The Ledger, every show

“In five years, no one, 90% of people will not play a game unless they are being properly valued for that time.”

“That's why I think the NWSL will be bigger than the MLS in 10 years. Because we can tell a story of excellence in women's football in America using the NWSL. But not the MLS.”

“And so I think we'll see a next generation of social media emerge. That's verifiably human.”

“The future of Hollywood, the entertainment industry, the music industry is going to be largely AI generated or assisted. The appointment television, aside from live, you know, breaking tech and business news sport is like guaranteed. And the celebrity of being…”

“Maybe that's the other secular shift we're seeing is that people are going to be spinning up entire apps as content that will obviously need a place to get to, and links.”

“I started talking to existing owners. And I found this very weird dynamic because all of them Basically had gotten the team because they had a daughter or a granddaughter who liked soccer, and they thought, oh, this will be nice for them. And they really thoug…”

“I am very long in this age of AI on sports, obviously, because I, that's the one pillar of entertainment that is not going to be upended. Like, we will never want to see robots playing football.”

“I think it will be a power law, but even in the big four in America, I think you'll see a power law where maybe it's ninety-ten even where so much of the value is going to very few of the teams because we know that's what software does.”

“I think it is, let's go back to that Pareto, eighty-twenty action. I think 80% of movie, television, that kind of scripted, created, even non-scripted, that sort of entertainment slips.”

“AI and the glut of AI-generated content is now going to make proof of humanity much, much more important for UGC websites, because it will be really, really important, not just to keep down spam, but because users presumably want to see what humans have to thi…”

“Sports, sports will be the one last place for traditional entertainment where you are guaranteed to feel the humanity. No one will want to watch robots play basketball.”

“The minimum viable community is going to become the new standard and you're already seeing it in PFP projects.”

“It is inevitable and on the order of months and lots of years, if not months for all those Bored Ape owners, To never have to actually sell.”

“Not only will VCs have to get comfortable having other folks on the cap table who are, let's say, individual investors, they'll have to get comfortable with, like, a bunch of random strangers on the internet who have just bought into the token. Who are totally…”

“In many ways, I think Reddit will be looked at as a kind of proof of concept for a lot of the stuff that Web Three is just gonna run away with in the next few years.”

“I think everyone in five years will participate in a DAO. They won't know it necessarily. I don't think that branding is, is whack. But they won't care. Right. User experience triumphs over everything. So yeah, I think it will be pretty commonplace. Not, maybe…”

“In five years, agree with the statement that a famous VC asked me like 10 years ago, what's something that you believe that the rest of the world were? And I told him that people will care more or do care more and will care more about their online identity tha…”

“Individuals are starting to supersede the brands of firms in a way that we're seeing across industries, right? Substack. I've got a friend of mine who left her job at fortune, you know, a great publication to start a newsletter and she's already making more mo…”

“Frankly, you know, probably 10% of humanity will fall in some way in, in love with, or in obsession with some kind of an AI in the same way we lost people to MMORPGs or what have you.”

“Angel city is now the most valuable women's professional team in the world at just shy of three hundred million.”

“American soccer is defined by women. And for non-American listeners, you have to understand, our men are terrible. All right. They've never won anything on a global stage.”

“She said we did, I think it was a couple 100,000 dollars in revenue. That first year with fake merch, not fake merch, but like merch devoid of a logo with no team or players ever having played”

“Last year the top prize for the Diamond League was 30,000 dollars, like, the championship, and that's a solo sport, so you have to pay everything out of pocket.”

“Like I said, I, the reason I saw this opportunity in 2019 was I thought we could build a billion dollar franchise. So talk to me after that.”

“There's some great teams here, obviously, in England but that league's catching up, but it's still not, not at the level of the NWSL.”

“Probably on the order of the next five to 10 years, you'll start to see them just topple.”

“But imagine maybe even 90% of music that's created is so either derivative or pop or one hit wonder. Like, it's just that, that's the stuff that's gonna be the biggest loser.”

“Like, Reddit for five years between, I left in 2010, I came back in early, you know, late 14 as exec chair, had Almost no investment by con and asked in the product. The product didn't improve for half a decade, barely stayed online. Okay. There's no business …”

“Will YC still be successful for the next 10 years? Yes. I think as they expand the sectors and geographies, YC, I think globally is one of the most no brainer investments you can make in early stage investing. If you just invested in an index fund of all of th…”

“And I remember reaching out to the team there saying, hey, you all should really engage with this community. Like, this, whether you know it or not, is the most valuable part of your podcast. No offense. And to say that they were dismissive was an understateme…”

“I do think things like universal basic income and whatnot are going to have to come up more and more in this conversation because well, okay, it's an existential threat to our democracy.”

“We're already seeing it. Absolutely. And I'm talking to founders every day. Gen Z founders who are like the way smarter versions of me graduating college. They've seen the mess that we've made over the last 15 years. They are actively building better platforms…”

“And the first launch is going to be Cape Canaveral this summer.”

“The founders that can maintain their discipline with a ton of cash sitting in their bank account are going to dominate in such a great way because we know you aren't going to need to blitz scale like a decade before you have no excuse for trying to get hundred…”

“There's an AI first, almost a voice first version that I'm expecting.”

“In our defense, and I have the email to prove it, we did not know about it when we started Reddit. It was about a month into the company we'd already launched that we'd finally learned about Dig.”

“I think the first beachhead for dig relaunched ends up being the, look, I'm 41, almost 42. It's like the old head nostalgia for a vibe Z internet... So I assume it's going to be a lot of the like older geeks who were, you know, big dig fans who love, you know,…”

“As those private dollars come in, these teams are going to get more sophisticated. Because people are going to show up and they're going to say, look, why are you here? Oh, because my daddy gave me this job. Okay, well that's nice, but are you the best person …”

“And she's talking to some of these brands and she's trying to secure the biggest ever front of kit deal in women's soccer, maybe even women's sports. And it was a seven figure deal, low seven figure, but it was a seven figure deal. That was record breaking at …”

“Media deals are all based on data that is very out of date and an audience that is much older, right? What is relevant is where things are headed.”

“The, we'll pay the league sixty million dollars a year for four years. And that's a medley of Amazon, CBS, ESPN, and then.”

“But I think we're entering an era now where young boys will, it'll be just as easy for them to idolize male athletes as female athletes, and I think that, I mean, That's a great thing. And it's just starting to turn the corner here, and it'll be a wild new gen…”

“In this new world, you're going to see so many more, and it won't just be women's sports, because you do have to tell the stories around women's sports differently, but it'll also be applied to male sports, like we've seen with drivers surviving elsewhere, and…”

“In a salary, a couple million dollars a year, like, and they're in taxes and then maybe a few million dollars in brand deals.”

“I do think in this new era, you're actually gonna find more opportunities for those role players Because you're gonna see folks who have fans that don't just have fans for their work on the court or on the pitch or on the track. They have fans because they're …”

“The salary when I came into the league, the median salary was like 40, Maybe 30,000 dollars.”

“Give it five more years and folks will level up quickly because you'll see all you need is one example in a league. One team to be doing it really well. And everyone will fast follow”

“It's crazy how much YouTube leans on him for insights.”