and nobody did it.
Maybe some people did it.
I don't know.
Well, I guess there had to be somebody
on the other side of the trade, right?
Yeah, what I think happens is
it went to 20,000.
It was there for like, I don't know,
24 hours, right?
It's not like it hung out there for a while.
Crash all the way down to around 3,000.
I think what will happen
over the next 18 months is we're going to see
another massive bull market.
So we're going to see Bitcoin,
you know, go hit $100,000 by the end of 2021.
It's going to be the same thing
that you saw in 2017.
It's going to be mass chaos.
People aren't going to sell.
They're going to be piling in and fomowing and doing all this stuff.
And so what ends up kind of happening is like, look, markets are markets, right?
We've talked about how many markets today where people fomo in and they're speculating.
So it's just kind of like, you know, you can warn people as much as you want, but they're still going to speculate, right?
Human nature takes over and greed takes over.
Yeah.
Why are people not making purchases with cryptocurrency?
Like, why does that, why did that, because that was everybody seemed to think 10 years ago,
we'd be buying pizza with crypto.
It would be so easy.
Is it just that the other credit cards and everything is just too good and there's no real advantage to paying for stuff in crypto?
Is it because people don't want to, they want to hodel their crypto?
Let's play a game.
You ready?
Yep.
Who do you think has more annual volume last year, Venmo or Bitcoin on-chain?
It's not exchange trade volume, but actually on-chain transactions.
I have no idea.
Yeah. Good question. I mean, but aren't the transactions on Bitcoin, those include speculation,
that's just people trading Bitcoin back and forth, not buying something from a store.
So not trading on exchanges. All the exchange traded volume is not accounted for here. And also it's
something called an adjusted on-chain metric. So also all the transactions to and from exchanges
is taken out. Right. So this could be, I could be trading with you or I could be buying from a merchant,
but they're generally much smaller amount.
I guess it's got to be Bitcoin because you're asking the question.
But I am shocked to hear that it is Bitcoin if it is.
Who do you think had more annual volume last year, Apple Pay or Bitcoin?
Well, Apple Pay is brand new.
It's got to be Bitcoin, right?
But I don't know if I'd say that in 10 years.
Who do you think had more annual volume PayPal or Bitcoin last year?
I would go PayPal on that one.
It was Bitcoin, huh?
Wow.
And so when you look at that, right, part of, I think what is-
Do you think any of that is Fugazi and like people are just shipping money around to paint the tape is the term for creating volume?
When we've talked about this before, I think on previous episodes, but painting the tape is occurring or some automation is occurring to, you know, kind of make it seem like these exchanges are more vibrant than they are.
So this is important detail.
On the exchanges, absolutely that's happening, right?
All the wash trading, all that stuff is absolutely happening, especially on exchange.
is outside the United States. The metric I'm specifically referencing is adjusted on chain
transaction volume. So this is, I literally sent it to you, right? And it doesn't include the exchange
volume, which is important because that's very similar to like sending Venmo, PayPal, Apple,
whatever. But I think, look, at the end of the day, where I come out on it is I have been
shocked at how global Bitcoin is. Like, we're so spoiled in the Western world. We just look at
what are people doing down the street? We forget that, you know, take Lebanon for right now. I just did an episode with Suna from Volt Capital. Her family lives in Lebanon. Their Lebanese lira has collapsed 75% against the dollar in the last couple of weeks. And so what do they all do? They want dollars. They can't get them. So the next best thing is Bitcoin, right? Because you only need an internet connection. And so I think that'll continue to happen over time. And, you know, again, look, it's a speculative, very binary outcome for Bitcoin.
But I think my message more is just have exposure to it, don't have zero exposure.
All right.
We made it to 70 minutes.
I know that you got a lot of questions for me and I got a lot of questions for you.
Let's do a lightning round of the questions we've got.
Ready?
I go first.
Okay.
If you were president, you get three days.
What are the things you do.
Wow.
What a great question.
I hope you answer it as well.
I want to be thoughtful about this.
But assuming I could get things done, assuming I get things done, hmm, let me think this through.
Huh. Well, if I could do an executive order to get rid of unions, police and teachers unions, this seems to be causing a massive amount of injustice in the world. And there's a really big debate to be had of what's causing more damage to people of color in the country, the absolute horrible state of education, or the,
the fact that people are being murdered for being, you know, asleep in a drive-thru at Wendy's.
And though that is, that seems to me to be something very easy to fix.
I think resetting the relationship with China and demanding that they do things to help human rights.
And if not, we're going to move our, changing our dependency on China is the way I would phrase it.
That would be a really good one.
And then, yeah, so there's something about education and, you know, those unions that I think are the blocker, something about the relationship with China.
And then I would also make, I would decrease spending on military, and I would increase spending on colleges and trade education specifically.
and I have been thinking about reparations
and trying to read up on it
and understand this issue
since we're talking about a timely issue
and it's very hard to understand
there's a big debate
in the whole reparations community
and people who are proet
of how you would actually execute it
and how you would give money to people
what if somebody's mixed race
did they get half as much
if your father was black
and your mom was wide
how would you even execute on this?
I think a very easy way to do it is
to create
an ability for people who have gotten a bad deal in America, a horrible deal, and give them a really
great deal for education, trade schools, and small business loans. We are really good at spending
money in this country. We can't get masks on people. We can't even get testing going. But we were
able to pour money into PPP at a rate that was just obscene. I mean, I was talking to somebody,
you know, and everybody's got Trump-terrangement syndrome, and they hate Trump, and I hate Trump,
but I consider it like the existential,
biggest existential risk for the planet,
even more than like global warming is Trump
because, you know, he could literally start a war.
And it just seems to me, yeah,
the whole thing is super troubling.
But anyway, something there, I said to them,
you know, you look at how quickly he got money to everybody.
like we can solve for that but we can't solve automatic weapons we can't solve teachers unions we can't
solve police unions we can't solve the college debate or health care but we could ship 500 billion
you know trillions of dollars to the other markets it's obvious we just need to have the wherewithal
so i also would state that i think the two-party system needs to be cracked in this country
And I think the only silver lining I could ever see with Trump's presidency is that it inspires people to forget about Republican versus Democrats since he's a demagogue and he doesn't fit.
You know, he's destroyed the Republican Party for all intents and purposes.
There might be something there that we could do to do a crossover ticket.
I think that it should be Biden and Condoleezza Rice.
You know, something like that that brings America together.
We say, hey, let's take somebody from the right side.
let's take somewhere in the left side and let's try to meet somewhere in the middle.
So that's mine.
I don't know if you want to answer that one as well,
now that you've heard mine or react to it.
But I have one for you.
I think the two things that jumped to top of my head,
and I should have thought about this,
knowing that I was going to ask you,
is criminal justice reform that all kinds of nuances in there,
but basically like we shouldn't put as many people in cages as we do.
Three million people.
It's crazy on a percentage basis.
Yeah.
Yeah, I just absolutely nuts. And the other thing I would say is, I don't think that I would abolish the Federal Reserve, but I would definitely make material changes. And really with the idea that inflation is the largest driver of wealth inequality in America. And so figuring out a way to address that, probably not going as far as just absolutely getting rid of the Federal Reserve. Something in there.
Selu asks you, not including your investments, which five startups, IPOs are you most excited for?
Yet startup IPOs that you are excited for.
I think Draft Kings is going to be super interesting in the sense that that whole space around sports to include e-sports, etc., is going to be really big.
Wagerie.
Yeah, I think that'll be big, especially if they can crack into like financial betting, right?
You start getting into all that kind of stuff.
I think it would be interesting.
Prop bets, right?
Like what do they call those trading markets?
They call them...
I mean, imagine when they start betting on like,
how long is Jim Kramer's, you know,
monologue going to be at the start of, you know,
whatever TV show.
Yeah.
Like who's going to win the president?
Yeah.
Or who's going to be president of the United States, right?
Who will be vice president?
Absolutely.
Yeah.
Those prop bets are really interesting.
So I think that space is interesting.
Definitely the Canada.
I think is still very, very under appreciated by a lot of people. I don't necessarily have an
individual company there. A company that I think actually doesn't get enough love in the United
States, we're investors, so I'm definitely biased, is Robin Hood, or not Robin Hood, is Robin Hood
competitor E. Toro in Europe. And so for everything I know, E. Toro is actually a bigger business,
but much lower valuation.
And so they've just done it in Europe.
Robin Hood's done in America.
And now they're trying to like switch places, right?
Where each are trying to come to the U.S.,
Robin Hood's trying to go international.
So this could be like the Uber Lyft kind of competition or, yeah.
Yeah, but it's interesting because Uber and Lyft both started in San Francisco
and then like went through global domination at the same time, right?
Two different strategies, but still same type of rollout.
Sounds like these two could merge, yeah, and create it.
They could merge. And also, there's a question of Uber and Lyft, you could put both on your phone and just see who's the cheapest, who has the fastest car to get to you. I don't think you do that with a brokerage account.
No, that's a little hard.
Yeah.
And nor do you need to, right?
I mean, these things are, I think it's an end or not an or two.
Like, you might have Netflix and Disney.
If you see value in both of the platforms, they do something slightly different.
Unless they're not commoditized and they have the same offering, you might have two, right?
I could see people, as people, as the gamification of finance continues and people have, what is it,
Coinbase is the big, you know, app for crypto trading.
Yeah, you'd have like Coinbase, Wealthfront, Robin Hood, E. Toro. You might have like six or seven of these apps eventually. And you know, you might have Bank of America or Morgan Stanley some old ones that have these janky apps. But, you know, I think that they're going to have these like super refined set and people might just bounce between them. All right, my turn. Okay. What's the, what's your best Elon Musk's story that no one's ever heard before? Oh, okay. Wow. That's true. You know,
I try not to talk about Elon all that much because we're obviously very good friends.
And I, you know, he's so famous that it is, you know, just people are obsessed with him.
So it's really crazy.
But I'll say the one that I think is kind of interesting is I had a birthday party for a friend of mine.
And Elon came.
Jeff Bezos came
and Sam Harris
was there
and I introduced
Sam and Elon
to each other
and then I think Elon and Bezos
had maybe met once before
or traded emails but I basically introduced them
to each other again, I reintroduced them
at my house
which was
you know I think Blue Origin was just getting
started it wasn't really that
big of a deal. But that was a very interesting circle to be in, you know, 10, 12 years ago
when you were sitting there with Sam Harris, Bezos, and Elon. And it was really before Elon has
got this, you know, ginormous reputation he has here now, right? He had just started SpaceX.
And I don't know if he was CEO of Tesla at the time, but I thought that was a pretty, you know,
being in my garden at my little house in Brentwood with those three people. What was that, what was
their conversation. Do they just stare at each other?
Like competitor, you know, like gladiators in an arena?
I think actually people were most interested in Sam Harris, who, you know, was really talking
about at the time, you know, consciousness.
You know, where is consciousness come from was a big discussion we used to have back then.
And we used to talk about AI a lot because Elon was very into AI and Sam was very into
consciousness.
And then also talking at the time about religion.
And, you know, Sam is obviously a very well-known atheist.
Then he became very interested in AI and, you know, psychedelics meditation.
He's got a really interesting range.
And those were some of the funnest conversations I've been involved in my life.
And listen, I've been involved in a lot of great conversations.
But Sam, myself and Elon would go get dinner on a pretty regular basis and just shoot the shit.
And, man, you want to feel like you're outgunned at a dinner conversation.
Imagine like sitting there with, you know, being me with Bezos, Elon, and Sam Harris.
That's why I think it's probably my best story.
Did you ever hear Joe Rogan and Naval's episode on the Rogan podcast?
Yeah, yeah.
I think I heard like the first hour of it.
It's kind of hard to get to hour three of Joe Rogan.
Well, so what's so funny is I remember watching one time and being like,
Joe probably has held his own with every single guy.
guest that I've ever heard them with, except for Naval at one point, was like, I felt like it was
a Ferrari and like a Toyota Camry.
Like, Naval was just like on another level.
And it was so interesting to kind of watch Joe just be like, yeah, okay.
It's like, what else you got for me?
Like, just keep, just keep the insights coming.
Naval's a really cool cat.
You know, Naval and I were, I think we were good friends, you know, in the early days,
12 years ago when we were both like seed investors, he was doing venture hacks.
And I was doing something called Open Angel for him.
Venture Hacks became Angelist, and I was the first syndicate on there.
And then we had like a little mini falling out because I left Angelist and started the
syndicate.
But not like we're not friends falling out.
I think we're so friendly.
But it's kind of a bummer for me because he became a bit of a recluse, you know.
He doesn't socialize anymore.
And he's pretty upfront about that.
He doesn't really do a lot of podcasts.
I invite him on the pod, you know.
And when he was doing Angelist, he was on the pod all.
I used to speak at every event because I think he had something to sell and something that he needed to promote.
And I was good at that.
But, you know, since he made all his money and Angelus kind of hit the high notes, he doesn't want to come on the pod or talk or he said he stopped doing pods except his own.
And he just wants to be quiet.
And he's kind of a recluse now.
Like he doesn't go out.
He doesn't, you know, even pre-pandemic.
So I was kind of bummed about that.
You know, I used to really like hanging out with him.
It was like one of the more interesting people I knew,
but I think he's just gotten too philosophical, too introverted.
Well, I mean, look, part of it is we probably get the benefit of him doing all of that,
but also the people that knew him and hung out with him the most, right?
Like you're saying, hey, you know, maybe you can't go to dinner with them or whatever,
but I don't know.
People tend to.
I remain a fan.
And I think, you know, the thing I loved about San Francisco,
before this kind of like, you know, polarized country with Trump and the left and the right being at each other is when one of the things that attracted me to our industry was how independent and free thinking and tolerant people were.
San Francisco used to be the ultimate tolerant place in terms of people thinking differently, you know, and, you know, somebody like Naval or Tim Ferriss.
just it was like a really interesting
eclectic group of people
who did not agree with each other
and love to debate
and then something happened
and I really pinned it on the Trump presidency
where just people felt powerless
or whatever, things got so charged
and everybody wanted to cancel everybody
and social media certainly has added to this
where people don't feel they can float an idea
without getting canceled without
you know
and I feel like that whole kind of thing
has moved to pot.
podcasts, right, and the intellectual dark web or whatever, you know, where people feel very nervous
about talking about race or religion or atheism or psychedelics or whatever, you know, put the item
on the list that's hard to talk about and people are really scared to have conversations.
Do you think that that will lead to people leaving San Francisco?
And that changes the way you've got to invest?
I don't know if it changes the way I've got to invest, but, you know, Tim Ferriss left, Kevin Rose left, Chris Saka left. A lot of that early interesting cohort, which, you know, all did very well, made a bunch of money, which, you know, if you're here in Silicon Valley for a decade and you don't make money, as an investor, you know, like you've really either timed the cycle totally ridiculously or you're bad at your job, right? Like, this is a money printing casino that is unlike anything.
it's ever existed in the history of humanity, I think,
legitimately, because these are real companies getting built.
It's not, it's speculation on top of a real base of change in the world.
But I'm just saddened by it, I'll be honest, like it just doesn't feel,
it's kind of like, I guess, after the 60s, New York felt like,
oh, yeah, Bob Dylan's not playing on Bleaker Street and the folk movement's gone.
And, you know, it kind of feels like the 70s or something where it's like,
oh, yeah, it used to be really cool and innovative, but now it's not.
right? Like something's been lost. And that's why I'm actually, I think the pandemic will be a silver
line that comes out of it is it's a reset and people are leaving and not seeing the reason to live in
New York, not seeing the reason to live in San Francisco. Well, that'll make all this office space
and all these apartments super cheap, hopefully, in the coming years. And then you start the cycle anew,
right? Where another group of people is like, yeah, you know, there's some really smart people
there and there's capital there. And maybe we get a reboot. Or maybe it's,
It's Austin, you know.
It seems like a lot of people are picking Texas and Florida, which are places that, you know, have low tax.
And they're much more classic America, more right wing, probably.
They've typically been red states.
I guess Florida's a purple.
Would you move?
Would you leave San Francisco?
Yeah, of course.
I mean, I'm not like particularly tied to here.
I think it's the best thing for my business.
But I'd consider it.
I mean, I would really love to move back to New York and buy the Knicks.
that's kind of my long-term goal right now.
You know, and I loved living in L.A.,
but I would consider living in Austin.
I like Austin.
I was kind of looking at houses there, you know.
If the pandemic were, like, going to become a permanent situation,
my accelerator moved to virtual.
So, you know, it's not like I have to be physically here anymore.
And now the podcast is virtual, so not by choice.
You know, I want people, you came to the studio, right?
Like when we had to our first podcast,
and I told you probably like, yeah, when you can,
I'd love to have you on the pod
when you're here next
or book a trip around it
and it's excuse to come out
and you did a bunch of meetings
when you were out here
but I insisted on people
be in person.
I would never do a remote
and now I've only done remotes.
I was the same way.
I literally would not do it
pretty much unless people
were there in person
and now it's like,
ah, you know what?
Maybe I'll just go 100% remote.
Do you feel like,
what do you feel you've lost and gained
in the interview process
and doing the pod?
The consistent quality of guest is much better remote because obviously you don't have to worry about people being physically in New York City.
Correct.
So you can always get people to come on.
It sounds weird to people who have never done it before, but you'll get it.
Like the quality of the conversation, maybe you just lose 5% or 10% of the quality.
I agree.
Because there's just something about being in person sitting across from somebody and look at them in the eye and have the conversation.
So, you know, is it better to have higher quality guests with a 5% less, you know, valuable conversation? Probably.
Yeah, that's what I've come to the conclusion of is I have the same experiences. It's easier to get folks because they don't have to leave wherever they are. And they all have set up their podcasting studio now. So it's not like asking them to turn on Zoom or get a microphone or put an Ethernet cable in their computer is a hard thing because they're like, yeah, you know, I need to do that. I need to get a green screen. I need to get lights for my Zoom meetings. Yeah, this is an excuse for me to do it.
I feel like my edge was in person.
I got maybe 10 to 20% more out of guests.
But I'm not sure that my audience notices that, right?
So I feel like I'm so good in person with a person that I would only do it.
And now I feel like I may have gotten 10% better at interviewing.
You know, like.
Yeah, yeah.
I'm actually surprised.
I saw somebody tweeting about it.
I forget who it was.
So I can't give him credit.
But somebody was like, hey, we should create a work from home.
box, which basically you pay, you know, $500 and a microphone, a light, a green screen,
like all the stuff shows up and it's just like, hey, get set up.
I'm pretty surprised at no one, at least that I know of, has tried that yet because it just
feels like in this remote world, you know, there's four pieces of equipment everyone needs
and there's a business there.
I don't know how big it is, but there's definitely a business there that somebody's going
to create.
We, and this is something you can copy for your podcast if you don't do it already, we do
a tech check. You know, I've got resources here. Obviously, the podcast is a big business for us, but
and we don't do it for the business. We do it for the deal flow. But, and I just because I personally
love doing conversations, I love talking to people like you who are interesting. We actually now,
when we do our tech check, we just send the person a microphone. We send them a proper headset.
You know, and we'll send them an Ethernet dongle. It may cost us 100 bucks to do that,
and it may cost us an hour or two of the producers' time. But FET it. It's such a great flex that we take
it seriously when a microseone shows up. And actually here is on the screen our remote AV
checklist that we created, which is here's the MPOW 071 USB headset, get a 50-foot Ethernet
cable, get the USBC anchor, USBC Ethernet Hub, get this USB adapter. And here's the agenda
of what we're going to do. We're going to do an internet speed test. We're doing screen share.
We're going to run through your deck when you're doing all quality. And the fact that we,
in our accelerator, because we have, you know, the authority over the people in the accelerator,
we say, if you want to be in the accelerator, you have to have an Ethernet cable in.
You have to have a proper headset.
Like, we won't let them use AirPods like you're using because we know there's a chance
the battery will die, right?
And we know that sometimes the fidelity comes off.
So we make them buy the stupid headset, you know, and it's really been an unlock for us
because we don't have technical issues because we just eliminate them.
Or we have very few, maybe one in 50 presentations.
How much do you spend?
Here's a question from Oliver.
How much time do you spend on content creation versus?
your work at Morgan Creek Digital.
I spend more time on Morgan Creek than content for sure.
We're actually pretty similar in the sense of all the content to me is deal flow stuff, right?
Like it just, you know, for all reasons that you do it as well.
I would say that it is probably one third content, two thirds investing.
And out of the two thirds of my time that's on investing, like probably half of that is spent
with existing portfolio companies, half is looking at new companies.
But people also don't realize about that third of the time where you are doing these interviews,
I don't know if you have this experience, but I consider this, you and I doing a strategy session,
right? Like there will be some outcome for you and I. Hundreds of thousands of people between
our two pockets will listen to this conversation and get great value out of it and hopefully some
entertainment. You and I will get out of this and I'm going to look and go, I'm going to go home today
and say, maybe we should put one, two, or three percent into Bitcoin and make a big trade, right?
Because I've been sitting on that trade. I've been sitting on the Bitcoin trade.
Listen, I'll tell you right now, if you go home and you buy one to three percent Bitcoin
and you tweet out that you did it, I promise you, you will take 50 percent of your haters
and turn them into the biggest Jason fans in the world.
Here's the reason, because I just thought this thing is, I thought it would have much more volatility.
than it's had. The fact that it's traded in a range to me is a very promising side. You were
talking about the volatility. For me, I don't consider 5K, where it went down to 3,500 and up to 10,000
in the last two years is probably the range. I think I'm right. Yeah. Generally right.
Yeah. And so it's probably been around six. Like, that to me is success for Bitcoin. The fact
that it's only been a, you know, a 3x range, that feels pretty good for something that has no central
authority. It feels like a tight range to me. And it feels like a confidence builder that it hasn't
gone. If it went back up to 20 and to 3,500 or went to 40 and then back down to two, that would be
very concerning. I would stay away. Am I right about that, do you think? That the tighter range is good?
Well, one, for sure. But two, also, like, imagine if the first three years of Uber, there was a
public stock price. I mean, it would have, it'd be chaos.
You can do thing. Yeah. Talk about a distraction. And by the way, 50% of the early investors would sell because humans suck at timing markets. And so there's almost like an advantage, it's almost like you had an advantage, right? And so did every other investor? You basically invest capital in an early stage company. It's super volatile. You don't see the volatility. And you get to the other side of it. And either you made a bunch of money or went to zero. Well, that's what I tell people who are getting into this game because they have so many new angel investors because of my book.
that one of them today was like, I'm in 18 deals and so many of these deals are going to zero.
And I was like, you also invested in the $4 million and the $250 million round ofcom.com.
You hit an outlier in 18 investments.
Most people takes them 50 to 100 to hit an outlier.
And he's like, well, I just find this all so depressing.
Like, why can't we pick winners?
And why are there no singles and doubles?
I'm like, by design, I told everybody with the syndicate.com that I'm swinging for the fences,
and I want the top two or three deals to be the absolute 90% of the portfolio.
We're not playing for singles and doubles.
You can get singles and doubles all day long in the public market, right?
You time it right.
You hit something that doubles your money in two years.
Time it wrong.
You lose half your money.
A lot of people don't know this, but there's actually in the kind of more traditional finance world,
The absolute best returning institutions have abnormally large allocations to venture capital.
So obviously you look at Yale, they're kind of top five always.
But there's two GMO, which is Jeremy Grantham's thing.
And then this thing in Pittsburgh, which is the Dietrich Foundation.
And so Jeremy Grantham was recently on Petrochonis.
He's Invest like the Best podcast.
And he said that he's got, I think it was 60% of his assets are in venture capital.
which I thought was just incredibly high for somebody who's not in technology is not a venture capitalist.
I mean, that's bizarrely high.
I wonder if he's- And the Dietrich Foundation is over 80%.
So they're swinging for the fences.
And that might be that they understand.
See, this is the thing people have to understand.
When you make these bets on venture funds, what I try to explain to people is, you know,
if you look at the history of it, you might on average have the same returns as the public
markets or a little bit less or a little bit more. But if you had the money locked up for that
period and you had a chance of getting into a benchmark for a Sequoia fund, where it 5xed or 10xed,
it's almost like, you know, you're playing at a poker table where every once in a while
you can make 10 times the money that's at the table, right? You have this like crazy outlier.
And that's what I try to train people when I'm training them on how to be an angel investor. I say,
listen, you've got to get to 30 investments.
And you should only invest the money you can afford to lose, which I say is 5 to 10% of
your net worth for a high net worth person.
That's where I like to tell people, you know, to live because if you lose it all,
you lose half of it, you're probably not going to feel it.
You shouldn't feel it, right?
But if it does go 5 or 10x, oh, my Lord, you're going to feel it because you're going to double
your net worth, right?
And so I think it's the same argument you make for Bitcoin, which is what if it does go 100x,
Well, that's generational wealth, right?
Even if it was, if it goes 100x and it was 1%, you've doubled your net worth,
if you put 3% of your net worth into it,
I don't know what you tell people should be in the percentage of net worth into Bitcoin,
I'm interested to hear that.
And it goes 500x?
Oh my Lord, you have what happened to me with Uber or what could potentially happen
to me, hopefully, knock on wood, with com.com.
What percentage would you tell a high net worth individual, i.e. me,
to put into Bitcoin?
Because right now my Bitcoin exposure is well under 1%.
I think most people are going to end up in the 1 to 5% range.
What would you tell me, somebody who is a crazy gambler?
What should I do?
Tell me right now.
You want me to tell you what I've done?
Yeah.
Over 50%.
You're 50% in a single cryptocurrency.
Over 50% in a single cryptocurrency.
I'm just trying to get my head around that.
How do you sleep at night, looking at it go up?
it down like this?
I don't look.
Oh, okay.
Well, that's a good answer.
It's the same thing like, again, if you had a stock price, if you had a stock price on Uber, right?
At one point, Uber was probably way more than 50% of your net worth.
And at that point, if there was a public stock price and you were staring at it, you would have sold it.
You just feel like, look, just I can't sleep.
Those were a couple of, those years were a couple of the, I wouldn't say anxiety producing because I'm not like an anxious guy.
but those were some of the, I wouldn't, I wouldn't even say nail biting, but I would say I was on high
alert about it because people kept trying to buy my Uber shares for me at $5 billion, $10 billion, 20 billion,
30 billion.
And I did liquidate some at $50 billion and $60 billion, something in that range.
And then I still have a lot left.
And yeah, that was a little gut check moment for me when it went down to $15 or $16 during the pandemic.
But I just looked at it and I said, well, this pandemic's not lasting forever.
if it is I got bigger problems than Uber stock because we're never going to leave our houses again.
So do I see a world where Uber doesn't exist or isn't the number one company and the lead?
No, I don't. So I'm sticking around, right? And quickly rebound.
The other thing, too, is I'm 32, right?
I'm 49. So I do have a different way than you.
And so the way I look at it is if it all went to zero and I lost 50 percent, that's the equivalent of somebody.
at 50 losing 10%.
Right?
Yeah, that's probably right.
It's pretty similar.
All right.
I got a couple more questions for you here.
Chris asks, considering
he shills from Bitcoin
110% of the time,
how deep in debt is he with Bitcoin?
You're not in debt with your Bitcoin position.
This is money you can.
You're not on.
Come on.
That would be the definition of insanity
to lever yourself up
with a cryptocurrency.
The craziest stories
that I've heard of people,
and this is like 2012 or 2014, there were definitely people who sold all their possessions.
I didn't hear about people like going in debt, but I've definitely heard stories of people
who like sold their car or sold their house or whatever, took the money and put it in Bitcoin.
That alone was insanity.
Now, it played out, but still doesn't mean it was a good decision, right, in terms of the way
they made the decision.
But I haven't heard too many people going into debt to buy Bitcoin.
Oh, in the last podcast with Pomp, you asked him this question, what company is most likely
to be the Amazon of crypto?
It's a great question.
will it be within decentralized finance, perhaps?
We still don't know the answer.
Does he have a better idea?
So I'm going to answer this in a little bit of a weird way.
One of the companies that we invested in very early, we definitely didn't invest enough,
and we've continued to invest pretty aggressively in this company called BlockFi.
And the reason why I bring them up is if you think of the U.S. dollar as a unit of account
in the legacy financial world, one of the most valuable,
types of companies is financial infrastructure, right? So banks. And so what I think Coinbase and
all the other exchanges are doing is they're acting more like brokerage type accounts,
whereas BlockFi has specifically said, look, we want to look and feel more like wealth
management. They can't use the word bank in their marketing materials because of regulatory reasons,
but wealth management services. And so they can give you a U.S. dollar loan against your
crypto collateral, they have an interest-bearing account where you can earn up to 8.6% interest,
all this stuff.
And to me, what ends up being really interesting is in the legacy world, like, if you're
anywhere outside the United States and you want to participate in U.S. dollars, you've got to
go to a bank, physically walk in, show them papers, like do all this crazy stuff that the technology
world forgets about, right, because we just have stripe and whatever.
Crypto changes that.
Like, now you just need an internet connection, right?
And so if you can just sign up for an account and then Jason can say, you can.
send me money, and I didn't have to actually go get like a traditional bank account. To me,
that is a Trojan horse because the wallet is the equivalent of like Amazon's prime membership.
All right. Hit me with another one. Hit me, Pomp. How is your target percentage ownership
changed in companies over time? Great question. When I was a scout for Sequoia 10 years ago,
I was put in 2550K checks. That generally was well under 1%. Then I had my first fund launch fund
one, like whatever, seven years ago, started to own one, two, three percent. So for something like
superhuman, we own two percent. Then we had the syndicate. And for something like Com, we did a little
bit from our fund and a bunch from the syndicate put in 370K, own 5 percent. And so,
five percent of a billion dollar company, 50 million dollars, well under one percent of a 50
billion dollar company, hey, $100 million. Like, you can, you can see that owning a larger
percentage does better. Now we have our accelerator where we get 6% of the company in a company
like, let's say, FitBod, which has been a breakout company for us, which is a subscription
app that's doing over $10 million a year. So that would, you know, generally as companies
get 10 times, 20 times top line revenue if they're high growth. Could be as little as five,
could be as high as 30 in our world. But let's just put it at 10. Then we will put in money from
our syndicate and our fund. And we're on our third fund now. So we'll put a little more money in.
Target now is 10 to 20% in the winners.
And so we are acting more like a seed fund slash venture fund, but we will be totally
fine with 5% and we'll be totally fine with 20%.
And so you never want to miss that in a great company.
And we now will make regularly five or six bets because the syndicate, a lot of the members
keep want to bet, they want to keep betting, even if the company is at $100 million or $150 or
250 million. We had a lot of the
com.com investors not want to
sell at the 250. We did sell 10%.
When it hit 250 million. We had
other ones who wanted to buy.
And those people who bought, you know, maybe they did
4x their money or 5x and maybe ultimately
they'll do 10x, hopefully, maybe even
20, but they're not going to do 200, right?
This is not as, it's not possible.
But when you get into those later stages, you're obviously
reducing risk massively.
And so it's a balance. It was a great question.
And I also like to have a board seat too.
Do I have any more here for Pomp?
Let's see.
Who is actually interviewing who you guys should make up your mind?
That's a good observation.
Tim asks, is a funny one.
Which one of you is more confident?
That's interesting.
Do you feel confident in what you do?
Do you feel like at the age of 32, knowing what you know?
Do you feel on a scale of 1 to 10?
How confident are you in your ability?
I'm going to separate investing from the content stuff.
Great.
The content stuff much more confident in the,
really because it's my personal opinion.
So just the fact that I know how I think now.
You feel like you have clarity of your own thought.
Yeah.
And I know what I'm good at and what I'm not good at.
And you're just more self-aware, right?
Investing, it's very much like the more you learn.
Yeah, you're improving there,
but you also realize the less you know type situation.
Right.
And so I think that different things call for different level of confidence,
but definitely investing is every day.
You're just like, damn.
There's people out there who are really, really good at this game.
And I'm improving and they're still pulling away.
Well, you've only been, how long have you been doing it?
A decade or half a decade, five years?
Oh, no.
Four and a half, five years.
Yeah, I think when you get a decade under your belt and you get a couple of big wins,
that's what really tips over for you.
And then you start to realize, like you're saying, who you are.
you have that self-awareness, you realize things are out of your control, and that the way
you get good at this is by consistently showing up and doing the work. So I feel supremely
confident, just on the investing side of the business, I feel supremely confident because I'm so
aware of the randomness of it that I am at peace with never hitting an Uber again, knowing that I can
make an exceptional career out of hitting Robin Hoods and comms, thumbtacks, you know,
Trellos, wealth fronts, whatever, desktop medals. I don't need to have grand slams or three-piece.
I can just win a championship every two years, right? And that's just, that's a great career, right?
You don't need to be Michael Jordan. You could be Kobe. You could be Shaq with four. You could be
the Warriors with three rings, right? And on a interview, basically,
with the content, I feel like I could sit with anybody and interview them and my blood pressure
would not change.
And I would be able, I could sit across from Trump or Obama or Putin or Kim Jong-un.
I don't think my blood pressure would change.
And I would have absolute fearlessness in asking them any question.
So I feel like I'm probably slightly more confident in you, but I'm 17 years older than you.
So I should be.
Yeah, that's fair.
But it feels like you're very, see, I don't think I had the self-awareness that you maybe had at 32 when I was running my first media empires, my little mini media empires with Silicon High Reporter and Weblogs Inc. That's a super important observation I think you're making, which is you have to be aware of your own limitations, right? And that's what I've learned is when I see Sequoia and I worked with Sequoia, I was like, oh, so in all of them. And then I realized, oh, you know what they do better than everybody? They show up for fucking work.
And I see all these people I know in my contemporaries who don't go to work anymore.
They're fucking around and not actually showing up at the office, putting the pandemic aside.
I would go to Sequoia and I would just be like, there's Michael Moritz.
There's Jim Gets.
There's Doug Leone.
There's Ruloff.
There's Alfred Lynn.
They're all in the office all day long.
And you know what they're doing?
Meeting with founders.
That's it.
There's no big secret here to their success.
Other than they just work harder than everybody else.
And they do it consistently and it compounds and it compounds and it compounds.
Right?
I mean, in a way, if you look at Warren Buffett and Charlie Munger, and I know Dave Portney's doing his like, you know, I'm smarter than them or whatever, you know what?
It's completely possible Dave is.
Will Dave do it for five decades?
Will he show up for work for 10 years and do it?
I think Dave's out in three weeks.
I think he's had fun.
How long you think he does daily day trading?
Well,
daily day trading is different than
and I'm at an advantage here
because you probably don't know the backstory for him.
So he started Barstool.
You'll love the story.
He started Barstool, I think it was 2003, 2004,
and he started actually as a physical newspaper.
No, I didn't know that.
A Zee.
Oh, yeah, yeah.
And here's the best part is he literally went,
and stood at the trains in Boston
and was like handing them out like a paperboy.
That's literally what I did with my magazine
selling a reporter.
I used to hand it out at parties.
And I put in my masthead,
it said Jason Calcant,
a CEO, editor, publisher, and paperboy.
I literally put the word paper boy.
That's hilarious.
So he did this,
eventually started the online like blog, right?
And then eventually social media comes along
all this kind of stuff.
And it wasn't, so she started 2003, 2004.
And if I remember the story correctly,
it wasn't until I think 2015, maybe,
when Churnin made their first investment.
And, you know, they valued the company at $15 million.
They bought over 50% of it.
And the way that this current CEO, Eric and Renov, tells it,
she shows up to work for the first day as the CEO.
And she's like, there's like checks laying around the office that are uncashed.
Like, these guys had no clue what they're doing, right?
But they're great at content.
Right.
So, you know, look, it's somebody who sticks it out for now almost 20 years.
All right.
So then I'll give him more credit.
But here's the thing about him or about that story that I think is super important.
What you don't know about business, you can learn, but being able to create a great product is the true gift and skill in the world.
And if you can make something that is a transcendent product, then whatever you think about, you know, call your daddy or bar or sports or whatever, I don't even know what their products are besides those two.
Whatever you think about them, they have connected with a very large audience in a very deep.
meaningful way. He is a savant at making content. They have again captured the one thing that
I think people are just now catching up to, which is, I sell the time, he who holds the audience
has all the power now. Yes. Because, you know, Elon's actually a very good example of this.
You cannot, quote unquote, cancel Elon Musk because Elon Musk has a bigger audience than every single
media corporation. Right. He's got 30 million followers, right.
No, he can route around anybody.
He can just route around the press.
And if he gives access to the press.
By the way, that's what Trump's doing.
Right.
Right.
That's Trump has the same thing.
I mean, there's many people, both political, not political, across both aisles.
Joe Rogan falls into this category.
It's just they have a bigger audience.
On a very small percentage, you know, I reach more people in my podcast than when I go on to
CNBC, right?
I still do see NBC because it's a different group of people.
And I just love the challenge of going in there and dunking on everybody and having
fun with it because it's entertaining.
for me and fun. But that's the other thing is people forget fun. You can see we're having
fun in this conversation. Dave is having fun. Elon is having fun. Chamatha is having fun. That is
important. You have to love the journey. And this has been quite a journey. Oh, there's another
question. Okay, here we go. It's not about my, is it about my persistence versus privilege
tweet that they tried to cancel me on? Speaking of being canceled, they didn't cancel me on that one.
No, you ready? Yeah.
I saw you go on CNBC, I think the last time you were on,
and you had one of the fieriest hot takes and segments I've seen in a while from you.
Oh, boy, here we go.
What is the one thing if you went on tomorrow,
you would bitch and complain and yell and scream about?
What's like the one thing that's top of mind right now,
that you would just go crazy on television over?
That is a good one.
Yeah, it's interesting.
I forgot what I went.
I think it was, I think it was Zuck.
in Facebook. Oh yeah, that's just this infuriating to me. Yeah, that was, you know, just the fact that
people don't get it after like, you know, how many years he's been doing the same thing. You know,
right now, I am particularly upset at the lack of leadership in this goddamn country from top
to bottom. Now, you'll see some great moments like Cuomo doing his daily briefing. And the reason
that Cuomo doing, you know, a 20-minute briefing with 20-minute briefing with 20, you know,
slides seem so extraordinary, and it's not, I consider that table stakes. You and I do that every day.
But the fact that he does that and the fact that Trump or London breed here in San Francisco
who gets credit for some things, but this city is a disaster, or the governor of this state, Gavin,
you know, they just have done a terrible job communicating and leading. And leadership is absolutely
critical in a crisis. And when there's a crisis,
that's when you find out if you actually elected somebody who has any fucking idea of what they're doing.
And I'll go off on the rat right right now.
The fact that Trump or Pence and these dipshits can't walk up to the microphone with a goddamn mask on and say,
I'm wearing my mask right now, but everybody's six feet away from me.
I'm going to take it off.
You should wear your mask too because there's zero downside to it.
And it costs 10 cents for these.
And they're available free everywhere at every post office.
Every cop has a bunch in their car.
you can get them for free.
And why wouldn't we do it?
Because, man, people losing their job sucks and not being able to go out and have our lives and go to school sucks.
So just wear this mask, please.
And if you don't wear it and you see somebody not wearing it, you should just all say shame on you and just say shame like they did in Game of Thrones.
And if we all do that, we'll be fine.
I just did a better job off the top of my head than nine out of ten politicians.
Right?
And then the fact that nobody can go on TV and say, listen, not all cops.
are criminals, and we have a serious problem in, you know, how policing is done. We need to sit at a
table, and we need to just look at the hundred calls that come into a police precinct every day
and decide who should respond to them, because trust me, the police do not want to come to a
domestic dispute that could be resolved by a social worker. They do not want to go to an addicted
person or a mentally ill person who could be handled by a counselor. We all are on the same team.
let's make a new plan and start fresh today.
And for the love of God, please do not resist arrest.
And for the love of God, please do not take your gun out of the holster and shoot somebody
who's running away.
Both parties need to stop this immediately.
And we have to realize we're all Americans and we have to be on each other sides.
And nobody wants to go to a funeral, whether it's a cop's funeral or it's just somebody
who had a couple of drinks and is eating a gun.
goddamn chicken sandwich in the Wendy's
fucking drive-thru does not need to
fucking die. It's
fucking infuriating. And that's what
I would say if I was allowed to curse on CNBC.
I'm sorry, I'm getting all emotional about it.
But, you know, I come from a family of cops. My brother was a
cop. My cousin's a cop. My uncle's a cop.
My grandfather's a firefighter.
It's a hard job. And then
on the other side, you have these sadistic
insane people kneeling
on somebody's neck
and just torturing
them to death or shooting somebody in the
back who you just had a 40-minute conversation with? I mean, let the guy run away. You have
his driver's license. You know who he is. And we don't have leaders who can do this. And that's
the goddamn problem is you need to have a leader who can come out and say it the way I said it,
which is be a goddamn human being and understand that we're all on the same team. It's called
humanity. We're all in the same rock. Planet Earth. We're all in the same country. America.
supposed to have some common decency and some common threat amongst us to get through these problems together.
And leaders are so self-absorbed and clueless and incompetent that they can't just say what I just said.
Right?
Oh, they definitely, one, aren't saying that.
And two, you know, what do they say?
Common sense isn't so common anymore, right?
No.
It's this weird thing where you get the retweets and the what?
are perceived to be votes by having a very black and white view of the world.
And obviously,
the world's not black and white.
But the idea that nobody should die,
either a cop or a civilian,
is not,
or should not be a controversial,
wild idea.
Like,
that sounds like pretty simple objective to me.
Right,
but,
you know,
there's somebody who'll take this clip and say,
cancel Jason because he says,
not all cops are not,
you know,
criminals.
And then somebody on the other side will say,
like,
well,
you ran from the cops and you stole their taser.
You deserve to get shot.
Like literally those two statements will get more likes and retweets.
Then what you and I would say is just nobody wants to die.
No mom and father wants to bury a son or daughter.
Nobody wants to go to a funeral.
We all want to die of old age in a, you know, playing checker somewhere and shitting our pants in a diaper at 92.
Like, how great would it be if the two of us, I'm 92 and you're 82 and we're sitting here in a, you know, chopping it up on a podcast playing chess?
know, or our brains are on some pedestal.
And you're a gazillionaire because of your Bitcoin.
Well, and the Knicks have three rings, you know, three championships, you know?
Trust me, you want to see me cry?
The Knicks in a ticket tape parade, I'll be bawling.
I'll be bawling.
That is one interview I would pay to watch is you and James Dolan going at it.
You know, here's the thing about James Dolan.
He wants to play music.
And being the son of a billionaire and in his,
heriting a bunch of money and a bunch of responsibility is a big burden.
He doesn't want to do this job.
He wants to play music.
He should sell now.
The market could impossibly be at a bigger peak.
He can get a ton of money for it.
And you know what?
God bless.
Go play the blues.
When you see him playing the blues, he is smiling.
I saw him play.
Go find a church with Jewel and a blues.
bunch of other people. Now, people, it's easy to make fun of somebody, you know, who's not a
professional musician and who's a trust fund kid. But he's got pure joy. And then I see him sitting at
the garden and he looks utterly depressed and sad. There's a message to James Dolan.
Pursue your life's work, which is singing the goddamn blues, and you love it. I see it on your
face. And you know what? He loves to go to a club of 10 people or 20 people and just play the blues.
There's a video of him online
where somebody was yelling at him,
sell the Knicks while he's playing some music festival.
He's playing a music festival in the afternoon
with 20 people in front of a stage,
and he is loving it.
He's a billionaire.
He owns the Knicks, the Rangers.
Radio City Music, call The Beacon.
He's not happy about that.
He's happy being the opening act
to the five other opening acts.
And he's humble and in pure ecstasy.
Do that, James.
Do that, Jim.
Sell the Knicks to me.
Give me the goddamn Knicks.
Just give them to me.
Please, just give me them next.
Let me do it.
I will get it done.
I promise you, I'll get it done.
And I will give you all the credit in the world
for having the foresight to pick me
as the next owner for the New York Knickerbockers.
Thank you, James Dolan.
What's your dream?
What's your dream, Bob?
Giants.
The Giants?
Yeah.
Yeah.
Come on.
You know, my dad's season tickets, and I used to go to Phil Sims and Lawrence Taylor.
I was at all those games.
I watched Lawrence Taylor.
You come out of that halftime.
You'd done three or four lines of blow.
And he would just run through the line and just, he would run through the line and just, he'd get two or three sacks in a game.
You sat there watching it.
And Phil Sims was just like, we would just be doing the like, preempts.
prevent defense. We would run the ball. They would never let Phil Sims throw it. But we won. We won.
The underdogs won. Man, you watch Lawrence Taylor. Oh, my Lord. That was like watching an alien.
Like, it was literally like watching a predator playing with a bunch of humans. You know the predator of the
movie? I've watched on my daughters. They're like eight feet tall. Imagine you had a predator in the
middle of a football game. What would happen? That was what Lawrence Taylor did.
Has anybody ever done anything equivalent to what he did
in terms of sacking people and just being so incredibly intimidating?
Probably not.
The only person I could think of a different position,
but maybe like a Sean Taylor if he had gotten to play a little more.
But other than that,
I mean, there's just not that many people that have that disrupted.
Broke that guy's leg.
Remember that?
Oh, yeah.
I mean, when has anybody ever gotten sacked and broken their leg?
Is that the only time that's ever happened in the history of the NFL?
I've got to think it is.
All right, listen, you've been listening to the Pomp
and this week in Startups crossover.
Everybody who's in my audience,
go subscribe to Pomp.
You heard him here today.
He's awesome.
He does what he does.
And he's A. Pompelano.
Pompilano on the, you can't get POMP on Twitter.
Who's got that?
Somebody.
Literally, no, a radio DJ in Texas,
and he keeps trying to sell it to me,
and I keep telling him to kick rocks.
What, what does he want?
A grand, two grand?
No, it wants more than that.
But it's the purefuss.
I'll tell you this.
For five grand or less, you should buy it.
I wouldn't buy it for 10.
I would buy it for five.
That's what he wants.
He wants 10.
All right, listen, to the, come on, man.
DJ guy.
He'll give you the five dimes,
five dimes, and he'll give it to you in Bitcoin.
And you hold it.
You want to know the best part?
No, listen, this is the best part is people,
obviously tag him all the time.
Right, right, right.
And so his only way to fight back from that is he blocked me.
Here's what you do.
Find out what his name is.
Before we publish his episode, find out his name and then go.
And, oh, he's protected.
Go find out his name, his full name, and buy every domain name possible and
every other service, get his full name and say, listen, I got all your full names for
you right here.
You can have all your full names.
I'll trade you those.
You give me that.
Right?
Bad idea. It's not a bad idea at all.
But don't publish the show until he does it. So get his full name, get his last name,
go buy his last name.net.org.
Say, listen, I got a collection of 300. I got the Instagram name for you.
I got everything. And then you trade him those for what you have.
Because I've had people do that with me before. And, you know, it's a compelling trade sometimes.
You know, somebody needs like a couple of draft picks or they need a point guard.
And you trade for the point guard knowing that- You know what I heard? You know what I heard you have?
I heard that you have at Fortune.
I have at fortune and at Libra.
And Libra, they tried to buy it for me,
and we couldn't get a consulting agreement done.
You're not allowed to sell these things,
but I was going to do a consulting agreement with them,
and we just couldn't get it done
because they wanted to talk to me on the phone,
the Facebook people, and I was just like, to tell them,
I was like, listen, if you want it,
I'll break bread with you, we'll talk about it,
but please stop calling me on the phone.
Just send money, I'll do a consulting gig for you,
and then you can have the domain.
That's the way to do it, right?
You can't sell the handle,
but you could sell your consulting,
services. So he could be a consultant to you and you could pay him in Bitcoin for something else
and throw in the domain name or whatever. How you got at Libra, I don't even want to know.
Well, no, in the early days, somebody on my team got all the signs of the Zodiac for me.
I also have contests. I have contests. I have, I have, I also have autos. I got a bunch of handles.
We use them. We have at video games. I have at Santa Monica. I got a bunch of weird ones on the
Twitter.
All right, listen to everybody.
We'll see you next time
on the Pomp
podcast and this week
in startups.
Pomp, you've got to say goodbye
to your audience.
Go subscribe
to this week in startups.
Jason knows what he's doing.
There you go.
You go invest in the simple.
We're not giving any investment advice.
We're blah blah blah blah.
Disclaimer, disclaimer, but we love to gamble.
The end.
Great job, Pop.
All right.
See you all next time.
Bye-bye.
Back kicked ass.
