Series A valuations, M&A in 2024, and M.A.N.G with Jason Shuman and Raja Doddala | E1883

20 Jan 2024 · 1 h 2 min

Ask about this episode

Ask anything about it. ChatGPT or Claude reads this page and answers with the times it was said.

Connect VO and ask about every podcast you hear, including the moments you saved. Add to ChatGPT · Add to Claude

In short

Podcast Notes: This Week in Startups - E1883

Episode Title: Series A valuations, M&A in 2024, and M.A.N.G with Jason Shuman and Raja Doddala

Host: Jason Calacanis Guests: Jason Shuman (Churchill Asset Management), Raja Doddala (Primary Ventures) Date: [Insert Date] Duration: [Insert Duration]

---

Overview This episode of *This Week in Startups* discusses crucial trends in startup valuations as the market heads into 2024, insights on securing great deals amidst competition in venture capital, and the implications of growing M&A activities in the tech industry.

---

Episode Highlights

  1. Startup Valuation Trends (2:00)
  2. Current Valuations:
  3. The median Series A valuation has seen an increase from $38.8 million in Q3 2023 to $45.5 million in Q4 2023, indicating a recovery post-ZERP valuation peak.
  4. Valuation Categories:
  5. Moonshots: High-risk, high-reward startups, particularly in AI.
  6. Predictable Growers: Traditional B2B SaaS companies, valued around 8 to 12x NTM revenue.
  7. Fake Product Market Fit: Companies that may inflate their appeal without solid backing, valued at around 25 to 35x.
  1. Valuation Methodologies (6:39)
  2. Investors should focus on actual revenue and recent performance rather than projected figures to assess the viability of investments.
  3. Founders are urged to demonstrate traction over time rather than relying on optimistic forecasts.
  1. Securing Deals in Competitive Markets (17:46)
  2. VCs are competing for limited high-quality deals, requiring strong connections with founders and value-add beyond capital (e.g., mentorship and strategic guidance).
  3. The trend of new funds entering the space is pushing up prices, complicating investment strategies.
  1. The Rise of M.A.N.G. Companies (23:29)
  2. Companies like Microsoft, Amazon, Nvidia, and Google have significantly increased their venture investments, capturing 8% of the VC market.
  3. These investments are driven more by strategic value rather than traditional ROI metrics.
  1. Round-Tripping Practices in VC (28:26)
  2. Round-Tripping: When one party invests in a company and that company purchases services from them, leading to inflated valuations. This practice raises ethical concerns and can distort financial reporting.
  1. Secondary Investments (36:25)
  2. Recent examples include Lexington Partners raising $22.7 billion for secondary investments, indicating a growing demand for liquidity in the market.
  3. Concerns were raised about the sustainability of secondary market strategies, especially amid economic uncertainty.
  1. M&A Activity in 2024 (57:24)
  2. Increased activity from PE firms suggests a potential uptick in M&A, with companies like DocuSign being prime targets.
  3. Historical trends indicate that capital scarcity often influences M&A dynamics, as companies become attractive when they demonstrate profitability and streamlined operations.

---

Key Insights and Takeaways

  • Valuation Dynamics: Startups must focus on demonstrating actual revenue and market fit to attract investments.
  • Venture Capital Strategy: Establishing strong relationships and providing value to founders can differentiate VCs in a crowded market.
  • M&A Landscape: As companies adjust to profitability post-ZERP, M&A opportunities could arise, particularly for those capable of strong operational performance.

---

Sponsors

  • Paintbrush Loan: Startup financing without equity dilution and traditional requirements.
  • OpenPhone: Business communication app offering discounted rates for TWiST listeners.
  • Lemon.io: A platform to hire vetted remote developers with special offers.

---

Social Media

  • Follow the podcast and guests on [Twitter](https://twitter.com/TWiStartups) and [LinkedIn](https://www.linkedin.com/in/jasoncalacanis/).

Conclusion This episode provides valuable insights into the evolving landscape of startup valuations and venture capital, emphasizing the need for a nuanced approach in navigating these changes. As the market continues to mature, understanding these dynamics will be essential for investors and founders alike.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Hear the part that matters, and keep it.Open this episode in VO. Double tap your headphones to save a moment as you listen.
Get VO free

Transcript

Automatic transcript. May contain errors.

0:00If you're an existing shareholder, you're happy. If you're a new shareholder buying at the new inflated price, you might want to take a second look at that. Totally. I mean, the irony is, by the way, this has happened in many, many other industries, even before this whole AI boom. I mean, go look at Clavio's IPO, like who's on the cap table, Shopify. Go look on the cap tables of a lot of these companies in healthcare, who's on the cap table, different hospital systems. And so it's just being done in a different way here. And now we're hearing about it versus the fact that it's been getting done behind closed doors.

0:32This Week in Startups is brought to you by the Paintbrush Loan is the earliest startup financing on the internet. No pitch deck, no business plan, and no warm intros. Plus, you get to keep your equity. Visit getpaintbrush.com to see if you qualify for a$50 ,000 startup loan in less than two minutes. Open Phone brings your team's business calls, texts, and contacts into one delightful app that works anywhere. Get 20 % off your first six months at openphone.com slash twist. And Lemon.io. Need to speed up your product development without draining your budget? Hire vetted engineers from Europe at Lemon.io.

1:13Go to Lemon.io slash twist to get 15 % off for the first four weeks. Welcome to this week's Liquidity Podcast. With me today, we have a rockstar lineup of guests, including Raja Dadala, the head of VC at Churchill Asset Management, a limited partner with$47 billion under management. Jason Schumann, general partner of Primary Ventures, a venture firm headquartered right here in New York City that is one of the most active investors in the New York City ecosystem. And of course, last but not least, Jason Calacanis, JCal, founder and CEO of Launch, a fund focused on the very early stage of venture.

1:47and of course, the world's greatest moderator, moderating not one, but two of the most popular podcasts in the world, All In Podcasts and This Week in Startups. Gentlemen, welcome to the podcast. Thanks for having me. Thanks for having me. Yeah, thanks for having us. First up, we have startup valuations. What will happen to startup valuations in 2024? Here's a chart by Carta. According to Carta, the median Series A valuation has increased by roughly 17 % from$38.8 million in Q3 2023 to$45.5 million in Q4. For context, peak ZERP valuations for Series A companies in Q1 2022 was$48.2 million. What this means is that Q4 valuations have reached peak ZERP pricing.

2:31Question for Jason Schumann. What Series A multiples are you seeing in the market today and do valuations feel rich to you? I mean, I think at the end of the day, it depends on the company, right? And so I always think about three different buckets of Series A's. There's what I would call the moonshots that are the high flyers. There's the predictable growers, which are your traditional B2B SaaS companies. And then finally, the ones with what I would say is fake product market fit, but they know to sell the story. On the moonshot side, just to give you an idea, seed infrastructure deals, this is being driven by the AI boom.

3:03The median valuation of a seed deal is$39 million. and then the mean is about$56 million. But what we're seeing at the A is about a 2.1x step up there. So you are still getting paid a little bit by paying up at the seed. Meanwhile, like the predictable growth side of things, I would say like B2B SaaS companies are going for like 8 to 12x NTM versus like the less predictable product market fit companies or the fake product market fit companies are more in that like 25 to 35 range where maybe they were up at 50 to 60 in the go-go times. Jason, what are you seeing on your end? So yeah, an NTM next 12 months revenue, I think is what Jason is referring to there.

3:41Candidly, what people are calling a series A today is really like feels more like a series B evaluation and seed feels like the old series A and then pre-seed seeds like the new seed. So every all these names have kind of moved down a bit. But I do like Jason's framing there of, you know, those three different buckets. my guess is that these Carta numbers, and they don't represent the entire world of startups, obviously. I think what we're seeing is these large language models, Series A's, and some of these moonshot Series A's are kind of setting these numbers off a little bit. And then large funds want to put in$10 million,$8 million.

4:20They want to hit 20 % ownership because they're a large fund. So therefore, if founders only want to dilute 15%, 20 % in the round, it's got to be five times the$8 million, five times the$10 million. I'm not sure what the number was there on the average dollar amount. Was it 10 million was the average dollar amount for the Series A? The average dollar amount was$13.9 million in terms of the valuation. We don't have the average dollar amount put in, but I'm just going to pick a number, $8 million, right? In the Series A,$10 million in the Series A. So if they want to buy 20%, it's got to be a$40 million pre,$50 million post, something in that general direction.

4:56And founders are pretty sensitive to this. So, and they're doing more with less. So these numbers, I don't buy them exactly. The seed stage numbers, I do buy them. That does seem on target,$10 million seed rounds,$15 million seed rounds, raising$3 million. And I think that's where the value is. I think these series A's, it's very hard for investors to actually, you know, make money in this. And I think it's going to be really hard for people to make money investing in companies that have no traction, that are commanding a$50 million post. I think this is going to be a bad vintage for those investors.

5:28I think the good vintage is hitting the seed round or the pre-seed round. And Raja, you get to invest. You have the purview of investing in pre-seed, seed, Series A. Where do you see alpha today? Yeah. Just to tack on Jason's point on the Series A valuations, I think there's probably a lot of distortion in this data. There's AI startups and what we're seeing in our portfolio of managers. And we've done an occasional sort of A1 or A plus direct investment ourselves. What we're seeing is the entry criteria certainly has changed. I think companies that we've seen during Series A in our portfolio, solid product market fit.

6:08It's not fake product market fit. And forward revenue multiples, we've seen as low as four. And we've seen as high as 12. involved, but we haven't seen, or at least the managers that we have in our book are not doing, you know, 15, 16 times for revenue. And they, you know, the seed and pre-seed and A and A1 and seed extent, there's just a lot of noise in the data. But I think it's clear that the entry criteria definitely has changed to more realistic, more real. I think that is the key, Raja, is the soberness at which people are evaluating these and looking at the valuations is not in these numbers, I don't believe.

6:50And then even looking at, you know, the forward revenue versus the previous revenue, we're, we're looking at, Hey, what did you make the last three months? And we'll average it. Okay. So you're a SaaS business. You made on average 75 K each of the last three months. Let's have a discussion about the last three months, not your projections for next year. Well, we'll take your projections for next year, but let's look at the average last three months. because it might be spiky. It may have signed a big client, lost a big client. Somebody had layoffs. They cut a bunch of SaaS products. Well, let's look at that average and let's talk about what you're going to do in Q1, Q2, Q3 and have a thoughtful discussion and then what you did in Q3 and Q4 and how that relates and what changes are you making.

7:27And I think that's the sobriety that the market needed as opposed to these just projections. Here's our two-year projection and then it's a competition between new funds with too much capital, you know, trying to win a deal. And what are you winning? You know, in that case, if you're a venture capitalist, you're winning the ability to overpay massively and not make a thoughtful bet. So I think the sobriety is there. And I think VCs are not differentiating themselves at that series A if they don't have that sober discussion. And any entrepreneur who's raising a series A right now is probably having, with the exception of the, it seems like AI people are given an exception and i don't know how long that's going to last because i do think you're going to start to see people expect to see revenue uh and expect to see traction and so i think this ai party is coming to an end this year because you you might see these large language models not uh really compete or not make any money they look like commodities jace i don't you know jay call you know they're turning into more like a cloud you know provider sort of commodity type of maybe two or three oligopoly of two or three services.

8:37And that's why I think it's really hard to see if those valuations will last. That's a great point, by the way, what Raja just made. Just today, as we're taping this, you got Zuckerberg saying, I'm putting out open source models. I want to make an open source AGI. What does that do to people who invested at these massive valuations for these language models? And then you have Falcon going on in the UAE, and that's going to be available all these language models it seems like those bats uh people just invested in a bunch of storage companies yeah and uh does anybody care uh which storage company they use it's definitely great for nvidia picks and shovels are gonna absolutely take that venture money and you know bank the revenue i just don't know about anybody else i do think though if you even take ai out of it there's really two things that are going to prop up prices at the end of the day One is you have a lot of young VCs that have been not doing deals over the last couple of years that are being given checkbooks by multi-stage firms and they're propping up seed prices.

9:37And then, Jacob, you mentioned it, but there are a lot of new funds that raise capital. And there are also a lot of funds that raise a lot more capital. And now all the investors are specialized at those firms. And if you're a specialist at a firm and you want to invest in the asset, you're going to make sure that you're going to pay whatever price you need to to win that deal. And I feel like that is ultimately pushing up things across every sector, even outside of AI. Yeah, it's interesting insight. I think there are sector specific people, they bet their reputations on it, they raise the fund based on it, and now they're going to deploy capital.

10:05But you have to be aware of the game on the field. And these companies eventually are going to be, as they say, the market is a weighing mechanism, like we're going to weigh things. And the weight is determined by revenue and then eventually earnings. so having invested in uber in the early days you know people love the growth they were super excited about it and now dara is being weighed what are the earnings what's the free cash flow how many shares are you buying back every quarter that's the story that wall street eventually gets to and so the disconnect between private markets public markets it's all starting to i think get cleaned up but we still have some cleaning to do it's his east coast personality coming out by the way.

10:48I, you know, I, I invested at calm and Uber at$5 million valuations. Um, and so, you know, I look at thumbtack data stacks, um, Uber, all those initial investments I made, they were at five or$6 million valuations. Now, of course the world's different. It's whatever 14, 15 years later. So maybe they should be at 10 or 15, but even still, I have a hard time believing people are going to be able to make money in their portfolios, investing in companies without product market fit at a$50 million post. I just don't see it happening. You could get lucky, but I don't think it's a great investment strategy if I'm being candid.

11:23Listen, not every business is venture scale. If you're not, you won't be able to raise money from VCs. We all know that. And not everybody has a rich family member to do their friends and family round. So if you want to jumpstart your business with$50 ,000, let me tell you about Painbrush Loans. Painbrush has created a new kind of loan product. They connect idea stage startups with bank capital. So you don't need to give up any equity and there's no pitch deck or revenue required. And the paintbrush loan is available at the idea stage. In fact, you can apply the moment you incorporate your company.

11:56Monthly repayment is a flat, predictable amount, which makes cashflow planning really simple. So here's your call to action. If you're a founder in the US, go to getpaintbrush.com to see if you qualify for a$50 ,000 startup loan in less than minutes. That's get paintbrush.com to see if you qualify in less than two minutes. J. Cal, how price sensitive are you as investor in the early stage? Everything is a competition for dollars is the way I look at it as a fund manager. So you are going to eventually have to make deals, right? You're in the business of investing. You have to deploy the capital as a venture fund manager over some period of reasonable time, three, four years, or you have to give it back.

12:33So if that's the case, you're going to look at your deal flow, and you're going to make the best, most thoughtful decisions. If your deal flow is very high, which mine has gotten to in the second decade, you can make really thoughtful choices. And if somebody wants an extraordinary price, well, if it's an extraordinary team with an extraordinary product and extraordinary traction and product velocity, you can pay up. That's not a problem. But at the early stage, we'll see people who want to come to our accelerator, or want to do, you know, a six to$12 million seed round. And then somebody else will have less traction and they want to do a$30 million round.

13:07So we'll look at that and then we'll have an internal discussion. Should we do three other deals that we have on our plate that are at the $12 million valuation or should we do this$36 million deal? And it's pretty easy to say to yourself, well, three shots on goal as an investor at$12 million each, all things being the same. And then we'll just tell somebody, hey, we want to see you, you know, want to see one more year of traction and let's talk in a year many of those deals i'd say most of them come back david and they have the same valuation or they didn't hit their targets and so in that sense are you in your world are you seeing a seed stage are you seeing so demand vastly outstripped supply at this point demand of per dollars it's a great question you know uh certainly is the case in the late stage uh growth you know cd and e certainly is the case it's hard to tell uh seed stage if you mean the demand for dollars yeah is greater than the supply of dollars yeah yeah i think that's the case yeah people are trying to raise rounds and unable to raise rounds in that case like you know picking the skill of like picking becomes probably more important in this environment right right i am obsessed with making great decisions at the you know when you were on our fourth fund not counting when i it was a scout so arguably it's our fifth fund but the first two funds were 10 and 11 million dollars for us so they were very tiny they were like sort of my part-time fund it was just me making choices based on my internal network but once you have a big network and then you have a big team we have 21 people decision making becomes a critical critical part of this process so you have the deal flow how can you make a really thoughtful decision right and And how do you make those decisions when you're not under time pressure anymore?

14:53That's the other thing that's absolutely fantastic about investing right now is there's no time pressure. You know, if you don't get into a round, company's going to be raising in six months or 12 months. Or if you made them an offer, let's say they were closing quickly and it's six, 12 months from now and you say, oh, wow, you hit some targets. Hey, we'll step you up 20 % of the valuation. Would you take another half million? They'd be like, yeah, founders are realist now. So I think it's a lot healthier in the market that people take the time. I don't know what you're seeing, Jason, in terms of the time for a deal to close, but it seems like it's three months right now, two or three months for deals to close.

15:27It's definitely extended. It's definitely extended. And candidly, we look at that as an opportunity for us. And the reason why is we're concentrated investors. We're writing three to four checks a year per partner. And we go very deep into markets because we agree decision-making is incredibly important. And so ideally, you're getting a deal in and you're moving it through a process because or bring a prepared mind into those meetings and can make a decision in two weeks. And if you can, while also getting the chance to get to know the founder very well, or already have gotten to know the founder very well, then you can ideally win the deal at a very high rate, north of 90 % annually.

16:01But I find that candidly that a lot of investors now, nobody knows what the pace is anymore. Whereas like the go-go times, everyone was like at max speed. And so now it's like all sorts of weird of managing expectations with the founders of how long it will take to actually raise a round. How many meetings? How many meetings, Jason? How many meetings? How many meetings now would you say is your average or median, mean, whatever? Five meetings and I hop on about four sales calls where I introduce the company to a potential customer and I get to listen on those. Nine calls. Wow. That is incredibly thoughtful.

16:39That's great. That's great. Trying to suck up as much time as possible while also helping them grow their business. I love that hack. Tell us more about that one. The hack of being on a sales call with them. Wow. I think at the end of the day, it's pretty funny that you end up meeting a founder, you hear them pitch, and then you call customers, you call potential customers, but you never get to hear them actually do the pitch themselves. And so when you do, you don't actually know what are the questions that are popping up to the new potential customer and how are they reacting? Does it take them two minutes to react and then fall in love with the business and the product?

17:14Or does it take them 20 minutes? And that's a huge, huge difference in terms of finding product market fit. And then if you want to win a deal at seed against some of the best investors in the world, I think you need to show value out of the gates. And that's just one way to do it. That's really easy for us because we've just built this massive customer pipeline across all the different sectors now. Jason, what do you believe is winning in today's markets? You have this relatively stable seed valuations that have gone on over the last couple of years and you have this increase in Series A pricing, what is leading to VCs winning the hottest deals in today's market?

17:49I think it's very, very simple. It's who can build the best connection with a founder and who can end up adding the most amount of value at the end of the day. If you're net-net, the way we look at it, Jake, I think you were saying some really interesting stuff earlier. We're doing 4 deals. We're incubating companies to bring our average entry price down. But then if whether you're doing a deal at 14 or you're doing a deal at 20, it's not that big of a difference for us. We'd rather just make sure we get our ownership there. So during the process, it's showing how we can add value and go to market, strategic finance, and then the people side of things.

18:24And we have 35 operators here at our offices in New York that work with each one of the portfolio companies. It's an expensive operation, but that's how we end up trying to go out there and win deals. Jason, who are you competing these days for deals or ownership? Is it the multi-stage firms going earlier? Is it Super Angels? J. Cal, Circa, 2010? Who are you competing with? Only deals we've lost over the last 18 months have been the multi-stage funds.

18:58Speaking of multi-stage funds, Raja, you alluded to the Series A and beyond. It's a stage that has really turned around. At its lowest, a Series E and beyond had a median valuation of$251 million in Q1 2023, and have since increased to a median 708 valuation in Q4, representing 182 % increase in valuation over the course of just one year. Raja, do you think this is a response to previous overcorrection early 2023? Or do you think public markets are really dragging these valuations higher? You know, it's interesting you say the correction. I don't think it was an overcorrection. I was just looking at this new report that PitchBook and VCA put out, median exit size for IPO.

19:50This is just IPO, and there's data for acquisitions and others. It's like$110 million. That's the median exit. And if you look at that chart, last year, the median Series E was$250 million. And then this quarter, its median is$750. But I'm still trying to find data, but there aren't many$2 billion to$3 billion excess. There just aren't. So it still feels high to me. you know the other thing that I you know trying to figure out is who's doing these series crossovers or not and corporate venture you know ex-Microsoft and in media I put that aside corporate venture is down like 10 year low and so I'm trying to figure out who's doing these rounds and then what is their underwriting time frame and what do they expect in terms of multiples?

20:58I can't imagine a series E investor not expecting at least 4X or at least underwrite for 4 to 5X in a three to five year hold. And that's about a 22 % IRR. I have to believe that that's challenging for a typical outcome if you're doing it at 750. I don't know what you got other, J. Cal and Jason, how you guys feel about that. It's an important segue. um i think because if you look a lot of those late stage rounds were in fact he alluded to it being done i think maybe david you could key up the story that bill girley has been talking about of this massive investment because these numbers in the abstract are very confusing as you can see here two gps and lps because they don't match the game on the field so what's with the distortion here perhaps uh this uh blog post and bill girley tweet about uh the the invidias of the world and the Microsofts of the world, doing all this investing for credits, et cetera, might be part of the challenge and the numbers.

22:01Are you still using your personal number for business? Well, stop. Such a common mistake that founders make, but you never have to make that mistake again because of OpenPhone. OpenPhone has rethought every single detail of what a modern business phone should look like. OpenPhone makes it super easy to get a business phone number, not only for you, but for your entire team. And here's the magic. It works through a gorgeous app that works on your phone and your desktop. I can tell you open phone is amazing because all of our sales team and ops teams use it every day. Why? I don't want people using their personal number.

22:35Then they leave the company and they're still getting phone calls from our customers, clients, and partners. No, I want all of that to be professional. And open phone is the number one rated business phone on G2 for customer satisfaction because it's so professional and easy to use. Here's a feature I love. You can create a shared phone number with multiple employees fielding calls and texts from that number. So we want to reply to our founders, to our partners really quickly. And we don't want to miss a call. We don't want to miss a text. And that's why we use OpenPhone. And it's already affordable starting at just$13 per user per month.

23:06But Twist listeners get an extra 20 % off for the first six months at openphone.com slash twist. If you got existing numbers and you're paying through the nose for some insane service, you can port those right over to OpenPhone. at no extra cost. So here again is the offer go to openphone.com slash twist and get this all organized get the 20 % off as well openphone.com slash TWIST. Two of your besties J Cal, Bill Gurley and Brad Gerstner's ultimate are involved here. Apparently there's a new VC in town and his name is Meng, Microsoft, Amazon, Nvidia and Google highlighted VC investments from Microsoft, Amazon, NVIDIA, and Google have ballooned from only 1 % in 2022 to 8 % of the entire VC market in 2023.

23:54So an 8x increase. If you look at rounds individually, there's been massive rounds like OpenAIs,$10 billion a round led by Microsoft, and Anthropics,$4 billion a round led by Amazon, which have had ripple effects. Question for the group, what do you think about this new VC, mang entering the space it's the definition of strategic right they're coming in here for strategic reasons um it doesn't have to do with return on investment microsoft amazon and nvidia are not looking at these investments the way lps and gps are looking at that they don't not care about the multiple on invested capital they care about being disrupted by a startup that comes in and you know yeah you know eats their cheese so they're looking for option value here it's really nvidia volume wise and and and microsoft and it's really option value but that should be completely this in distorting the averages but it's a very temporary you know hopefully it's a temporary friend pretty amazing that i mean i absolutely love it when you think about venture investing it's like how do you create asymmetric upside uh and these guys can create a lot of asymmetric upside and be king makers and at the same time we're undergoing one of the biggest revolutions are the biggest revolution in my professional career.

25:07And they don't really know who the winner is going to be. So why don't we just deploy a lot of capital and do a lot of partnerships with companies and see where it goes and index it all. Now it's like a much different scale in terms of check size and credits and so on and so forth. But it's additive to their business and they'll be able to catch the returns from the space. We do a little bit of direct investing alongside our GPs. if there is a company that's in the vicinity of big strategic investor going in, I stay out. I don't know how to make sense of it. I don't know how to underwrite it. I don't know how to think about the valuation.

25:42I just don't know how to even look at it. So I just stay out. This is one of the problems with strategics investing, I think, is because they're investing because of the optionality and to protect their core business. The distortion is so great that whoever the angel investors, the seed investors, the series A investors, series B investors, all of those people, the co-investing LPs, perhaps, they now are left with this monstrosity, this Franken startup that if it goes public, well, now it's competing against Microsoft. If it goes public, now maybe it's competing against the people who gave it strategic money.

26:19And then maybe they don't want it pursuing certain opportunities and going into certain markets. And this is why strategic capital is so dangerous for founders it's incredible to get it it the high valuations are alluring that the dollar sizes here are extraordinary but then what happens when you have somebody on your board you know like amazon and the the founding team says you know what here's an interesting idea i have something that's disruptive of aws what are they going to do now you've got you know this serious conflict of interest and that's eventually what happens and then you're the early stage investor, valuation's gone sky high.

26:56How does this thing go public? How does it have an exit? And you've seen this before with strategics where it can get really challenging and difficult, especially with these big companies. So I think it's going to end in tears in many cases. The good news is, I think to Jason's point, right, you were talking about how extraordinary it is to be alive at this time. It's kind of interesting that Microsoft is doing interesting things with these cash hoards. They're just putting massive amounts of cash to work, which is kind of inspiring in a way that they're taking advantage of this opportunity. I was going to ask you guys, if you guys are shareholders of Meng, are you happy about this, that they're doing this?

27:33I was looking at it from that perspective, and I'm like, that sounds good to me. Of course. Who cares? I think if I'm a shareholder of Microsoft, I'm happy. I don't know that NVIDIA just seems... I just don't know how to think about that company and the future prospects with everybody doing their own silicon. I just don't know how to. But if I'm Microsoft, I think Satya and the team there, I think they're just really just I would be happy if I'm Microsoft's shareholder. The interesting part about this that Bill Gurley was bringing up, which I think we should talk about as well, is how much of this is round tripping?

Read the full transcript

28:07And I'll define round tripping in a minute. um how much is round tripping of either credits for azure in microsoft case microsoft's case or buying silicon from nvidia so nvidia puts in you know whatever hundreds of millions of dollars and then the company is an interesting core weave is an interesting case there yeah yeah so explain it i think it's like this is really worth and round tripping for people who don't understand is when one person invests money and then the other person buys services from them so the money is round-tripping the SEC and other Department of Justice. They've taken action against companies in the past for doing this because it can look like you're propping up, painting the tape, et cetera.

28:49No, no. So CoreWeave, I think, you know, they buy processors from NVIDIA and then they resell them. And they're a reseller of CoreWeave services and then they're an equity investor. So where are they counting the sales? Are they counting, you know, for NVIDIA? Are they accounting for Coral Weave and how are they valuing their investment? I tried to make sense of it, I couldn't. So even to explain it, I couldn't. So it's a really strange, strange case. This is ultimately just old school financial engineering. You give somebody 40 million, they buy 20 million worth of chips. And if you're trading at a multiple on your stock, whether it's a 7x or 10x, you get to capture all that upside while also having the asymmetric equity investment in that company if that company ends up actually becoming like an open AI and ending up being...

29:42The minimum equity value is double counted. Yeah. See, your core weaves valuation and then NVIDIA's public valuation, it's double counting going on and definitely an evaluation. I don't know enough to say the sales are double counted, but I'm reasonably certain the valuation is double counted in two companies. So I think to your point, Jason, if you're an existing shareholder, you're happy. If you're a new shareholder buying at the new inflated price, you might want to take a second look at that. Totally. I mean, the irony is, by the way, this has happened in many, many other industries, even before this whole AI boom.

30:16I mean, go look at Clavio's IPO, like who's on the cap table, Shopify, you know, go look on the cap tables of a lot of these companies in healthcare, who's on the cap table, different hospital systems. And so it's just being done in a different way here. And now we're hearing about it versus the fact that it's been getting done behind closed doors. We have an expression in the industry, no conflict, no interest. And so, yeah, it's conflicted. So that makes it super interesting. You just can't get too cute or else regulators get involved. And they're like, hey, can you explain this to me? And I remember early in my career, an attorney was speaking at a conference I was at.

30:54and he just said the appearance of impropriety is impropriety as far as he was concerned and so you once it looks inappropriate it is inappropriate that was his you know uh message to folks this looks inappropriate in some cases therefore it is inappropriate it would be much cleaner if the investing was done by professional investors and then people made independent decisions of what they would do with that those dollars as opposed to the round tripping and you can just type in aol round tripping time one around tripping aol did this in the 90s sales teams would sell a startup on taking a 50 million dollar investment from aol that company would then buy 30 or 40 maybe maybe even 60 million dollars worth of advertising over the next seven years to be the default portal page for music for women for whatever vertical topic editorially you know they were involved in and uh there was a massive fine and i think some people even went to jail for a short period of time for doing this kind of stuff so when your name is on that insertion order and you've done the round tripping thing and then you get a commission on it man this stuff can get really really gnarly really quick because you also have people with equity compensation so you're the CEO of company a that made the investment and your equity went up to Jason's point, your equity just went up.

32:19And then Roger was like, Hey, well, wait, equity in both companies went up. And then the management team gets equity bonuses for hitting revenue targets. And this was a contributor to the revenue target. So let's say the entire management team, if they hit 1 billion in sales, gets this incredible bonus. And then this investment with the round trip got you over the hurdle, really messy. And so people got to keep an eye on this one. But it's definitely sort of the AI enclave. I think as you talked about, J. Cal and other podcasts, there's just lots of weird stuff going on in the AI enclave. Because people don't know where the value is going to reside, I think, in some cases.

32:56And there's so much value that's obviously going to be created. So if a lot of value is going to be created and people don't know, it's splashy cashy, I think, right now. Right now, startups have to do more with much less. It's rough out there, folks. We all know that. It's been a tough 2023, 2024. It's going to be a grind as well. So if you need great tech talent, but you don't have the time to interview dozens of candidates, you need to check out Lemon.io. Lemon.io has thousands of on-demand developers to choose from. And these devs are vetted, experienced, result-oriented, and they charge competitive rates.

33:27Great developers can be incredibly hard to find. We all know that. And when you do find them, it can be hard to integrate them into your team. Lemon.io handles all of that for you. startups choose lemon.io because they only offer handpicked developers with three or more years of experience and strong portfolios in fact only one percent of candidates who apply get in and if something ever goes wrong lemon.io will get you a replacement asap and a bunch of my launch founders have worked with lemon.io and had great experiences so you should go to lemon.io slash twist and find your perfect developer or tech team in 48 hours or less and twist listeners get 15 off their first four weeks.

34:06Stop burning money. Hire developers smarter. Visit lemon.io slash twist. David, you asked the question, where do I see alpha? I don't know that we know. This is sort of a six to 12 year alpha. We won't see until eight to 12 years. But I'll tell you where our dollars are currently. 60 % of our LP dollars are currently in series A through D. But in terms of actual number of positions, it's the opposite. 60 % are in pre-seed and seed, sort of smaller funds. So that's kind of how our portfolio looks like currently. There's a rush right now to get to seed and pre-seed. I think the seed is kind of series A.

34:49And so series A has always been the coveted spot. You got just enough traction to know it's just past the product market fit phase, but not where the valuation is It's obvious to everybody. It's like this very sweet spot. We used to call it Series A and Benchmark used to do it. Now it's really seed and Benchmark. I think it's still the early stage, right? That was the early stage. And then in terms of, you know, being to J. Cal's point, like sobriety is back to Series A. At least, you know, some of the firms, not all of them. But, you know, which makes it, David, if I have to pick one entry point, that's probably So on a risk-adjusted basis, the alpha is probably Series A.

35:33You have a much larger portfolio at the pre-seed and seed and a much more concentrated Series A. Are they fundamentally different asset classes to an LP? I think they are. Because seed and pre-seed, there's a 5 % to 8 % premium that's available. As an LP, historically, that's been true. So as an LP, it's tempting to put more dollars there, especially in the period that we're in, where sobriety is back, better process, to Jason's point, more meetings. But that's a really fraught area for LPs, especially large institutions, because you have to see, we've seen 250 firms last year, and we made, what, 12, 215 bets.

36:17That's a really hard thing to do. Lots of institutions just don't have the patience or the time or the resources to do it. So speaking of asset classes that may or may not have alpha, let's talk about secondaries. Lexington Partners has raised a new massive secondaries fund. The fund Lexington Capital Partners 10, which initially had a fundraising target of$15 billion, raised a whopping$22.7 billion, significantly up from their 2020 vintage of$14 billion. It's reported that already 40 % of the capital has been deployed across 50 deals. Other firms are also following suit. Pine Grove Capital Partners, which is a joint venture between Brookfield and Sequoia, as well as Stepstone, are also raising multi-billion dollar secondary funds.

37:04Based on a recent SEC filing, it's reported that Stepstone has already raised$1.25 billion. Raja, I know you've seen a lot of opportunities in the secondary space. What are you seeing today? I've looked at secondary funds, a lot of them, and I've turned them all down, David. The reason is, you know, a lot of them, most of them, not all of them, but most of them, the strategy is basically price arbitrage. It's not that interesting to me, that part of, you know, if it's the secondaries, it's a way to sort of, you love the company, it's a way to get in the door and then increase ownership. And there are some that do that.

37:42And we're an LP and a fund that does that. But if your secondary strategy is strictly, you know, you think there's this massive arbitrage in price, I'm a little skeptical that that will work and it warrants tens of billions of dollars of capital. I can't believe that there are that many quality distressed assets. I just can't. You know, I just, you know, I've tried to understand it. I've asked them to explain it to me and they're not able to convince me. I had one or two people who know our book of business from, you know, our first funds, you know, kind of knock on the door. Hey, can we talk about doing, I think they called it a strip.

38:20And they, you know, hey, we'll look at your two funds as the GP, we'll get you some liquidity. So as but one example, our first fund, I think is like 4.9 or 5x on paper, we've distributed 1.x. And they're like, hey, we can get you to that 3x, that would look really good to GPs in this kind of market. I'm sorry, to LPs in this kind of market. can we can we get a little strip there and we know there are some cool assets in there whatever they've done the math and so you know it i did look at it i didn't go very deep because i looked at and said well you know this is a small fund these are me and my friends money i have faith in the names yes the market came apart for two years and we you know post serp and covet everything went crazy but we could hold on we could just communicate to our lps yes we think things are undervalued.

39:04I had somebody email me just last night, hey, can you tell me about these three names? And I was like, I'm on the board of this company. I'm in touch with these two founders. We still believe in these names. Yes, their peak valuation in two out of three cases is definitely lower, but we have insight into those companies and we think they're great. So why would we give that opportunity to somebody else and go through the point of a transaction? We'd rather just hold - I'll pick up on that. I think we get occasional calls from our GPs, hey, we have this opportunity to sort of bank some win. It's like a three to four to five X.

39:39When that's a minority, they're selling 10 to 20 % of the position, not like 80 % of the position at 40 % discount. I think that's a valid... Creating liquidity is kind of what makes the system sort of the flywheel turned. So if you have the opportunity to create a 3X outcome for the fund by selling 20%. But that's not a distressed sort of sale. That's more of an opportunistic way to create DPI, which is, I think, valid to do. And we've sold a couple where we're sitting on a 7x net and it's a nice four to five year hold. And my capital provider likes cash, especially with liquidity being delayed in the market.

40:24But we're not selling under duress. is sort of a more of an offensive thing. Jake, I took the words out of my mouth because I think that there was a lot of funds that started to get raised in the 2015 to 2017 era that now are sitting on a lot of big marks and they need to come back to market, right? And if you're a secondary fund and you're looking at all these funds and you try to find the funds that have the most diversification, for instance, like our first fund here, primary, I think it'll be about eight unicorns out of 24 companies. If you're going to go do a strip sale, that's the type of fund that you want to go do it at.

40:59Because you know that there's going to be some companies that don't pan out. There'll be some companies that do pan out. And it's easier for you as an LP to underwrite if you're going to buy that out. Versus I think it's very, very scary when you're looking at some of these funds that are... I mean, you look at the average seed stage fund, what? 8 % of their deals become north of 10x type returns. And hopefully that's going to pay for everything. But all of a sudden, you see companies like Convoy and a number of others that go out of business just like that overnight, and all of your turns are gone.

41:31So I do think that managing liquidity is an incredibly important thing that some firms don't well. It's an active activity. It's not a passive activity. So I think every GPD should be trying to create liquidity. Jason Schumann, how has Primary managed liquidity? What's your operating principle? I mean, anytime that we're constantly thinking about it, and we will sell shares of companies, when it starts to get to the point where it's obviously a fund returner, for instance, we have a couple of positions that were north of that first one was$60 million. So we took off, call it 10 % to 20%. We left the remaining 80 % riding.

42:09That got us a half a turn of the fund or a full turn of the fund. And then you still have all the upside in the world. But whenever I talk to LPs, by the way, they say one of the most impressive things about Union Square is Fred Wilson's ability to get out of positions as much as it is to get into positions. Because if you look at the best venture funds in any vintage year, the top 5 % is never much further north than 6x. So if you're at a 6x, maybe you should start considering selling out at that point. Yeah, I think it's really wise. um and you know fred and and jerry colonna when they were running union square ventures back in the day or sorry flat iron partners the precursor union square they had a bunch of investments like geo cities and a couple of other ones that um did collapse and i think they got scarred early on by some of those and then you look at like a firm like benchmark i think does a good job as well when you look at we work which funds made money on we work like that thing went down in a blaze of glory as we all know and they seem to have sold their position you know at a couple of billion dollars and it always looks smart so just at launch when we get these offers we sell 10 20 on the way out maybe once or twice and you know then you have the 80 in play and on a personal basis i've told you this david before like i sold some of my shares back to uber at 32 a share years before they went public i sold a bunch to masa i think at 40 or so i don't remember what his secondary was for our shares.

43:37And then I held the rest. And here we are today. It hit a all-new record of 65. There's not a signaling risk. If you're a small fund and you're not, the lead Series B investor selling half would be a signaling risk. But a seed investor selling 20 % is not a signaling risk. I think this is why also, Roger, you tell me if I'm right, LPs are interested in seed funds because they do have this chance to hit the early liquidity. Whereas if you're a later stage fund or a series a fund well you already paid 200 million now the company's worth 600 like it doesn't to jason's point give you that full turn of the funds to three to five x in a smaller fund you know definitely yeah i always find it funny though especially you know when i first got an adventure and you know being in new york you hear this like west coast mentality of rider winners i think jay it's in your in your guys intro right let your winners ride and like you know you you go through one down market, by the way, that completely changes.

44:32Or you talk to one hedge fund manager in New York City, and that also completely changes because managing risk is just super important. And too many VCs are good at picking companies, but they're not good at getting out of them. Yeah. Let your winners ride with a caveat of, yeah, sell 20, 30 % on the way up. If you think about if people who were in Facebook or Google, I have a lot of friends who early facebook early google many of them liquidated their entire positions you know and if you liquidated your google or your facebook or your tesla at very early positions man that smarts that smarts for a while that stings right and i'm always a fan of yeah maybe 50 keep 50 and sell 50 you said that you're never selling your uber shares you know i i don't think i'm ever going to sell the the ones i have remaining because i believe it's a trillion dollar company I believe in network effects.

45:28I believe in the management. I believe in the profitability of it. It's a verb right now. And so I feel it's kind of like destined to be like Amazon or Apple or some of those companies. And, you know, if it's going to be the next Amazon or Apple, I'm going to be alive for hopefully 30 or 40 more years. Like, what's the point of selling what I have left? I could just ride it forever. And that's worked okay. I mean, it is a little stomach. I will say, you know, when it hit$15,$16 a share, man, my stomach was like, you know, Because that was, at a certain point, the majority of my net worth, I did diversify some of it.

46:01But that's a gut check. What was that for you, JCal? 4 ,000x? Is that the correct multiple? I mean, depending on where you tip it, if you tip it today, it'd be more than 5 ,000x, right? So I always tell my LPs the same thing. My returns are only going down from here. The chances of me hitting another 5 ,000x are low. So, but, you know, I did change my strategy to try to own 10 % of the winners rather than 10 basis points. You know, so if you, you know, adjust your approach. Your math is different. Your portfolio math is different now. We're your stage of your life. Yes. Yeah. And right now, like I'm trying to, my strategy is have enough surface area per fund, which is 300 of the accelerator type companies to have 20 of those become unicorns or something really meaningful, hundreds of millions of dollars, and then be able to plow half the funds dollars into the top 10 names right so they're spraying prey as a portfolio strategy then there's concentrated and trying to do both of those things in the same fund is very hard for people to understand um and that's the thing i'm trying to do you know and we'll see as a strategy if i'm successful we'll know in the next couple of years you almost have an entire portfolio that an lp would have if you look at raj's portfolio you have how many 20 funds with 30 managers about 30 manage.

47:19So you're not investing as a single fund, you're investing as a portfolio. Tell me about how that changes your calculus. So our approach to the portfolio is we sort of like, I think earlier you alluded to, I never thought about it that way, but it's true. We think about seed and pre-seed in sort of a separate asset class. And then A through two. So my focus is pre-seed through D, and that's as late as we will go. We sort of have this barbell strategy where A through D is these five, six core, reputable multi-stage firms out of the, I don't know, 20 or 25, let's say, the ones that kept their fund sizes somewhat manageable, somewhat exercised price discipline over the last six, seven years.

48:11Generalists where they have diversified sector exposure, that's one part of the barbell. And the other part is sort of pre-seed and seed. And the way we think about that is these are a lot of small 25 to$85 million funds where they have some specific network or expertise or value that they're able to get into these syndicates and then have good graduation rates. And then layer an additional capital on top of that sort of an inflection point series B, you know, late A or B or C at, you know, lower hold periods and better economics. That's kind of how we think about our portfolio. And J. Cal, you alluded a little bit to your portfolio construction.

48:58You have 300 at the early stage. How do you pick which companies to follow on? Yeah, this is something I've hard fought and learned over 10 years, I think. And also just talking to LPs, because this is really the fourth fund is the first time I've met with a lot of LPs. I think people are GPs or softies, right? We love founders. We want to be supportive. And it's very hard to communicate with your portfolio and say, we don't do bridge rounds. We don't do, uh, you know, uh, we, we don't expand our position, you know, except in these circumstances. And in my early years as an investor, I too was a softie, right?

49:38And I, I would give token investments. I want to support the rounds signaling. So, you know, we have a portfolio company. They've worked really hard, but they don't have escape velocity yet, right? It's not a hockey stick. But we're going to put an extra 50K in. We want to be supportive of the founder. We want to put an extra 100K in, right? And you know what? That next 100K could have been another accelerator company. It could be actually a new bet. So this bet has proven it's going sideways, and we didn't make a new bet. Was that the most capital-efficient thing to do? Obviously not, or probably not.

50:09Was it the kind thing to do? Did it make you feel good as a GP? Yes. And so we've told our founders, we have two follow-on bets we do. One is in likely winners, one is in definitive winners. And I just came up with a framework for my team, because I have to train a team of people now, right, with this many investments. I'll start with definitive winners. A definitive winner, in our definition, there's a notable lead investor doing this round. Sequoia, benchmark, go right down the line. So there's a notable lead pricing the round. And the revenue has grown 3x year over year. So just if you just take those two things, how often do you see that in your portfolio, Jason Schumann?

50:49How often do you see we got benchmark leading the next round and it's tripling revenue over year? It's not often, right? It's a unique event when those two things are occurring. So that's definitive. We all know, and maybe that's 5 % of the time, if you're lucky for a seed fund. that those kind of scenarios happen. And then we have likely winners. And likely winners, we're seeing two or three X year over year revenue. And we're seeing a lead. Maybe it's not the top tier lead that we would want. And then we say, try to say no to everything else. And we've now communicated to our founders. We are a seed fund.

51:22Our agreement with our LPs is we do not do bridge rounds. We do price rounds. And so, and that's the truth. That's what I pitched LPs. Because now these serious LPs who we have are saying to us, what is your follow-on strategy? So I had to clearly define it and I just clearly defined it. We're not doing bridge rounds. We're not doing these internal rounds unless it's like 5X revenue, right? Like if there's something crazy going on, but that's like, if you're growing revenue five times year over year, shouldn't Benchmark or Sequoia or somebody be coming in? Yeah. So, you know, that's the kind of, I think, discipline you have to have.

51:59And I think it comes from having a couple of funds under your belt and having to face the scrutiny of lps who say tell me about this investment tell me about that investment oh you followed on with this one it was struggling why did you do that oh because i like the founder oh the founder got to me first the founder told me a good story i'm founder friendly you know what you have a portfolio strategy and i've told my internal team it's a competition for those dollars and the competition is amongst the top six or 7 % of the portfolio. So there's 300 names in the portfolio and the top 20 get to compete for those dollars.

52:34So, you know, more than nine out of 10 do not qualify for the top 7 % by definition. So it gets a little bit easier as you get older and you just have to communicate it to the two customers, LPs and founders. They just, I think if you tell it to them straight early on, everybody's in alignment. I don't know what Jason Schumann, I don't know how many years you've been doing this now. So tell us how many years and what's your philosophy? Nine years at this point. I mean, I'll tell you a couple of things. So one, I've had this exact same conversation with Josh Koppelman first round and Jesse over at IA.

53:08And our three funds all looked back at the historical data and all of our funds. And basically what we found was that if you survey all your partners in the middle of a fund, and you take the top third, the second third, and the bottom third, the top third is definitely where you want to concentrate your capital, by the way. Everybody knows that because if you look at funds, and I've looked at the fund and portfolio breakdown of funds that have returned over 10x before with one of our LPs, and 91 % of the value came from 14 % of the investments. However, 23.9 % of their capital went into those 14 % of investments.

53:44So concentrating capital is a great strategy. However, what we also saw, all three of our funds, there's always one or two fund returners that comes from that bottom third or that messy middle that you never would have anticipated. And you look at a company like Alloy and they're in our portfolio and Lightspeed did a big round. That company basically had zero revenue. We wrote three checks while it had zero revenue. And all of a sudden it was up and to the right. And so I think what you really need to do is you need to either A, have the trust of your LPs, but B, you need to have a lot of conviction if you're going to be writing checks in those bottom two thirds.

54:20Otherwise, you should be putting all your money into your winners. How do you find that conviction? What are the non-tripling revenue, non-metric ways that you did it, Jason? Candidly, your job is very different, I think, than my job at the end of the day. I'm literally talking to our founders almost every day because I only work with 3 or 4 new ones a year. And we have different people at our firm who work inside those companies one day a week. And so we're using asymmetric information to make those calls. And so if you're a founder, and you're moving super fast and you're learning really quickly and you're iterating and finding product market fit where it feels like there's signs of that, great.

54:58We'll give you capital because we think you'll finally hit it. But if you're not learning super fast and we give you some advice and you're not taking it or you're not going out and getting great advice, then unfortunately, there's probably other things that you shouldn't be doing. I love that answer. In those cases where you have this asymmetric information because you're spending a lot of time with the team, are you doing a conviction-based bridge round or are you bringing in outside funding to go along with your dollars? I'll give you a great example. So our LPAC gave us approval to lead later stage rounds now in our portfolio companies when we had conviction and the outside world didn't.

55:41And so this actually happened recently, 3 separate times. In every time that this has happened, we gave a company a term sheet for an$8 to$12 million check from us, which as a seed fund is really big, but our opportunity funds 150 million. And that round became oversubscribed by 30, 40, 50 % afterwards. And it was just because I think we're in this weird time right now in the world, where sometimes, especially with the later stage companies, they just are having trouble figuring out where's pricing and people don't want to get fired because the market's still figuring itself out. But at Seed, the answer at the end of the day is we usually are the ones who are stepping up, pricing it, increasing exposure.

56:25Because why... If you're going to write a check, write a check. And then go out and try to bring in some other folks as well. And you mentioned the three, the third, upper third, middle third, and bottom third. Is that from a revenue standpoint? Or is that qualitatively... Have you had companies in the quote unquote, bottom third, the ones that you have the least conviction in really be a fund returner? We have had, yes. We've had fund returners come out of the bottom third. What are the lessons learned from that? What did you guys miss? What did we miss? The market usually catches up. So one thing I fundamentally believe in is that you can put a great founder in a bad market, the market will keep its reputation, the founder won't.

57:04And oftentimes, we have been right on the idea, but wrong about the timing. And sometimes the timing catches up. And then all of a sudden, that's when you start to see things take off. The world catches up to the founder's vision in some way. And I think that's super profound. Yeah. Speaking about the world catching up, M &A activity is finally starting to pick up. It's reported that PE firms Bain Capital and Hellman and Friedman are in competition to acquire DocuSign, may even end up partnering together on the deal. After the news broke, DocuSign shares were up 5.3%. According to a BA of A analyst, the company could potentially see a buyout of up to$95 a share based on comparables.

57:51Is it now time for the M &A market to start to heat up? What has been present when M &A has heated up historically? Generally, capital scarcity and money sitting on the sidelines. That's definitely true. There's a lot of money sitting there, especially we're seeing in some funds that we're in where they're now getting inbound from PE firms, sort of growth equity, you know, tech growth equity firms. And they have a lot of, you know, dry powder, and people can't sit on the sidelines forever. The IPOs is what I'm watching. I think we saw today, there's rumors, Reddit is quietly filing and go out in March, Stripe, obviously, ByteDance, Plaid, there's just a ton of backlog inventory.

58:34And these private equity firms, I don't call them bottom feeding, but they're looking for a really good deal. I mean, they're the most value conscious. And so if they want to buy Zendesk or DocuSign or whatever, they want to buy it, reorganize it on a Google spreadsheet in Excel and make it super profitable and then flip it for max return, right? So if they're active and they're seeing opportunities, that means maybe there is some market opportunity. And this does dovetail with the layoffs and being more fit, as Brad Gerstner says. As companies get more fit and founders accept financial discipline and throwing off profits, the companies become more attractive.

59:13Companies that are losing money are not attractive in M &A, except in very rare instances where they have some strategic value. When they become money printing machines, like Uber, like Airbnb, having talked to the Airbnb founders, when they started becoming profitable and the cashflow started, man, did they get treated completely differently by Wall Street. And so I think that's going to change everything. As founders work through these really difficult times and the companies become profitable and the balance sheets look really good, which takes founders a couple of years coming out of Zerp to clean it up.

59:49That's when I think everybody gets a little greedy. Jason, is the bid and ask spread, is that coming down a bit? Great question. That's been the problem last fall. I don't know if that's changing or not. Yeah. I mean, Instacart took the medicine, right? So they bit the bullet. They went out at seven or eight billion or something. And now people are saying, wow, it's such an attractive valuation that Uber could buy it with no problem. They could buy it for like$30 or$40 a share, I read. They could buy it for a much higher price than it's currently trading at. And it would make sense in terms of the arbitrage between Uber's valuation and theirs and how Uber might be able to do it.

1:00:24When people start having those moments of greed, right? uh like a healthy greed that's when i think that shows the market has turned a corner and i think feels like 2024 could be the year that that happens i'm super excited to see exits happen so that lps can feel like this business is viable again i think some lps are like is venture viable is and i'm like are we really having that discussion is venture capital viable not at the Zerp lunacy. It wasn't viable. But what we do every day, sticking to our knitting, yeah, of course, it's incredible. On the 10X side, we do quite a bit in the public markets.

1:01:02And one of the consensus views is that if Instacart had actually gone really well last year, there would be a flurry of IPOs. There's certainly a lot of pent-up demand behind Instacart. It's one of the largest IPO pipelines, I think, over the last several decades. So I think a lot of the success will actually depend on a Reddit IPO and whether IPO investors are able to make money. The only people that made money on the Instacart IPOs were the ones that bought it on the IPO day and sold it at the end of the day. And that's not healthy for the IPO market. So I think... People made fun of Uber and Airbnb for years over the same exact issue.

1:01:38And then all of a sudden, it turns a corner. So... I just keep thinking about incentives at the end of the day. And if you're a founder, get profitable, open up the market to a PE acquisition. Because if you're not profitable, it just trims out a massive chunk of the market for you. And on the public market side of things, look, I think going back to your comment about VC, there's going to have to be some companies that go public that are going to be below their last round price, because we all need liquidity in order to keep this engine rolling. Well, this has been an exciting episode. We covered quite a lot on liquidity from Jason Schumann at Primary Partners, Raja Dadala at Churchill Asset Management, of course, JCal, the world's greatest moderator.

1:02:18This is David Weisberg from 10X Capital signing off.

From the publisher

This Week in Startups is brought to you by…

The Paintbrush Loan is the earliest startup financing on the internet. No pitch deck, no business plan, no minimum time in business, and no warm intros. Plus, you get to keep your equity. Visit http://www.getpaintbrush.com  to see if you qualify for a $50K startup loan in less than 2 minutes.

OpenPhone. Create business phone numbers for you and your team that work through an app on your smartphone or desktop. TWiST listeners can get an extra 20% off any plan for your first 6 months at https://www.openphone.com/twist

Lemon.io - Hire pre-vetted remote developers, get 15% off your first 4 weeks of developer time at https://www.Lemon.io/twist

*

Today’s show:

David Weisburd hosts Jason Shuman, Raja Doddala, and Jason Calacanis to dive into 2024 startup valuation trends (2:00), insights on how VCs can secure great deals in a competitive market (17:46), a detailed look at secondary deals (36:25), and more!

*

Timestamps:

(0:00) David Weisburd hosts Jason Shuman, Raja Doddala Jason Calacanis to dive into the world of VCs, LPs and GPs.

(2:00) A look at the encouraging trends in startup valuations as we head into 2024.

(6:39) Delving into the intricacies of current valuation methods and key aspects investors should be cautious about.

(11:22) Paintbrush - Visit http://www.getpaintbrush.com to see if you qualify for a $50K startup loan in less than 2 minutes

(13:42) Examining the balance of demand and supply in the seed funding stage of new startups.

(17:46) Insights on how venture capitalists can secure the most sought-after deals in today's competitive market.

(22:00) OpenPhone - Get 20% off your first six months at https://www.openphone.com/twist

(23:29) Discussion about M.A.N.G., a rising player in the venture capital scene.(28:26) Exploring the unique and often controversial practice of round-tripping in the venture capital industry.

(33:03) Lemon.io - Get 15% off your first 4 weeks of developer time at https://www.Lemon.io/twist

(36:25) A detailed look at Lexington's successful raising of $22.7 million in secondary investments.

(57:24) Observing the recent increase in mergers and acquisitions activity within the industry.

*

Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp

*

Check out Churchill Asset Management here: https://www.churchillam.com/

Check out Primary Ventures here: https://www.primary.vc/

Check out David’s other podcast here: https://www.youtube.com/channel/UCncFI0XEvTu7k4er6BgVN9g

*

Thanks to our partners:

(11:22) Paintbrush - Visit http://www.getpaintbrush.com to see if you qualify for a $50K startup loan in less than 2 minutes

(22:00) OpenPhone - Get 20% off your first six months at https://www.openphone.com/twist

(33:03) Lemon.io - Get 15% off your first 4 weeks of developer time at https://www.Lemon.io/twist

*

Follow at:

X:

https://twitter.com/JasonrShuman

https://twitter.com/rdoddala

https://twitter.com/DWeisburd

https://twitter.com/Jason

*

LinkedIn:

https://www.linkedin.com/in/dweisburd

https://www.linkedin.com/in/jasoncalacanis

https://www.linkedin.com/in/rajadoddala

https://www.linkedin.com/in/jasonshuman/

*

Great 2023 interviews: Steve Huffman, Brian Chesky, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland

*

Check out Jason’s suite of newsletters: https://substack.com/@calacanis

*

Follow TWiST:

Substack: https://twistartups.substack.com

Twitter: https://twitter.com/TWiStartups

YouTube: https://www.youtube.com/thisweekin

*

Subscribe to the Founder University Podcast: https://www.founder.university/podcast

More from This Week in Startups

All 653 episodes
Series A valuations, M&A in 2024, and M.A.N.G with Jason Shuman and Raja DoddalaThis Week in Startups · 1 h 2 min
Listen in VO