This Week in Startups - All Star Investor Panel! Sophia Amoruso and Ryan Hoover | E2158
Episode Date: July 30, 2025Today’s show:It’s another All Star Investor Panel! Jason and Alex welcome TrustFund VC founder Sophia Amoruso AND WeekendFund investor/Product Hunt founder Ryan Hoover.Together they’re going DEE...P on the current environment for startups, founders, and investors. How do tell durable from brittle revenue… Everyone’s different approaches to follow-on investments and recycling… Strategies on when to trim a position… The benefits of hosting co-working events and jam sessions… And LOTS LOTS more!It’s an essential watch for anyone building or investing in companies in 2025!Timestamps:(0:00) Introducing our amazing investor panel!(03:15) The panel shares their First Fund experiences(10:03) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(11:27) Show cont…(12:46) Where we’re at on the investor Greed-Fear Index(13:54) The delicate art of investor discipline(20:47) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(21:59) Sophia’s criteria for a follow-on investment(24:17) Founders are going direct on social media(29:35) Public - Take your investing to the next level with Public. Build a multi-asset portfolio and earn 4.1% APY on your cash—with no fees or minimums. Start now at public.com/twist.(30:49) Show cont…(32:33) Why we’re seeing so many more Series Bs(33:30) So when do you trim a position?(39:35) There are SO MANY COMPANIES! Why surface area matters.(43:25) Durable vs. brittle revenue and how to tell them apart(46:15) When it’s time to angel invest outside your fund(49:04) The panel’s approaches to capital recycling(57:15) The benefits of co-working “jam sessions”Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:03) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(20:47) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(29:35) Public - Take your investing to the next level with Public. Build a multi-asset portfolio and earn 4.1% APY on your cash—with no fees or minimums. Start now at public.com/twist.DISCLAIMER*All investing involves the risk of loss, including loss of principal. Brokerage services for US-listed, registered securities, options and bonds in a self-directed account are offered by Public Investing, Inc., member FINRA & SIPC. Public Investing offers a High-Yield Cash Account where funds from this account are automatically deposited into partner banks where they earn interest and are eligible for FDIC insurance; Public Investing is not a bank. Cryptocurrency trading services are offered by Bakkt Crypto Solutions, LLC (NMLS ID 1890144), which is licensed to engage in virtual currency business activity by the NYSDFS. Cryptocurrency is highly speculative, involves a high degree of risk, and has the potential for loss of the entire amount of an investment. Cryptocurrency holdings are not protected by the FDIC or SIPC.Alpha is an experimental AI tool powered by GPT-4. Its output may be inaccurate and is not investment advice. Public makes no guarantees about its accuracy or reliability—verify independently before use.Rate as of 7/18/25. APY is variable and subject to change.Check out Jason’s suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartups
Transcript
Discussion (0)
That is then determined by your deal flow.
Do you actually have three other bets that are better or as good?
And that's really the, I think the art of the discipline here is knowing when to use four bullets to hit the target versus, you know, just, hey.
And we have this happen all the time.
And the way I've now taught my team to do it, because we now have 11 people on the investment team is I've taught these young folks to say, okay, in our accelerator, we're investing at a $1.7 million valuation.
right? So in order to own 7% of that of that $10 million company, I've spent $700K,
okay, would you rather make $525K bets, $525K bets, or own 7% of this one at $10 million?
And compare it, this is a very easy way to do it. Look at the accelerator class that just graduated
with 12 startups. Where would this company rank in that group? If it ranks number one,
where it's like by far number one,
it's better than all 12.
Okay, you got a case to me.
If it ranks number five or six of those 12,
well, then why are we doing that?
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Hey, welcome back to Twist to this weekend startups.
My name is Alex, and we have an investor panel for you today, including our homegrown champion, Jason Calacanis, from both Founder University and the Launch Accelerator.
And then we have Ryan Hoover, best known for tweets, cat pictures, and the fact that he is a founder over at the weekend fund.
And then we have Sophia Amaruso from Trust Fund over in the UK.
Sophia, Ryan, Jason, how are we all doing?
I'm in Park City and really excited to see you, Sophia, and Ryan.
It's been too long.
Ryan, such an amazing founder, he did Product Hunt.
Still, I mean, founders today, Ryan, still my portfolio companies.
Will you share us on Product Hunt?
I mean, you built something that less.
That's got to feel pretty good, huh?
It's been almost 12 years, which is insane.
I'm starting to feel really old.
I don't know.
When I was 25, you know, talking to all these, in my eyes, 35 old men, you know, VCs.
I was like, wow, these guys are kind of old.
Now I'm 38.
I'm one of those guys.
Yeah.
Yeah, it happens quick.
Yeah.
And the weekend fund is on its third fund, Ryan, I believe.
Yep, that's right.
Yeah.
And then, Sophia, your venture capital-farmed trust fund is still on its first fund,
according to firelands that I could find.
That is correct.
Yep, it's fine.
And Jason, you're on launch four, I think?
Yeah, I'm on a fourth fund.
And then arguably, I'd say it's really our fifth because my angel list portfolio
and my Sequoia Scouts portfolio kind of predate that.
and that would have been like Fund Zero, so probably Fund Four is the official fund name,
but it might be Fun Five, and I've got to make a decision in the next year, do I do Fun Five?
Or do I retire or do I just work for my own balance sheet, which is what happens to a lot of funds.
I think Home Brew decided to go off their own balance sheet, I think.
I don't know if we've seen this a couple of times, but sometimes you get to the point where you're like,
the process of raising money from LPs takes so much time.
is so painful, requires so much communication post that if you have the ability to just work
from your own balance sheet, you just eliminate, I don't know, what does it take you, Sophia,
in your first fund to raise money and communicate with your LPs versus actually doing the job
of finding and investing in companies in year one percentage?
Year one, I was like, yeah, I would say 20% of the time was talking to, you know, founders
and the rest of it was fundraising.
The fundraise didn't take too long.
I think I spent a lot more time with funds and funds
and institutional investors who weren't right for the size fund
that I was building or for Fund One.
So I could have done it more quickly
if I had just focused on individuals and people that I knew
and the people who ultimately made up my LP base,
including you, and people like Mark and Drason and Hot Shots,
David Sachs, your buddy.
Got to collect them all.
Got to get all the besties from the next one.
All of them. It's happened a couple of times.
I can continue.
Yeah, we have, I don't know if there's a fund with all four, but my friend,
Sandit Madra, who is now sold this company at Grock.
All four of us were investors in his last company and the company before that.
But that's more of a poker table thing.
He always, when he would raise money, would just at the poker table say, I have a 200,
like last time was like, I have a 250K allocation for besties, you know, first come first or whatever.
And I was like, yeah, no, that's great.
But, you know, I'm going to provide a little more value.
So I'm like a 750K, but nobody needs to know, whatever.
And he's like, yep, every single person said the same thing.
You're all just at 250.
He invested in the fund.
He invested in trust fund because we were at a poker table.
And you were like, you're investing.
He was like, okay, 50K.
I was like, yeah.
That was easy.
A little peer pressure.
I was like, we got to get the ball rolling here for Sophia.
Honestly, like I raised a lot of money at the poker table.
Like, not just your, you know, poker table.
but sitting around getting to know people, people, you know, you talk to people, you know,
and then there's other people there who might vouch for you and be like, oh, yeah, something about
this person, you know, Anthony Noto from SoFi played, you know, poker with at the, you know,
code conference and poker is just, you know, telling you, Ryan.
It's the new golf.
You get to know people.
Yeah.
You know, it kind of works.
Ryan, you had an incredible advantage.
And that was, by the way, the last time I hosted my Sky Dayton, myself and Brayton.
Romero Camerling would host a poker game at the code conference.
That was the last code conference.
The last time I hosted the poker game there, because Karas Fischer kind of hated me, I guess, at the end, and, you know, hated sacks and hated tech people, entrepreneurs, the whole thing.
So it was like, it just became untenable because we would have some of the press there.
But the press hated the CEOs and the VCs.
So every year, for 15 years, 20 years of doing it, I just watched as like the animosity between the two groups grew to the point out which I was like, why am I putting these two groups of people who hate each other in the same room?
And then I was like, fuck it. I'm just taking the best one, Alex, for myself. I'm taking him out of the journalism ghetto and I'm taking him from my side.
I was just thinking that if you really want to have people who don't get along, the poker table is the best place to do it because it's the only place where it's sort of.
to lie and steal from one another.
Yeah.
Within the rules of the game.
It's perfect.
Ryan,
you had a big advantage with your first fund, I think,
because you were had sold to Angelus at that time,
or you were doing a syndicate or something?
Maybe,
how's it going for you raising funds and that part of the business?
I'm curious.
Yeah, I mean, well, the first fund,
it was right after, shortly after Product Hunt sold to Angelis.
I stayed on a CEO for four years afterwards,
but raised the first fund.
And my goal was a million dollars.
I was like, I'm going to raise a million.
I'm going to try to raise a million dollar fund.
that grew to 3 million.
So like way oversubscribed, massive fund, 3 million.
And, yeah, being in the flow and, you know, a lot of my like former investors who,
you know, backed me and the team at Product Hunt were LPs and still are.
So, yeah, some advantages there for sure.
And then honestly, we'll see how the market is.
We're not raising now, but we will, you know, in the future.
And it's changed a lot.
This last, the current fund that we're in right now was, was raised in 21.
And we all know, you know, 2021 was a very bold.
time. And it was, to be honest, not that difficult to raise, relatively speaking to what I've
heard from other GP, especially like emerging managers right now. So we'll see. You stuck in the window
because when Silicon Valley Bank blew up and Lena Kahn took the reins, that was the end of the
innocence. Like it was so enthusiastic. And then there was just four years of complete depression,
which, Sophia, you got to raise during. Yeah. I mean, I was raising at a time where,
when, you know, was 2023, when it's like a couple years old.
And I think everybody was talking about the bloodbath of the managers who had raised during
2021 and that they've invested in these companies with these wild valuations and that,
you know, I was in a period where there was a correction, but also there was a, what do you call it,
when, you know, funds hadn't marked down, their private, you know, they were over-allocated on venture
with you. You know, it was a, it was a weird time where the market had dropped, but, you know,
funds hadn't marked down their, their portfolios. So, but yeah, I'm glad I didn't raise in
2021 because I also know just speaking to fund managers who raised their first funds in 2021,
they weren't getting the hard questions that I was getting because it was, it was much,
you know, easier to raise. And so I feel like it not being that.
easiest or raising in a different environment forced me to learn how to answer questions that
from what I've been told, some emerging managers didn't have to because of the environment at the
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Yeah, mark to market.
Putting your marks, I guess, is the term you were looking for,
Sophia.
People use all different terms for it.
I want to go back to microfunds, though, because this is interesting.
Ryan, using over some data from Angelist
that said essentially, emerging managers,
smaller venture capital funds, are having a much better time
through Q2 fundraising than they were Q1,
Q4 of last year, et cetera.
So it seems that there's been a bit of a resurgence in LP interest in smaller venture capital funds.
And I'm just curious, Ryan, have you noticed that shift amongst your own LP base?
And is that going to change your fundraising schedule?
Yeah.
I'll have a much better perspective when we start raising, because that's when you actually really know.
Are people actually going to invest?
They often, like, reach out and say, hey, are you raising?
We get those emails.
I'm sure, Sophia, you get those emails all the time.
But you never know until they actually write the check.
But yeah, I'm in touch with Avaloc and the Avalok's team.
And they reported between Q1 and Q2 this year,
43% increase in LP capital into the Angel's platform,
which is sort of an index of a number of funds,
maybe scoot a little bit slightly towards like syndicates,
SPVs, and smaller funds.
But that's a huge, huge increase.
And, you know, part of it, my theory is we're seeing a lot of optimism around AI,
of course.
We're seeing, you know, Figma being like the, you know,
one IPO that's going out that hopefully will inspire more liquidity in our ecosystem.
And so I think we may see a rebound.
Who knows, though? I'm not going to try and predict the macro.
And at the end of the day, I'm just, you know, continue to invest.
I will.
I'll predict the macro.
Yeah, you know, there's like a greed fear index.
And we're now deep in the greed index.
And I think we were from Silicon Valley Bank blowing up, Trump presidency,
Kamala presidency, both of those, I think, were big unknown scaries for people.
Like, is it going to be like, is it going to be like?
Trump has gone wild. Is it going to be Kamala's raising tax rate, you know, raising more taxes and, you know, could be actual chaos. So uncertainty of the past two years combined with, you know, no optimism and no distributions, I think led everybody to be at greed. I would say, yeah, it's interesting. It came up as a 69 there. I was going to put it up 420. But I think we're, I didn't know you were pricing Tesla Robotaxie rides.
Wait, your birthday's fourth point, Sophia?
Yeah.
It all my friends ditched school on my birthday.
It was so lonely.
It all makes sense now.
So I think we're heading into a greed cycle where people are starting to have FOMO and greed again.
I missed out on this round.
I don't own SpaceX.
I don't own Stripe.
I don't own Andrew.
How do I get those?
Oh, my God.
Humane robots is the next big thing, but they have no revenue.
But they're doing an SPV at, what was that, 30 or 40?
40 billion. They may have a customer, BMW, but BMW said they're not really using it in production,
but maybe they are using it in production. Like all of that are the signals to me that greed
is trumping fear. And that's good until people lack discipline in their entry prices for,
you know, people in our line of work, seed and pre-seed, which is where you get your
yourself in a ton of trouble. So anyway, good time to be playing the game and the distributions
are going to make people frisky. When that Figma goes out with circle going out, core weave going
out, I think we're just going to see tons of money start to recycle, recirculate, recycle, all of those
things. Doesn't surprise me. Angelus is the tip of the spear. Yeah, evaluations are also up
the Avalquist sharing some numbers. Pre-seed is flat, according to them. Seed is up 15%, series A is up almost
10%. Series B is are up 40%. Now, maybe that's a smaller sample.
You know, hard to measure the macro, the full macro on that.
But valuations are high.
It's a lot different when I started a weekend fund.
Average entry price, I think, was like six and a half mil post.
Is that a preseed or a seed number, Ryan?
That was over the entire fund.
Oh, wow.
So combination of seed and preseed.
And that was like the median, I believe.
So, yeah, much lower than what we're seeing right now in the market.
That's absolutely crazy.
What valuation and stage do you target?
Like, what's your, you know, I've heard funds that, like, we don't invest,
past 15 million post and it's like there's a lot that you're going to miss right but discipline's
important as a fund manager it was so much more fun as an angel being able to invest at like any stage
but um it's one thing that i know lps will evaluate our funds by is how much we stuck to what it was
that we said our fund construction was going to be when we talked to them you know the first time
yeah i mean i constantly question myself on this uh we we do have some price uh awareness not maybe
sensitivity is a maybe not the right word but awareness um we do pass
on deal sometimes when the valuation seems extremely high and it's like pre-launch and there's not a lot
of like objective proof points. But at the same time, we're also hit to kind of play the game,
play the ball. What's the metaphor? Play the field. Play the game on the field. Yeah. And we obviously
don't want to miss out in the best company. So we're reevaluating a lot of that right now actually and
thinking through even our strategy in the next fund and how we deploy capital. Historically, we've
written about 300k average check size. Our goal is to have every company, you know, if it,
a unicorn or above, like, could return the fund. But the reality is the valuations are
getting much higher. Also, the optimistic approach is, hey, what is a billion dollars? Like
today's billion unicorn is, you know, decadorn. These companies are getting big, very quick.
And if you look at just how, I mean, I hate to say AI, but AI is also eating into more of the
market, it's going to eat into services in terms of like the GDP of the world. And so you can't actually
see some of these companies that used to be unicorns be much bigger today. So that's an interesting
point, Ryan, because it's almost the snake's eating its tail. If we succeed with these AI companies,
then we lower the revenue and here we go. That could be problematic. I think about it in like how many
bullets you have in the gun, right? And sometimes you're like, well, this is a really good target.
I'm willing to take three shots at it, which is like triple the valuation.
And so I too, when I organize our fund, hey, we're going to have 300 names in this $45 million
fund.
Our average ownership is going to be 6%.
At a 6% average ownership, get diluted to 3%.
We need approximately a unicorn in the $1.5 billion space to return the fund.
Every investment has to have the potential to be a unicorn, or why are we making the investment,
which means it has to have a great team.
you know, good product velocity and going after a big market.
And so then you have to ask yourself, is this worth, you know, if I'm paying instead of $6 million,
if that's your average valuation, okay, there's a $24 million.
Okay, am I better off making this one bet or making four bets?
And that is then determined by your deal flow.
Do you actually have three other bets that are better or as good?
And that's really the, I think the art of the discipline here is knowing when to use four bullets to hit the target versus, you know, just, hey, and we have this happen all the time. And the way I've now taught my team to do it, because we now have 11 people on the investment team is I've taught these young folks to say, okay, in our accelerator, we're investing at a $1.7 million valuation, right? So in order to own 7% of that of that $10 million company, I've spent $700.
K. Okay, would you rather make 525K bets, 6, 5, 525K bets, or own 7% of this one at 10 million?
And compare it, this is a very easy way to do it. Look at the accelerator class that just graduated
with 12 startups. Where would this company rank in that group? If it ranks number one,
where it's like by far number one, it's better than all 12, okay, you got a case to me. If it ranks number
five or six of those 12, well, then why are we doing that instead of doing another accelerator class
because we have so many people who want to come to her accelerate.
Now, that assumes you have an accelerator people want to go to and that are higher quality
enough.
So this is the thinking on everybody's mind exactly what you're going through, Ryan.
And Sophia, you're going to have how many names in your fund?
Where did you wind up at?
Probably like 22.
I'm at 14.
Okay.
Wow.
More concentrated than I anticipated, but I've also done some follow-ons with
some of the companies that I really, really believe in, and it's just much easier to, like,
you know, throw my weight around for the guys that are going to, like, knock it out of the
park, then I think continue investing in companies that are going to still need a lot for me,
but, you know, I have less, you know, I have less data to operate on.
So I'm curious about, you know, I didn't, everybody in these, you know, with these, like,
microfunds of, like, no reserves, no reserves.
But I'm also like, you know, just I think math assigned logic tells me to double down on a winner, right?
Like I think just everybody believes in that.
You give an employee a promotion, whatever that is, you know.
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Sophia, what are your criteria for making a follow-on investment?
What's the standout thing you're seeing in those companies
that makes you want to deploy more capital into them?
Is it revenue velocity, product velocity?
Revenue traction speed of development.
So, you know, two of the pre-seat companies, I've invested in two pre-seat companies
of the 14.
And both of those guys went on to raise really big seed rounds.
And I think when it hasn't been very long since I've spoken to the founder, but the product has moved so quickly that I need to touch base with them to ask how to describe it next time I talk to somebody or when I'm going on a podcast.
I think that's a really good signal.
And, you know, it's like nectar social, for example, like these, it's two sisters.
They're X meta.
One's an X meta, X product folks.
and they live in Seattle, and it had been, I don't know how long, maybe six months from the time they raised with just a deck.
And, you know, Ms.ba, the co-founder came over at my house and showed me this product, and I was like, holy shit, like, this is something I wish I had, you know, at Nasty Al, this is something, you know, every brand needs.
And now it's like, you know, they're working with Olipop and Jones Road Beauty.
They just signed on Goop.
Like, they've got, like, real revenue.
And the product is like, I use the product for my social media.
It's like, you know, it's for brands, but I use it for, for, for, for, you know, it's for, for,
certain like AI kind of automation stuff. And, you know, I was, my mind was just really blown and what
I think founders are, you know, are able to do now with AI, you know, punch above their weight.
Being able to use these tools and have teeny tiny little teams is really encouraging. So also the founders
who are, you know, taking advantage of that and either scaling down or staying small as they go
from pre-seed to seed is something. So we've talked about revenue growth and also have,
their shipping and also these team sizes.
I feel like we're really circling this that he describes as the new status symbols in Silicon Valley.
And if you're on the audio version, it says that raising is now revenue, press is now social reach,
credentials is now shipping, and big teams are now small teams.
Jason and I have talked a lot about the static team size thing.
But Ryan, it sounds like Sophia and you are in pretty close agreement about what's changed in the startup game.
Yeah, I mean, you're seeing a lot more people showing off the revenue numbers on Twitter.
And it's creating, I mean, I'm not going to lie, like, sometimes some FOMO.
I'm like, oh, shit, like, I didn't even see this company.
Oh, my gosh, they're making like 50 million in revenue in the first 12 months.
Like, this is insane.
And so you're seeing a shift in how people are pumping their chest, whether we like it or not.
Like revenue is the new status symbol beyond just raising.
Now, raising still matters.
Like, if you get, you know, brand name firm backing you, that still matters.
But that's secondary to revenue at this point.
And also, it's a leading indicator into getting those funds, obviously, interested in what you're building.
you also see a massive shift, of course, in the past decade from, like, press to social.
And in many ways, like, Twitter's become the new launchpad in many cases, partially because
the algorithm make changes.
If you think about it, like, before, if you were no-name founder, you probably had most
people don't have a large social following.
You put something on Twitter.
You don't get a lot of play.
Now you have an algorithm.
It heavily incentivizes videos for, like, demos.
And, you know, this is changing a lot of how founders are sort of playing the status game
and showing off what they're building and what they've achieved.
And so it's very different than when I, you know,
moved to San Francisco in 2010 today.
Signaling is like a, go ahead, no, go ahead, no, go ahead.
No, is it okay if I ask questions?
You are, that makes it a dynamic discussion.
I'm not the host.
No, no, that's when it's at its best.
You know, I'm just so cute.
I'm exa.
I don't even make that much content and I'm fried.
Like, you make a lot of content.
What are you talking about?
You are three, four stories a day.
We just make different.
different things. I make four podcasts a week. You make, what, three or four social clips a day?
No, I don't. I mean, stories are just so lazy. But like, you know, sure startups have to, like,
create content, maybe, maybe not. But fun managers, like, some of these guys have, like,
massive TikTok presences. And, you know, they're just like, I feel like the older I get,
the less capacity I have, like, in general to just do anything. And I don't know if that's, like,
brain fog or like hormones or laziness or perspective or, you know, work-life balance,
which I don't, like, that's not something I think a lot about.
But that's a big statement from you because your advantage, your unfair advantage is your
massive social media following it.
And that's what draws in a lot of founders and that your high profile.
But, you know, there's something very interesting in the signaling, Ryan, that I think you
pointed out, which is the 4U page means you could be a nobody and the algorithm will put you
in front of the somebody's. That's distinctly different than being like a reply guy and trying to like
being Keith Rabeoy's replies. You put out a great video. You put your revenue numbers. It trends.
Keith Rabeau sees it. Sophia sees it. You see it. I see it. Alex sees it. Or people put out like
the Clule video or the response video to it. Like all that stuff. You just wind up seeing it. So now you
aware of it, and it's part of the overall trend. I would say there's like two trends here,
going direct, and then the for you page surfacing nobody's. You know, like outsiders being
able to get in front of insiders, those are actually two very interesting things we've surfaced
here. But I like the idea that signaling is changing and that people are looking for, you know,
if you have revenue and then the next thing will be profits. So you will see, I'm starting to see some
We don't care about profits.
We just know.
I've had two founders this week when they sent their note, say, we have 20% margins right now.
Two different ones.
One's a media business and the other one is like a SaaS business.
And they were like, I'm like, we're reporting on profits now.
I'm like, how are you deploying the profits?
We're paying taxes this year?
Or are we investing in that, you know, in something because that's what we want to do.
But signaling is super critical for founders to understand and for,
investors to understand because it kind of creates a shared dialogue. What you were talking about
before about like the product velocity, Sophia, I like to come up with terms and the term we use
internally, so we actually have our own vernacular is product velocity. When we see a founder
with product velocity, that means something. And then we have a specific criteria for follow-on
investments to Alex's original, really good question. The other thing you didn't mention, but
by name, but that you insinuated, was, hey, they raised money. And then I saw that that company
nectar social had raised money from True Ventures and Google Ventures. Our criteria is revenue growth,
lead investor joining the board, and the track record of that lead investor. And so if we're
going to follow on, if you have three, four, five X revenue growth, we're following on. Like,
that's rare. And if you have a lead investor who I know or we know who's notable, who's
invested in a great company before, how did you convince them? Now, there's two possibilities.
Either your company's great and they recognize that and decided to lead it and join the board.
So joining the board is a subset of that criteria because a drive-by 250K check from a large
fund, not really good. So in that case, I'm guessing True Ventures is either joining the fund or
put in more than 250, 500K.
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Yeah, they co-led.
They co-led the...
And is one of them joining the board?
Yeah, I think Tony didn't.
Frederique may have.
But, like, you know, as a first time, you know,
fund manager to be like, you know,
there was like some random Texas firm had leaned in and wanted to preempt something.
And I was like, guys, who are you talking?
They don't have relationships in the Valley.
And I was like, you guys should talk to like the big boys.
Let me introduce you to Frederick and Tony.
And then I introduced them to one other top tier firm.
That's like a dream firm.
And, you know, both all of them wanted to lead and GV and true are basically like,
okay, we'll co-lead.
We're not going to get, you know, the 20% allocation that we want.
But we'll each get 10%.
And it was like, they just showed up.
like, who are these freaks? What is this? This is so amazing. That was it. It was just like on the merit of what they
built. And it wasn't, yeah, their relationships or anything. I certainly can't convince anybody to
invest. It's not like, I don't have that kind of influence to be like, ooh, you know, but for me to be like,
I don't, I don't know what I'm, you know, I haven't invested in that many pre-seed companies, even as an
angel, but to be able to send it upstream and have like, you know, the gods of the capital.
Well, the massive advantage you do have and the value of providing to those,
is you validated them with your time and skin in the game.
So therefore, when Tony looks at it, he says, well, Sophia's got 22 bullets in her fund.
I heard this week in startups, she used one of her 22 bullets.
That actually, skin in the game means something.
And I think that's a massive advantage that pre-seed funds provide to seed funds
or seed funds provide to series A.
And that's kind of what makes the ecosystem work.
The other notable thing, I don't know if we have more data to bring this, to re-ground this,
Alex, but the other thing you mentioned, the series Bs were massively up. This makes sense to me,
Ryan, because you have so many of these megafuns with billions of dollars. And for them,
they have to put more money to work. And, you know, that is going to lead to valuation
increases. So then that leads us to the discussion. We had a company this week. We invested in two
years ago,
how maybe a,
call it a $15 million
valuation.
Two, three years later,
maybe three years later,
they're at a $500 million
dollar valuation.
Do we sell
20% of our ownership
and send distributions
since that investment
is now theoretically
30x, that would be
32x.
Do we trim
10, 20%,
or do we
take our pro rata
or do we do both?
Syndicate our prorata.
What do you think, Ryan?
How do you think about when you trim a position because distributions are rare and the opportunity to distribute is rare?
What's your current philosophy on that?
Yeah, we, so we've done this once.
We did this about 18 months ago.
We invested in the seed round of deal in the first fund.
And that was a 10-mill post.
It's gone on, you know, I think the last round of a $12 billion valuation.
And 18 months ago, we're like, well, okay, we have an opportunity to sell 14% of our position to return the fund.
And that's a 400x return roughly?
Yeah, yeah.
It's like 10x fund returner on paper.
You know, we'll see.
It doesn't count until it's true DPI, but we're like, well, let's get one DPI, one X DPI.
If five thing isn't going to sink your DPI, you'll be okay.
Yeah, yeah, we'll see.
No, it's, I'm bullish.
I'm bullish.
I was bullish back then.
I'm bullish now.
And granted, we did sell lower than the $12 billion number back then because this is also
when the market was also in the slumps a little bit.
But the thought was, okay, one, our LPs.
they've been, you know, they're going to be so happy to see some liquidity.
No one's getting liquidity like 18 months ago.
Two, we're still going to have 84%, 83% of our position remaining.
So even if we make a mistake and, you know, 10x is from here, we're still good.
So we did make that decision and it was the right one, even though today it would sell for like more than 2x, you know, in the market from what we sold back then.
But anyway, to answer your question, Jason, I don't know.
It's so subjective.
I think it's wise for early stage funds, maybe after 5, 6, 7, 8.
years in their positions to start thinking about liquidity and 20, 30% off the table,
even if they have high confidence that, you know, it's going to go up from there.
My best advice.
Recycling.
Recycling.
Teach me about recycling.
Well, anyway, I actually have thoughts on that, too.
My best advice is if you have an opportunity, since they're so rare, take it, sell 10 to 20%
twice, maybe three times.
And then by the end of the story, you have 70% of what you could have had, no LP is
going to be upset about that. And they're quite the opposite, because if you gave them that money,
you know, 18 months ago, and then they put it into Sophia's fund, they're looking at it as,
you know, okay, there's a time value to money, too. And then what if that company implodes?
And that specific company had like a lawsuit and a couple of challenges, if I remember correctly,
um, with their competitors. And so I had a company that got to a billion dollar valuation.
We sold 18 million of our position. We can.
up to 80%. That company's now worth three or 400 million. We look like, and that was two years,
three years ago we sold it. We looked like geniuses, return the fund, our syndicate got a bunch of
money. And so, and we did it with Com. I personally did it with Uber right when Masayoshi
son was offering to buy shares in the 30s. Now, it seems crazy with Uber at 90 that I sold in the
30s. I feel great about that trade because I bought a house that doubled in value during that time.
So then the truth is with the time value of money, maybe I left, you know, a third of 15% of my investment.
It just doesn't matter.
What does matter is downside protection.
So that's my sort of take on it.
And man, I have two, only like really two regrets.
I was offered to sell some Robin Hood at $30 a share and we wound up distributing at, I think, $14 a share.
When we distributed, I told everybody, hold your shares because it went public and we were preceded investors.
you know, some people sold it, some people held it.
That $14, now it's at $100.
So that fund, the difference would have been like a, I don't know, 10x fund versus a 3x fund, if you held your shares or whatever, 4x fund versus 10x.
I don't have the math in front of me, but significant.
So I was like, oh, maybe I should have held my shares in Robin Hood and held onto the public shares and distributed them two years later, which is what Sequoia has been doing quite effectively.
Yeah, it's in 107 right now, Jason.
Oh, what am I doing on this pocket?
I'm rich.
I buy.
I'm going to go mountain biking.
What am I doing here?
No, it's like I woke up one day and like, you know, hundreds of thousands of dollars
in Robin Hood chairs that I got as my carry turned into millions of dollars in Robin Hood chairs.
It's a great thing about being a VC.
If you love the company when it was private and it makes it to public, why would you sell it
when it's public?
Like, unless the founders aren't there or something dramatic happened,
I mean, obviously, you have to re-underwrite it every year or every six months.
But, man, let your winners ride.
And Jason, answering your question about Q2 series B valuations, I have that for you right here,
which, as you can see, they are going up, much like every other round.
But the biggest gains that we're seeing are in the super late stage, the D-plus era of venture.
Does that match, Jason, what you expected to see?
Yes.
there's so much late stage money available because companies aren't going public until
until um LPs and GPs see companies going public earlier they're going to keep making
these late stage investments out of their what would have been their public allocation they'll just
be like okay I'll buy Stripe SpaceX andro here before they go public because you know those
companies probably should have gone public already
So on the point you made about profitability earlier, Jason, is that what happens when we have smaller team sizes and just faster revenue growth?
Because to me, it sounds like startups are just getting more efficient overall.
I'm curious if it's more of a mindset shift or if it's more just this is what happens when you spend less money by hiring fewer people.
I mean, we've seen this step function happen, I think three times in my career, like client server, cloud computing slash mobile that time period, and then now with AI.
So if you keep lowering the time it takes to get a product to market and the amount of money, it used to be a year or two to get a product to market and five to $10 million.
Then it became like a million dollars in six months.
And now it's six weeks in an accelerator and $50,000 to get a product to market.
I mean, it's not even comparable.
So many more startup bets to make.
That's why I'm trying to increase the surface area.
that's my big real. If I have any realization this year compared to last year is that surface area
really matters because there's just so many more companies. So you have to take many more meetings,
many place many more bets. To your point, Ryan, like, how did I not know about that company?
That was Sequoia's experience when tech stars, Y Combinator, an Angelus came out. They were like,
how do I not know about these companies? And they're like, I guess we can't know about them. There's just too
many companies. Now it's, I think we're going to see, I don't know what Cambrian explosion means other
than a big one. So somebody educated me, what is Cambrian? But whatever Cambrian, it sounds good,
sounds intelligent, but I think it's like a 10x. I think we'll be sitting here in two years and
have 10 times as many startups hitting, you know, product market fit than we did five years ago.
The Cambrian explosion, Jason, was about 500 million years ago. And it was a rapid diversification
of types of life. And the main hypothesis is that there's more oxygen. So,
more life got started. Yeah. So that, I knew that. I was testing you, Alex. I knew that
came brand and plush. I only knew half of that. So now anyone, and it's going to get better and
better can build use software to build their solutions. And so historically, you'd have some
accountant in the Midwest maybe who really understands their space, understands their customers,
understands their own problem. They can at least build like an MVP. And yeah, maybe the vibe
coded tools are not production ready, you know, call back to T perhaps. I don't know if it was
lab coded or not, but you know, it had some security issues. But it's going to get better and better.
And so I think the number, not think, it's pretty clear to me that the number of builders are
going to increase. Now, whether those are all startups and like venture backable companies is
another question. But we're going to see a lot more building and creating and shipping.
So speaking of this, I just invested, this is the first angel check I've written since I started
the fund because I just have been really focused on the fund. But the founder of Lovable
de-emned me like a week ago and was like, hey, we should do stuff to
And we got on a call and they were like, we want you to angel invest.
And it's like, I think, you know, it's not going to be like a huge check, but, you know,
they're the fastest, fastest growing startup ever.
They just reached $100 million in ARR eight months after launching the product.
They're at like a $1.8 billion valuation.
Anton from Loveable.
Yeah.
I had them on the pod.
It's very impressive piece of software for this vibe coding.
It really is.
And this is kind of exactly what we're talking about.
people are creating software in 48 hours and generating like tens of thousands of dollars worth of
revenue on it.
And these are just, you know, these aren't even necessarily startup founders.
So I'm curious, I mean, I don't know.
How much time have you spent thinking about something like lovable and like as an angel?
That's like, I think that's probably, I don't know if it's the highest, you know, the, it's not a wait.
It's not late, but it's probably maybe the most expensive, you know, check I've ever written.
Do you think I mean?
You're basically looking.
What's the price to sales ratio?
Price being the valuation of the company, sales being the revenue of the company.
Price to sales should really just be valuation to revenue.
Would be a cleaner way to say it so people would understand it.
So is it a billion dollar company now or a $10 billion company?
It's $1.8 billion, but in eight months they've reached $100 million in ARR.
So it's 18 times sales.
So the velocity is like...
So the question is, will that sales continue?
And the thing I'm hearing against this, Sophia, is people are sampling these products at an
extraordinary rate.
I would say similar to when apps came out.
Remember, you'd buy a flashlight app for a dollar, or you buy a game for $2.99 and, like,
play it for five minutes and then never do it because you're like, well, it's only three bucks.
Paying 20 bucks for lovable or any AI product, you'd use it for a couple of hours and then
you'd cancel it or you use it for three months.
You cancel it.
That's going to be the question is, is, is, uh, is, uh,
that quality revenue or is it brittle revenue? What's the revenue? Is it durable revenue?
Yeah. What's their turn? It's just like. Yeah. What's their turn? Like. And the way you can
determine that is when you talk to the customers, is this an essential part of their workflow?
Ah, is anybody here ripping out Slack or Notion or Coda if you use those things? Like,
I can't imagine ripping that out of my company or Google Docs ever. Have you seen Kraft? Oh, use the
glue? Is that glue or? No, no. It's like Notion, but easier to look at. Oh, really? I don't know
that one. Craft it's called. I use notion quota, but once you get deep. I used for the last LP update.
Oh, fantastic. Yeah. I mean, once you get into it looks great. It was very well designed.
So I guess, Ryan, what are your thoughts on brittle versus resilient revenue? I mean, there, well,
obviously, it churn matters and retention matters and everything. But also there's this interesting time where
So, Vatican, my partner on the fund and I have chatted a bit about this more recently, and she wrote a blog post about this.
Maybe I'll share the show notes or something later.
But we're an interesting time where the foundational layer, the foundational models that everyone is building upon are just getting better and better.
And so without you as a builder, founder, doing anything, theoretically your product is just getting better.
And there are certain use cases where it hasn't reached that tipping point where the utility has met consumers needs, but it will over time.
and you building on top of these foundational layers,
you don't need to do the heavy work.
Not that it's difficult to build everything around it,
but there's so much opportunity coming,
and it's almost more about being in position
and capturing users so that when the foundational models
and AI is good enough to solve the problem that you're promising,
then you're there.
And so that's actually a shift.
It's very different than cloud infrastructure.
When cloud infrastructure came around,
that shifted cloud computing, SaaS,
all of that shifted dramatically,
but that was more binary.
It was like, you put them in,
the cloud or you didn't, like maybe got a little faster, maybe got a little bit cheaper,
but didn't foundationally change your underlying product and offering?
And so there's something that we're looking at.
That's a profound, this is a profound insight, Ryan.
It's so good to talk to you.
I haven't talked to you in a year, but you always have these like really good insights.
So what you're saying is imagine if your AWS account, your S3 storage, made your product
better while you didn't ship any new product.
That's like a really interesting thing because there's,
you improving your product, and then there's your underlying technology improving your product.
So you could argue like AWS got cheaper, where the storage got cheaper, or maybe it got
marginally faster, but that's not the same as what LMLM's advancing is doing.
Sophia, are you going to make that outside of your fund or inside of your fund?
Outside of the fund. I mean, it's not in, it's not, you know, I'm investing at like sub-20 million.
You've got to talk to your L-PAC, make sure.
I know.
As one of your LPs, I'm saying put it in the fund.
make an exception and it's a learning experience.
I haven't done it yet, but I think it's like, I don't think it's, I don't think it would be
a challenging 10x.
And I think if I was, you know, I, do it.
Do it in the fund.
You don't want to get.
Because I have relationships with founders, even though I'm not like a lien check, I've found
it pretty easy to contact a founder when they like, you know, raise subsequent fundraising,
be like, hey, anybody want to buy, you know, can I sell some secondary shares?
So, you know, like, you know, like.
As an LP, I would say, do it in the fund and say, this is an experiment.
We have 22 bets we're making.
one of the bets, we thought we try a later stage one and see what we learn there. And, you know,
obviously, we don't think this could be a 200x, but we think it could be a 10x and that could be
a creative to the fund. And, you know, it would be a single or double. And it would be lower risk.
So we're going to maybe experiment in this fund and the next fund and having a couple of those,
if it's a special circumstance where I have access. I did that with Cloud Kitchens. I have
access to and I'm friends with Travis. I had the opportunity to invest in his fund and my third
fund for Cloud Kitchens. It was an extraordinarily high out of, you know, our normal investment zone,
but I put 10% of the fund because I was like, I could bet on Travis to 10x 10% of the fund
and return the fund. If he doubles it, great. If he triples it, great. It's all accretive.
And I have unique access. So that's like the unique access carve out that as an LP in your
fund, I would be really upset if you didn't take it. I mean, it's a,
tiny check. It's just the ownership, like all of it.
Don't worry about ownership. Just worry about what you think the returns. Yeah. If you think it's
low chance of not returning and it's high chance of returning low single digits, it fills in
the fund. It may not be a fun. I think it'll, I feel good about it. I wouldn't be considering it as
an angel check. I didn't. So in order to return the fund, if you have 22 bets in the fund,
it has to be 20x. So that's going to be hard to do. But 5x would be possible. Wix is like a,
Wix is worth like 20 or 30 million or something like that.
Billion?
Yeah.
Billion, yeah.
It's like.
It's so funny you bring up that company because I was in a meeting with Kelly who's
running our syndicate and I was asking for an update and she said, yeah, I'm building a new portal.
And I'm like, oh, okay, that's interesting.
We hired a company to do that or we got a freelance developer.
She's like, no, no, I'm building.
I've been vibe coding and lovable.
Wanted to show it to you.
It's a little early, but here's what it is.
And I was like, oh, you could build a portal like Angelist, you know, for our private syndicate without being a coder.
Okay, interesting.
It feels like there's something big there.
Sophia, we had a hanging question about recycling.
Do you recycle 10% of your fund, Ryan?
What's in your docs?
What do you do?
So both recycling and follow on is flexible.
So we don't have anything that's strict in our LPA or anything like that.
My position with follow-on and that kind of flows into recycling a bit is, or it's related,
I should say, is on the following side, it's like if we believe in this company,
all things being equal, even if we're not an investor, would we invest in this company at this
valuation today, knowing what we know now.
With regards to recycling, we recycle within a certain time period generally.
So if we get returns, sometimes companies shut down, they return to capital.
We recycle that capital.
But if it's year six of a fund, year five of funds, we tend to distribute.
from there.
I mean, by then, we're also on another fund entirely.
So that's how we've approached it.
Yeah, I've recycled, I think 10% and I think in a couple of the funds that we've done.
You know, it's, you have to play the game on the field, I think, Sophia, since you were
asking for advice.
And for me, the game on the field is if there's no DPI and that provides the IP, you know,
to your LPs, that's the more important thing than recycling.
If you're already return the fund, you're in the black, and it's just a matter of how much you're going to return, yeah, then it feels like maybe recycle it if you have the opportunity, like if lovable is available and you had a million dollar return, putting a million into lovable and a $10 million fund, and now it returns 5x, and now it's, you know, you're at 15 million returns of the fund.
You could be whatever, really accretive, you know.
Jason, for founders out there who are listening and may not be familiar with capital recycling, can you just break that down for the
folks out there? Super simple. In fund documents, when you get the first returns back, if you had a
$10 million fund, you might say, we're going to recycle the first 10% of funds that come back.
So if you have any early wins, instead of distributing the million dollars, which LPs probably don't
want a quick win of 10% of what they put in, if somebody put in 100K, getting a 10K check is nice,
but not life-changing. Hey, maybe we take that million. We know there's a winner in this portfolio.
It's, you know, that nectar company. And, hey, what's put the million into next?
and we'll be alongside true ventures and we'll have even more ownership and what we believe is a,
you know, a really high conviction bet. So it's just a way to goose the eventual returns of the fund.
Yeah, you know. Now, if you didn't have any winners in the fund or breakouts yet and you couldn't
identify them, then you probably would want to just distribute those returns to your LPs.
Just because they probably don't want to take on extra risk at that point in time?
Yeah, they would probably want you.
you to work towards doubling or tripling the money. As an LPN 21 funds right now, I, yeah,
it's too many. I've been saying no to a lot of people. I said to everybody like, if you double my,
if you double the money I gave you, you know, and it's just basically like stock market returns,
I'm happy because I don't need access to this capital anyway. It doesn't need to be liquid.
It's like a wealth bomb for my daughters down the road. But if you quadruple it or find
exit, then it's meaningful for me. And I'm stoked. And if I can get bill relationships or get
intelligence from Sophia, you know, she's got this great company, nectar and what was it,
nectar social? Yeah, nectar social. Like, okay, like if I asked Sophia, can I get an intro?
She'd be like, sure, or an LP. Of course I'll give you an intro. Like, and Mark Andreessen
specifically does this. He was an LP in my first fund, but we had a mini micro falling out
because he wouldn't come on the pod. Then why, why are you an LP?
And he's like, well, do I have to come on the pod to be an LP?
And I said, you know, now that I think of it, yes.
And he's like, okay.
And then it's like, okay.
We haven't really spoken since.
I mean, we have a couple little back force.
That's a little bit of them.
Why he blocked me.
Okay.
Well, on that note, Sophia, I think it's very interesting that you brought up lovable
because they are such an amazing breakout company from Sweden, if memory serves.
And you're based over in the UK.
So I'm curious, are AI startups in the European area performing as poorly
as some American VCs think, because there's been quite a mean lately of, you know, America builds,
Europe regulates, Europe's dead, et cetera. But Loveable seems to break that mold. So I'm curious.
I'm right here, Alex. You could just say Jason. So Jason hates Europe, especially France.
No, I just don't think I'm going to find the next unicorn there in all likelihood. That's all.
Certainly not in France. Is that correct, Sophia, or are we being a bit too freedom fries over here?
I've been here four months, right? So, I mean, my...
You're an expert.
You know, definitely not an expert.
You know, I think, you know, I've spent a bunch of time with like Brent Hoberman and Founders Forum and went to the Founders Forum event a couple months ago and spoke at London Tech Week and whatever.
So I'm like just immersing myself in the ecosystem.
But, you know, I think, you know, Founders Forum was really exciting.
There was some exciting company.
The founder of Loveable spoke.
The founder of Plovakriti spoke.
But in terms of Europe, I feel like Estonia and is, is, is, is, is.
There's like a concentration of startups in Estonia and the, you know, how it lends itself to being, you know, founder-friendly or whatever.
I don't, I read about it and I forgot the details, but it seems like Estonia is kind of having a moment.
Isn't that where Skype was from originally?
Am I crazy?
Jason, back me up here, Skype?
No, I think they were Swedes, but they might have been from an Eastern Bloc country.
You might be right.
There were three founders.
We're both right.
It was founded by people from Sweden and Denmark, but was primarily developed in Estonia.
Got it.
Yeah.
So, you know, the Nordics are special because those people have a design aesthetic that is really high.
And it's really cold and there's nothing to do for six months of the year.
So they just work.
Whereas in France, Italy, Spain, it's lovely.
Why would you spend 12 hours working on your startup, 14 hours?
Why would you give up a weekend?
If I lived in Italy, I would not be working on my podcasts.
I would be out and about.
I would be getting pasta, Branzino, whatever.
And lifestyle does drive.
I've seen this in every single local market.
If lifestyle is amazing, you got rich parents, cost of living is low,
people are going to go out and just have fun and live their life.
If the nightlife sucks and there's nothing to do,
like San Francisco, like literally, if you're in Palo Alto, your last meal is 9 p.m.
Unless you're going to like the 24-hour Denny's.
Like there's like two choices.
Denny's and like an R.Bs by the airport.
Like that's it.
You know, even in an Outburger closes like at midnight in the Bay area.
This is why I never actually believed the VCs who said that Miami was the next big startup town.
I'm like, it's way too much fun.
You'll be.
I don't know.
It's been boring.
I think San Francisco, I'm way more social.
I have way more fun in San Francisco than Miami.
That's because you like to go to hackathons.
That's about you.
Ryan.
Yeah.
Ryan's not going
with you.
Are you surfing?
Are you surfing in L.A.?
What do you do?
I went surfing the first time this year
in Costa Rica.
So you didn't get the bug.
If you got the bug,
you'd be out there surfing four days a week.
Yeah.
That's when you know you're fucked with your investment
is when the founder is surfing four or five days a week.
L.A. is amazing for lifestyle.
So, Via knows that.
It is.
I have zero company in L.A.
I mean,
I mean, getting people to work hard
is my, like, I've developed strategies around it, but I have now realized, like, working hard
and putting in 10, 12-hour days and effort is for 10% of the population.
Like, having a career, I think, is for 20% of the population.
I think just everybody else's work to live now.
The number of people, and it's a generational thing, and it's no judgment, it's just the observation.
So I just hosted trust fund's first founder residency in Mallorca for a week.
And so invited all my portfolio companies out.
I was like, I rented this.
I mean, the management fees on a $5 million fund aren't very high, but I dropped like,
it was probably a $20,000 expense.
And I got this like seven room villa and was like, if you want to come out here, I've got this,
I'll feed you.
I ordered a chef one night.
We went out to different restaurants.
We went to the beach once.
We went on a boat, which was like amazing.
Did people co-work?
They co-worked.
Yeah, and I sat with them.
I'm like, oh, cool.
I get to be in Spain, be in the ocean.
These guys get to sit in our pool.
We get to talk about like, you know,
whatever latest thing they're paying attention to
or reading and all educate each other.
I get to sit there and mentor them, like, on my time zone,
and everybody kind of gets what they want
and, like, get to build relationships.
So I'm really excited to institute.
I have that into the fund because it's like a selfish, you know, it's, I feel like it's genius. No, no, it's
just like no talk, no, it's totally unstructured. But I love about your idea is that's going to
inform your follow-on investment. Also, they're going to help each other. So we call them jam sessions.
We do something similar, but it's just a jam session or a pod. So we have our companies get
together and do a pod where they meet every month. And we have 11 investment team members. So
They have about 30 potential founders in their pod.
They get five to 10 to show up every month.
They share what they're working on, what their challenges on.
You go around the circle and they help each other.
And we're just facilitators.
And founders love meeting with other founders because my thesis, Ryan, is founders are mutants.
And like, I get to be Professor X, you know, like, we're the school for mutants.
And they feel uncomfortable around humans.
but they feel very comfortable when they're with other mutants.
When you see those great scenes from the X-Men movies when they're in the school together,
they're like joyful and fun and nobody's being judged because like, I can make an ice cube.
You can light something on fire.
I can walk the walls.
Yeah, we all have something we can do that's an incredible skill.
But then you put them with humans and it's like they're misunderstood, you know, and they're just not fun.
They don't trust.
I mean, there's a lot of empathy and like trust that that's, we used to actually do this at a weekend fund.
We just opened it up to the portfolio saying, hey, we're going to do a zoom hang.
There's going to be max five, seven of us.
And we're just going to chat about what we're working on, what challenges you have.
And yeah, there's more trust.
And, of course, you put that same person in front of like a VC, especially or their team.
Like, they're going to act different.
They have to look confident.
They can't be honest.
It's a totally different.
It's an environmental thing.
Is there a way that ongoing, you guys, do you have like a Slack channel for your founders?
Is there?
We have a SAC instance, yeah.
Do they use it?
It's unbelievably popular.
We have 400 portfolio companies in the,
12 years I've been doing this from a Sequoia Scout, an angelist syndicate to now. And we even have
the failed companies in there that are shut down. And we let them stay there. And we have an accounting
tax channel, growth channel. And we have their channels. And we have our entire investment team
in each of the private channels for their companies. And we'll talk to them there. And they help each
each other. It's not us leading it. They lead it. And there's book phase. I think it's a great thing to do.
persistent, great place to do it.
You have to also staff all these things.
So as a fund, especially a small one, you've got to pick, like, you can't start 20 programs.
You've got to pick the three most effective that you enjoy.
So what's great about the one you chose, Sophia, is you like to be in a great Airbnb, be in a city and try new food.
You're like me.
You're a foodie.
You like to travel.
Ryan likes to be on his computer.
He wants product.
He's success with being on his computer and products.
No, Ryan's a surfer.
No, he's served.
Ryan has served once.
But Ryan really likes to be online.
He's addicted to being online in online communities.
He created one of the great online communities of all time.
You can always tell it's a great community if it still exists.
Probably that still exists.
So that means it's a great community that got proud of it.
So that works for you, Ryan.
You like to co-work.
Sophia or I co-working for five hours on a Zoom might be death.
Like we might be like, oh, straining to be on a Zoom.
It's so draining, you guys.
I have to go.
Sorry.
That's why we came here for.
All right.
What are the news stories?
Let's do lightning around news stories.
This has been great, guys.
It's just great to catch up with you too and share notes.
I was so intimidated.
I still get so intimidated about joining podcasts for whatever reason.
Unless, you know, most people just want me to babble about my life.
And it's like really easy to talk about yourself, but talking about smart people things.
I'm like, I'm smart.
I'm just always asking myself about I'm smartness again.
So full of it.
I know you're shit.
You're like, I've only built a $350 million company.
It was overvalued.
Not, you're a fault.
You've just constantly, you've nailed it, like, self-deprecating.
No, imagine being inside my head.
It's fucked.
You're just saying that's why I always send you.
I always send Sophia a thumbs up or a heart on her social just to let her know.
Like, you're doing good, girl.
Keep going.
You can do it.
Tap back.
All right.
You know, I always like to give everybody the ability to plug a startup or an investment
or two that they're super excited about.
What do you got, Sophia?
Maybe Alex, we could show it.
Yeah.
Somehow, you know, when you were talking about portfolio companies working together,
one thing that's really cool is one of my portfolios, well, nectar social is a customer
of agree.com and agree are another one of the breakout companies that invested in pre-seed.
They're basically going to replace DocuSign.
And what they're creating is a signature to payments flow where when somebody,
finds an agreement and there's an invoice associated with it, they pay before the flow is over.
So you don't necessarily have to send an invoice.
And so they have a lot of SaaS companies.
They work with Beehive.
Yeah.
I made a TikTok about them.
And I guess they got like a four million customer with like $4 million a year in revenue,
like who like found them on my TikTok, which is like really cool.
But yeah, they've got like 40,000 customers.
And they came to.
me through, I literally like look through the, you know, the pitches that come through the website.
And most of them are like consumer, just like off thesis.
And I like, I looked at this and it was like, agreed outcom.
I was like, what's this?
So they just literally like cold pitched me.
They could have gotten to me.
Like we know mutual people, but they cold pitch me.
And I was like this.
And they just raised like a $10.2 million seed round like a year after their preceded.
So.
And Sophia, you also mentioned baton.
Yeah.
So, Baton Market, I invested at Seed.
They just raised their Series A from obvious ventures.
And so they are building a marketplace for SMBs to find qualified buyers and for people
who want to buy.
Mostly like local kind of ugly businesses, I guess, is the trend.
You know, profitable businesses, someone who might be doing like a roll-up of like dry
cleaners or, you know, yoga studios or coffee shops.
And so baton market makes it really easy for people to acquire companies.
They're doing an amazing job.
Awesome.
Now, Ryan, you sent in three companies of yourself.
I believe one of them was deal, which we've already talked about.
But you also mentioned Atlas, which is a very interesting company that I did not see coming.
Yeah, Atlas is, so it met in Mohawk.
We invested in the C round.
It's gone on to raise a series A and B.
And what they're building is a sort of a layer to apply for a visa, particularly starting
with Indian travelers.
Us in the U.S., we sort of have an advantage.
We don't need to apply for visas for a lot of different places to travel, but for
Indian consumers, they need to apply for visas.
They have to go to these, like, janky government websites and wait a long time.
They basically created this really clever wrapper, not in the negative sense, but a wrapper
around this entire experience where you can actually apply and do everything within the mobile
app, and it also shows like you're tracking and everything.
And it's just a really interesting space.
It's a massive market that I think a lot of people are overlooking.
And my favorite part about Atlas is Mohawk in the very beginning.
He was just like effectively building APIs on top of government websites.
So you're like web scraping was how they started.
So it's like, all right, these government websites don't have APIs.
They're not like modern.
Let me just like effectively build our own API and build on top of that.
And, you know, this is also a time like right before COVID hit, which is also an interesting
to be building a business like this.
So anyway, I love the CEO Mohawk and what he's building there.
And just creating like more flexibility and convenience with traveling.
just, I think, a net positive for the world, too.
Okay, Jason, what do you got?
So we just wrapped up launch accelerator 34.
And two companies that really got a lot of attention.
One was Auto Lane, which is by a serial founder.
He previously had a company called Neighborly,
which rented storefronts.
And Neighborly was this great idea that died during COVID,
victim of the COVID wars, but you would take a storefront and people could go there and rent it
by the hour for a book club, for a rehearsal dinner, for an offsite, and people loved it. And there was
all this extra, you know, if you live in L.A. and you've been to like, I don't know, West Hollywood,
there's all this storefronts or Montana or, you know, there's all these storefronts everywhere.
And so imagine taking one of them and making it an Airbnb essentially. Anyway, that failed.
He came to me with this new idea, auto lane. He said, you know, self-drawing.
is here. And I said, yeah, I'm aware. I got a couple of investments in that space. And he said,
people are going to be doing self-driving deliveries and pickups. I said, say more. He said,
imagine your Walmart, H.E.B is the big chain of like grocery stores in Texas where I live.
And you have a Tesla coming to pick stuff up, a DoorDash car, an Uber. I'm like, well, they have
all those coming. He's like, yeah, it's chaos already. Now imagine you add
10 different fleets of automated cars.
So they're building the operating system to manage that.
So they sell into a Walmart or to these other places.
You can pull up the website.
And that gives them software to know, hey, these are the parking spots for the automated vehicles.
And Ryan owns a Tesla Model Y.
Ryan, you might send your car to the central market or this whole foods.
that's a distinct possibility.
So instead of ordering from Instacart,
imagine Ryan you ordered from Whole Foods,
and then Whole Foods brought it out to the curb
and put it in the back of your car.
Autonomously, without me being there.
Without you doing it, but it's your car.
Yeah, right.
So now, Sophia, imagine, like,
oh, you get dropped off at work
and then it goes and picks up your Airwan lunch
and your team lunch
and then brings it back to your office
and parks in your parking spot.
how does that whole handoff at Irwan work? Then imagine Erwan or, I don't know, pick a company, Domino's Pizza
decides they want to own the fleet. So Domino's Pizza says, okay, we're going to have five
model-wise or Waymo is selling their technology to Toyota now and Volkswagen has their own
thing. So they buy five Volkswagens and they decide they're going to send these Volkswagen IDs
out to deliver pizza. Well, they still need an operating system to manage all that.
anyway, he's building that operating system and all the handoff, and he's super early,
but what it was amazing is this founder is a fundraising machine, and that's a new criteria for me.
We have 13 criteria for investing, product velocities, one of them, world-class design,
serial founder, and alumni of our programs.
This person has all of those, but he's also a fundraising machine.
So I added that as one of our 14th fundraising machine as a tag for like a
founder we love. Because we have some founders who are great at product velocity and great ideas
and great at recruiting, but for some reason they can't raise money. Infuriating and frustrating because
it's like they have all the other qualities. So anyway, I love that one. And then another one that's
really interesting, this team, I think came out of Google or Uber. I can't remember. And it's
called Doctors. And you may have heard people are doing self-directed healthcare. And where you're
seeing self-directed health care most of all is in travel, elective surgeries. I don't know what they
call those, but elective surgeries and traveling to places where you have the highest rated
providers and the lowest price. Medical tourism? Medical tourism, thank you. So medical tourism
is part of a subset of a bigger theme of self-directed health care, which I think like,
super power, whoop, eatsleep.
That's all like self-directed health care.
This is different.
This is like elective.
So people are going for dentistry to Mexico, stem cells to, you know, Panama, all types of
augmentations and facelifts in South Korea.
So they started with hair transplants and Turkey.
And then their secret that they figured out that nobody else did is this is all happening
on TikTok.
And there was this like fear that people had, is this safe?
Should I do this?
And then there's the people who are, you know, have these centers in Turkey.
And they're trying to convince people it's safe.
And it turns out TikToks help people bridge that gap.
And so that's their first one.
And then the next one I didn't know was in Spain, Portugal, France, freezing your eggs and doing IVF is like $5,000.
And in the United States, it's $30.
$30,000. So now people are going to two harvest cycles for 60 days. And it's like, so I asked them,
like, when people do that, are they doing it because it's that much cheaper? Or are they doing it
because they want to have a two-month vacation in Spain or Portugal or France? And you know,
what they said to me? Yes. It's both. You can spend $5,000, get an Airbnb for $5,000,
have an incredible, relaxing 60 days in France, harvest your stuff.
But you need to have some marketplace between them.
And so they're the marketplace between them.
So there are two that just graduated last week, or this week, actually, from the launch
accelerator.
If you want to come to the launch accelerator, launch.com slash apply.
We've done 34 cohorts.
It's been really fun.
All right.
Well, friends, that brings us to a wrap for today.
And Sophia, thank you so much for coming on.
Where can people find trust fund and where can people find you on the great wide internet?
Trustfund.
dot vc and then i'm sophia am rousseau pretty much everywhere pretty much everywhere instagram is you're
big on instagram ticto yeah i don't spend as much time i don't always cross post but yeah i'm just
focused on instagram i'm an elder millennial yeah elder millennial instagram right yeah i'm a gen x so i'm on
x.com slash twitter yeah uh where are you millennial ryan i i'm on twitter that's where i spend
most of the time, R Hoover.
Yeah, I'm not on TikTok.
I mean, there is a TikTok.
You'll find it if you search, but I'm not going to say it's good content.
And the website is weekend.
Dot fund, I believe.
That's right.
We're at launch.co.
There you go.
With no M.
I'm still trying to get the launch.com, but I'm fine with the launch.
dot co.
Founder.
University, which is our pre-accelerator where we teach people how to start companies,
which will be coming to Saudi.
Press release went out.
I haven't really talked about it too much probably,
but Founding University's second city in the world will be after the United States is going to be in Saudi.
And then I'll probably bring it to two other countries in 2026.
We're announced two countries in 2026.
And I'm at Jason on Instagram and at Jason on the Twitter X.
All right.
Well, we're back on Friday.
Thank you all very much.
We'll see you then.
This has been Twist.
