Best of LinkedIn: Venture Capital CW 43/ 44

Show notes

We curate most relevant posts about Venture Capital on LinkedIn and regularly share key takeaways.

This edition provides a comprehensive overview of the current state of venture capital and startup fundraising, focusing heavily on AI's dominance in investment across global markets like Europe and the US, and the associated high valuations. Several sources examine VC fund mechanics and strategy, debating the merits of concentrated "conviction investing" versus diversified "spray and pray" portfolios, and highlighting the pressure on VCs to deploy capital from aging funds. A significant theme is founder preparedness and success, with advice ranging from the utility of AI pitch simulation to the importance of demonstrating "founder-market fit," strong financial command, and avoiding arrogance during pitches. Finally, the content addresses LP expectations and market dynamics, noting the shift toward sustainable business models, the complexity of fund formation for new GPs, and the critical need for due diligence to avoid fraud. This podcast was created via Google Notebook LM.

Show transcript

00:00:00: provided by Thomas Allgaier and Frennus, based on the most relevant LinkedIn posts about venture capital in CW, forty three and forty four.

00:00:08: Frennus specializes in BDB market research for venture capital teams, providing landscape screenings and startup segmentations with a strong focus on the tech space.

00:00:17: Welcome to the deep dive.

00:00:18: Our focus today is really synthesizing the most crucial insights and top venture capital trends we saw circulating on LinkedIn during calendar weeks, forty three and forty

00:00:28: four.

00:00:28: Yeah.

00:00:28: And we're aiming this squarely at professionals like you across MNA, private equity, VC and consulting.

00:00:34: The mission is simple.

00:00:36: Cut through the noise, deliver the key signals.

00:00:38: We want to unpack what's driving this while massive urgency and capital deployment right now.

00:00:42: Exactly.

00:00:43: and why AI is still, you know, the dominant theme, plus how LPs and founders are navigating this frankly pretty pressurized environment.

00:00:50: Okay, so let's dive into that core conflict first, the tension around the capital clock and LP dynamics.

00:00:54: The starting point is just the sheer scale of dry powder.

00:00:57: Right.

00:00:57: VCs are sitting on a staggering five hundred and eighty billion dollars that needs to find a home.

00:01:02: That number is just huge.

00:01:04: And it's not sitting comfortably, is it?

00:01:06: Kevin Jiang pointed out something crucial.

00:01:09: Those funds raised back in say, twenty nineteen to twenty twenty one, they're now hitting that critical five to seven year window.

00:01:17: He calls it the deploy or die territory.

00:01:20: Yeah, bluntly put, but accurate.

00:01:22: If you can't get that capital committed, you risk having to return it.

00:01:25: Which is death for raising your next fund, basically.

00:01:28: Absolutely.

00:01:29: And that pressure cooker environment directly informs the rigor we're seeing from LPs now.

00:01:35: Tumas El and he put in really well.

00:01:36: How so?

00:01:37: He said LPs aren't giving capital to VCs for safety.

00:01:40: They're not looking for stability here.

00:01:42: They demand asymmetric, really outsized returns.

00:01:44: Okay.

00:01:45: So if a fund is underwriting an early stage deal, the minimum expectation, the floor, is now a three X net return.

00:01:52: Wait, three X net minimum.

00:01:54: That's significant.

00:01:55: How does that actually change the investment strategy on the ground?

00:01:58: Doesn't that force VCs to chase only the absolute moon shots?

00:02:01: It

00:02:02: absolutely does.

00:02:02: It just reinforces that VCs fundamentally about hitting home runs, not singles or doubles.

00:02:08: If your fund isn't structured to capture those massive outliers, you're just not going to meet that LP mandate.

00:02:13: It means maybe passing on deals that look merely safe or incrementally profitable.

00:02:17: OK, and speaking of rigor.

00:02:19: There was that crucial point from Arshad Chowdhury about safeguards.

00:02:23: It reflects this kind of high stakes, maybe slightly wary environment.

00:02:28: What was that?

00:02:29: LPs are demanding direct unfiltered conversations with the general partners.

00:02:34: really validating the strategy, but also screening for any potential fraud signals.

00:02:39: Yeah, exactly.

00:02:40: And even the smallest detail can apparently trigger deep skepticism now.

00:02:45: Chattery mentioned LPs getting highly suspicious about any changes to recipient bank account details for wire transfers.

00:02:51: Ah, interesting.

00:02:52: Like, even if there's a legitimate reason.

00:02:54: Apparently so.

00:02:55: The due diligence is just tightening up everywhere, making sure the money flows exactly where the GP says it will.

00:03:00: Okay.

00:03:01: But despite all that, regular capital is flowing.

00:03:03: particularly in certain places, right?

00:03:06: Europe seemed to lead in October.

00:03:08: That's right.

00:03:08: Europe saw about ten billion dollars raised in October.

00:03:11: And interestingly, the lion's share of that went into the very earliest stages, pre-seed and seed.

00:03:16: Okay.

00:03:16: So still appetite for early risk.

00:03:18: Definitely.

00:03:18: And we saw some major fund closes that confirmed that institutional confidence is still there for, you know, specific proven teams.

00:03:26: Sequoia closed an early stage vehicle at seven hundred and fifty million dollars.

00:03:30: Wow.

00:03:31: Box Group raised five hundred and fifty million dollars across two funds.

00:03:35: And Lifeline Ventures, the Finnish firm, they secured.

00:03:38: So the money's concentrated, it's selective, but it's definitely ready to move for the right managers.

00:03:43: Right.

00:03:44: Okay, let's shift gears a bit then.

00:03:46: Moving from the flow of capital to the structure of the VC firms themselves.

00:03:50: This is especially relevant for aspiring managers launching their first funds.

00:03:54: Ritalolico's outlined some critical pieces often overlooked.

00:03:58: Yeah, she really emphasized things beyond just sourcing deals and doing diligence.

00:04:02: You absolutely must define your LP base clearly.

00:04:05: And ensure... Total strategic alignment.

00:04:08: So if you're building, say, a specialized FinTech fund, every angel deal you've done, every blog post you write, your entire pipeline has to scream FinTech.

00:04:18: So LPs, look at you and think, OK, they are the obvious choice for this niche.

00:04:22: Precisely.

00:04:23: It's about focus.

00:04:24: And that structural part, setting up the fund, that's actually getting cheaper, which I found fascinating.

00:04:30: Lollicos noted the cost has dropped dramatically.

00:04:32: Yeah, from maybe fifty thousand to one hundred and fifty thousand dollars previously, down to only about five thousand dollars today to get the basic infrastructure up.

00:04:40: Which

00:04:40: sounds great, but...

00:04:41: But it's a double-edged sword, right?

00:04:43: Easier entry means way more competition for that limited LP capital.

00:04:47: And that makes the next hurdle she mentioned attribution even more critical.

00:04:50: Ah, attribution rights.

00:04:52: This seems to blindside so many new GPs coming out of established firms.

00:04:56: Can you unpack why that's such a big deal?

00:04:57: It's

00:04:58: basically a legal and, well, financial roadblock.

00:05:01: You can't legally claim your track record or reference those successful deals from your previous firm when you're talking to LPs.

00:05:07: Well,

00:05:07: you can't even mention them.

00:05:08: Not unless you specifically negotiated attribution rights when you joined that firm or, more likely, when you left.

00:05:14: That track record, it belongs to the firm, not the individual VC, legally speaking.

00:05:20: So without those rights, you're essentially starting from zero in terms of provable institutional history.

00:05:26: You have to rely solely on maybe your proprietary deal flow, your angel investments, your network.

00:05:31: That really highlights the power dynamic within those big firms.

00:05:34: Okay, so this kind of sets the stage for that persistent debate, spray and pray versus conviction investing.

00:05:40: Ruben Dominguez, Ibar and Peter Walker actually brought data to this.

00:05:44: Right, using simulations.

00:05:46: Comparing a high volume diversified approach, lots of small checks versus a concentrated one, fewer bigger bets.

00:05:52: And what do the simulations show?

00:05:54: Well, the data suggested diversification generally wins out.

00:05:57: The portfolio with, say, a hundred startups getting four hundred thousand dollars each consistently outperformed the one with twenty startups getting two million dollars

00:06:05: each.

00:06:05: In terms of returns.

00:06:06: Yeah, higher average and median fund multiples.

00:06:09: The diversified approach showed a two point six X mean multiple versus two point one X for the concentrated one in their simulation.

00:06:16: And crucially, what about downside protection?

00:06:18: Capital preservation.

00:06:20: significantly better with diversification.

00:06:23: The simulated diversified fund had like a ninety-nine point seven percent chance of returning at least one X capital.

00:06:29: So the data points towards diversification being the safer, more reliable path for most

00:06:33: funds.

00:06:34: Okay, so the numbers lean towards spreading bets.

00:06:36: They do.

00:06:37: As they put it, venture isn't a picking game, it's a portfolio game.

00:06:40: Concentration, according to the data, only really pays off if you happen to be in that elite top five percent of all funds.

00:06:47: Which raises that fascinating question about VC ego, doesn't it?

00:06:50: Dan G called it the illusion of skill.

00:06:52: If the math favors diversification for ninety-five percent of funds, why do so many VCs still push the narrative of concentrated high-conviction bets?

00:07:00: That's the million-dollar question, isn't it?

00:07:02: Is it truly about optimizing LP returns or is it more about building a personal narrative of being the genius outlier picker?

00:07:09: Hmm,

00:07:09: yeah.

00:07:10: seems like a potential misalignment.

00:07:13: It's almost like self-sabotage for the average GP if they follow that concentrated path without being truly exceptional.

00:07:19: And Corey Epstein offered a maybe more philosophical take on why so many funds fail.

00:07:24: He suggested it's because many VCs lack deep, genuine industry expertise.

00:07:29: So they invest in what they know.

00:07:31: or think they know.

00:07:32: Exactly.

00:07:33: They gravitate towards founders who kind of mirror their own blind spots, confirming their existing level of understanding.

00:07:39: And that leads them to pass on the truly complex, maybe contrarian ideas they just don't get.

00:07:44: Okay, interesting.

00:07:45: Let's pivot then to the founders themselves.

00:07:47: Theme three, guidance in pitching discipline.

00:07:50: The big shift seems to be resilience over just pure polish.

00:07:54: Raymond Kim emphasized founder market fit being paramount now.

00:07:57: Absolutely.

00:07:58: VCs are scrutinizing the jockey much more than just the horse.

00:08:01: They're looking for those intrinsic qualities, grit, you know, genuine resilience.

00:08:05: A unique, maybe non-consensus insight into the market, deeply held beliefs, and critically a real unfair advantage.

00:08:14: Why are you and your team uniquely capable of weathering the storm and winning?

00:08:18: And that resilience, that insight, It has to stand up under some pretty intense scrutiny during the pitch, right?

00:08:24: Haram Chodari shared a fascinating story about using an AI investor simulation tool.

00:08:29: Yeah, that was interesting.

00:08:30: Tell me more.

00:08:31: So this founder used a tool that basically simulated different investor types, Angel, VC, corporate, and adapted its questions accordingly.

00:08:39: Wow.

00:08:39: Oh, OK.

00:08:40: And what happened?

00:08:41: It provided immediate, almost brutal clarity.

00:08:44: The simulated angel investor is zeroed in on some questionable market research, the VC simulation.

00:08:49: It drilled right into the unit economics and instantly flagged that the cash-y LTV ratio was, well, broken.

00:08:55: They'd lose money as they scaled.

00:08:57: Ouch.

00:08:57: The classic scaling problem.

00:08:59: And the corporate investor, Sam, asked the most practical thing.

00:09:01: How does this shiny new thing actually integrate with existing messy enterprise workflows?

00:09:06: The killer question for B to B.

00:09:08: Exactly.

00:09:09: And the founder apparently didn't have a good answer.

00:09:11: The tool generated like, twelve pages of red flags.

00:09:14: It just shows how specialized and deep the diligence is getting.

00:09:17: And that ties perfectly into the three key red flags that Richard Stroup highlighted, citing Juan Carlos Pacheco.

00:09:24: The immediate fundraise killers.

00:09:26: Which are?

00:09:26: One, arrogance.

00:09:28: Yeah.

00:09:28: Kills the partnership potential instantly.

00:09:31: Two, weak command of the numbers.

00:09:34: Signals operational chaos.

00:09:36: Three, saying you have no competition.

00:09:38: OK, arrogance, weak numbers, those make sense.

00:09:41: OK.

00:09:41: Arrogance, poisons.

00:09:42: Well, weak numbers mean you don't know your business.

00:09:45: But why is saying no competition such a huge red flag?

00:09:48: Isn't that good?

00:09:49: It's actually a sign of market naivety.

00:09:51: If a founder genuinely thinks there's zero competition, it usually means one of two things.

00:09:56: Either they haven't researched the market deeply enough, or they're defining their market way too narrowly.

00:10:01: Often, competition is actually proof that a market exists and that customers are willing to pay.

00:10:05: It's validation, not just a threat.

00:10:07: Ah, OK, that makes sense.

00:10:09: So switching slightly, let's talk access, getting in the door.

00:10:12: Patrick Casey shared some hard numbers confirming what we probably all suspect.

00:10:16: Warm intros still rule.

00:10:18: Massively.

00:10:19: Response rates jump to sixty percent plus with a warm introduction compared to maybe one percent to five percent for cold emails.

00:10:26: The network is still absolutely dominating the top of the funnel.

00:10:30: But that reliance on warm intros, it inherently brings up the flip side.

00:10:35: the pedigree bias that Shreme Ha called out.

00:10:38: Right, he shared that anecdote.

00:10:39: Yeah, the viral story about the founder who got ignored then created a fake profile IIT in Stanford credentials and boom!

00:10:46: Suddenly, top VCs who'd ignored his actual idea were falling over themselves to talk to the fake profile.

00:10:51: Oof,

00:10:52: that story is depressing.

00:10:54: but really instructive about initial screening.

00:10:56: It absolutely signals that bias is still deeply embedded, right?

00:10:59: Whether it's automated filters or just human pattern matching.

00:11:02: While VCs should counter this, respond to every credible outreach regardless of source, the reality is that bias toward perceived elite backgrounds still exists, especially at that first gate.

00:11:12: Okay, let's move to our final theme then.

00:11:15: Market focus and the enduring AI thesis.

00:11:18: No surprises here, AI is still running the show largely.

00:11:21: Evelina Deneva and Agatha Theory confirmed its dominance in Europe.

00:11:25: Yeah, over thirty-five percent of recent European funding rounds were AI related, and Sun Choy really captured the prevailing Silicon Valley view on why.

00:11:35: He called AI a multi-leveraged structure.

00:11:38: Stress that the real motes aren't just clever algorithms anymore, it's about massive infrastructure, huge data scale, and Frankly, deep pockets.

00:11:47: That dynamic makes it incredibly tough for smaller players to build truly defensible AI platforms.

00:11:52: That makes sense for pure play AI.

00:11:55: But we're also seeing a really interesting strategic rotation of capital, which feels even more significant, maybe.

00:12:00: Russell Sean Langodoc highlighted that huge Apollo eight VC partnership.

00:12:04: Ah, yeah, deploying billions into industrial infrastructure, real assets, buildings, logistics.

00:12:08: Exactly.

00:12:08: And the argument there, as Langodoc put it, is that AI becomes the competitive moat in these non tech businesses.

00:12:14: Right.

00:12:14: Not by being the product itself, but by optimizing legacy processes.

00:12:19: Procurement find thirty percent plus savings there through AI.

00:12:22: That's massive, immediate EBIT gain in previously unsexy industry.

00:12:27: And that's

00:12:28: where the real leverage shifts, potentially.

00:12:30: Okay, but let's temper all this enthusiasm with the harsh reality of founder outcomes.

00:12:35: Valuations have been high, right?

00:12:37: Chris Topman shared CARTA data.

00:12:38: Yeah.

00:12:39: high benchmarks, seed median around nineteen million dollars, Series A seventy-fifth percentile nudging a hundred million dollars on paper, especially for anything AI related.

00:12:48: But paper value isn't cash in the bank for founders.

00:12:51: Exactly.

00:12:51: And that's where the grim financial math kicks in.

00:12:54: Ruedos Santos shared that sobering anecdote.

00:12:57: The

00:12:57: one billion dollar exit.

00:12:58: That one.

00:12:59: Founder sells the company for a billion dollars, a huge success by any measure.

00:13:03: Yet the founder personally walked away with less than ten million dollars.

00:13:06: Less

00:13:07: than one percent of the sale price.

00:13:08: How How does that even happen?

00:13:10: Layers and layers of dilution for multiple funding rounds coupled with powerful liquidation preferences held by later siege investors.

00:13:16: Ah,

00:13:16: the preferences.

00:13:17: If VCs have, say, two X or three X liquidation preferences, they get two or three times their investment back before the founder and often all the common shareholders see a single penny.

00:13:28: In anything other than a truly spectacular exit, those preferences can just wipe out the founder's equity entirely.

00:13:35: So a high valuation today can mean a high risk of zero pay out tomorrow if things don't go perfectly.

00:13:40: Precisely.

00:13:41: It's a crucial lesson in cap table management and understanding deal terms.

00:13:45: Okay, one last quick tactical tip for founders.

00:13:47: From Harry Stebbings.

00:13:49: He advised seed stage founders.

00:13:51: What

00:13:51: was it?

00:13:51: Avoid bringing co-founders to those very first VC pitch calls.

00:13:56: Keep that initial meeting strictly one point one.

00:13:59: Focus on building that personal relationship first.

00:14:01: Interesting.

00:14:02: Makes sense.

00:14:02: Keep it focused early on.

00:14:04: Alright, so maybe a final provocative thought for you, our listeners, to chew on.

00:14:08: Lay it on us.

00:14:09: Given the statistical data we discussed, showing diversification generally outperforms concentration for, you know, the vast majority of funds.

00:14:16: Is the prevailing VC ego that illusion of skill Dan G mentioned?

00:14:21: Is it truly optimized for maximizing LP returns and overall fun success?

00:14:25: Or does it maybe prioritize creating a personal narrative, the story of being that elite outlier spotting genius?

00:14:31: Something to think about.

00:14:33: If you enjoy this deep dive, new episodes drop every two weeks.

00:14:36: Also, check out our other editions on private equity, M&A, and strategy and consulting.

00:14:40: Thank you for joining us as we unpack the VC landscape of calendar weeks forty-three and forty-four.

00:14:45: Hit that subscribe button so you don't miss our next analysis.

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