E405: Why AI Has Made Venture Capital Harder (Not Easier)

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How I Invest with David Weisburd 1h 19m 2 speakers 6 chapters transcribed 2 months ago
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How has AI changed the venture capital landscape and made picking winners harder?

David Weisburd 0:00
AI has made it easier than ever to start a company, but according to today's guests, that might be making venture capital harder, not easier. Michael Gilroy is the co-founder of Marathon Management Partners, which has $400 million across software and fintech. Michael, your view is that AI has changed venture capital fundamentally. What has AI changed exactly?
Michael Gilroy 0:20
AI is very exciting. Everything we're looking at today is AI related or AI adjacent in some capacity. We like to take a macro lens on everything that we do. A few things are happening on the company building side. One, we have more infrastructure than ever before. You kind of look at the last 10 years, what did it take to start a company, right? And there's all this tooling now across general infrastructure. We go back to even the Twilio era of messaging. And then today in AI, you can stand up a company really overnight. The second component to starting a company are IPO potential style founders. So we have Google, Facebook, Amazon, and then the new crop of large businesses, OpenAI, Anthropic, et cetera, et cetera, spitting off this talent at a record pace.
Michael Gilroy 1:06
And so what does this mean for seed and pre-seed investors? We have, instead of two to three companies in every trend, we have 20. And so this makes picking early extraordinarily difficult, but also a lot more exciting, particularly when we're seeing companies go public in the north of a trillion dollar market cap range. Barriers to entry are essentially gone. Gone, completely gone. You have an idea, you can spin up the product overnight. We have a joke internally, especially when we're talking to IPs, and we're talking about this exact phenomena. If even in this room, if the four of us in this room had an idea right now, we can be outselling it in probably a week from now. That's both exciting, and then as an investor, it requires a different level and focus on diligence.
David Weisburd 1:48
And also, at least today, the capitals are also abundant.
Michael Gilroy 1:52
Capital is extraordinarily abundant. And so you go back and you look at the last huge technology shift in 1999, there was a lot less capital, much harder to start a company. And then today we have both of those things.
David Weisburd 2:04
So the four of us sitting in the studio, we could start a company over the weekend and then by Wednesday have a term sheet.
Michael Gilroy 2:09
One of these platforms out there managing $100 billion will definitely give us a term sheet or two.
David Weisburd 2:15
You've also said that companies today could go from zero to $10 million in revenue and then back to zero. Is that somehow related?
Michael Gilroy 2:23
It's absolutely related. And what I would say is the buying behavior has changed dramatically here, right? Let's take security, for example. We're actually just announcing a big security series A today. And you go and you talk to the buyers. For many of these companies, as we were looking at this trend for the last 12 to 18 months, you would go and actually get on the phone with the buyer and they're buying it out of fear, right? And so it's FOMO driven buying the same way we have this as investors. People do not want to be left behind. So what does that mean for revenue quality? Revenue quality is much, much lower if somebody is buying it out of fear instead of out of need. And so it's up to us as the investor to spend the adequate time to go in and say, hey, is this a product that is going to be sticky within the organization for years and years from now?
Michael Gilroy 3:07
Or in six months, are we going to see this hit the cohorts in a really negative way because they just wanted to go out and test and see it? And they actually bought all 20 solutions in whatever subsector it was.
David Weisburd 3:16
How do you know as an investor whether a company is purchasing software in order to test it versus actually are very interested in it?
Michael Gilroy 3:24
Good old-fashioned hard work and back channels. Historically, I would go out and look at a trend, particularly in software, and say, hey, Mrs. CEO, can you introduce us to your three largest customers? And then I'm going to go and do two or three more back channels. today it's hey we need to talk to five of these front door and then we're gonna just pound our networks and get 15 plus customer calls on the back channel and say hey

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