Jul 22, 2019 · 35m · 20vc

20VC: IA Ventures' Jesse Beyroutey on Game Theory and How It Impacts Investor Mindset, How To Avoid "The Pressure To Deploy" Today In Venture & Why Ownership Is The Single Most Important Parameter When Investing

Jesse Beyroutey · 22m spoken Harry Stebbings · 11m spoken
0:00 / 0:00

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In this episode of The 20 Minute VC, host Harry Stebbings interviews Jesse Beyroutey, Partner at IA Ventures, to discuss applying game theory to early-stage investing, maintaining deployment discipline, and establishing deep founder partnerships.

How this conversation actually went

Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Harry holds 33.9% of the talking time here. How this is scored →

Harry as informed peer 3.3 Guest teaching 2.8 Guest disagreement 1.0 Harry pushing back 1.6
05100:0010:0020:0030:003:03–5:22 · Harry as informed peer 1/10 Jesse Beyroutey's Entry into Venture Capital Harry introduces Jesse Beyroutey and asks standard background questions about his pathway into VC and love for early-stage investing. The tone is entirely friendly and welcoming.5:22–9:31 · Harry as informed peer 4/10 Applying Market Game Theory to Venture Capital Harry asks Jesse to define market game theory and introduces a counter-thesis from a previous guest claiming big tech incumbents render startup defensibility naive. Jesse politely acknowledges this default while reframing how startups attack via niche flanks.9:32–12:10 · Harry as informed peer 5/10 Evaluating Market Size, Dominance, and Expansion Harry offers his own investment thesis that VCs can buy into small markets assuming strong founders will expand into adjacencies. Jesse directly rejects this framing, arguing that compounding probabilities make backing adjacent expansion a flaw.12:10–16:46 · Harry as informed peer 3/10 Capital Moats and the Pitfalls of Abundant Funding Harry asks about capital moats like SoftBank and how to pass on founders constructively. Jesse educates on how abundant capital often creates lazy thinking and improper strategic expansion rather than true moats.16:46–21:22 · Harry as informed peer 3/10 Avoiding Deployment Pressure & Internal Decision Dynamics Harry contrasts IA's model with another GP who noted immense pressure to deploy capital. Jesse explains IA's structural setup that insulates them from external deployment pressure.21:22–24:31 · Harry as informed peer 4/10 Ownership Strategy, Follow-On Allocation, and Pricing Discipline Harry asserts his view that ownership is set at the first check. Jesse agrees on seed ownership importance while expanding on follow-on allocation discipline and options valuation.24:31–27:17 · Harry as informed peer 2/10 Founder Engagement & Content Consumption Ratios Harry invites Jesse to elaborate on his writing vs reading ratio philosophy in founder-VC dynamics. Jesse explains his high-touch approach to annotating board materials.27:17–32:58 · Harry as informed peer 4/10 Managing Information Overload & Disconnecting from News Cycles In the quickfire section, Jesse calls missing Plaid a big miss, but Harry pushes back arguing it was pitched as a completely different product and shouldn't count as a true miss.3:03–5:22 · Guest teaching 1/10 Jesse Beyroutey's Entry into Venture Capital Harry introduces Jesse Beyroutey and asks standard background questions about his pathway into VC and love for early-stage investing. The tone is entirely friendly and welcoming.5:22–9:31 · Guest teaching 3/10 Applying Market Game Theory to Venture Capital Harry asks Jesse to define market game theory and introduces a counter-thesis from a previous guest claiming big tech incumbents render startup defensibility naive. Jesse politely acknowledges this default while reframing how startups attack via niche flanks.9:32–12:10 · Guest teaching 5/10 Evaluating Market Size, Dominance, and Expansion Harry offers his own investment thesis that VCs can buy into small markets assuming strong founders will expand into adjacencies. Jesse directly rejects this framing, arguing that compounding probabilities make backing adjacent expansion a flaw.12:10–16:46 · Guest teaching 4/10 Capital Moats and the Pitfalls of Abundant Funding Harry asks about capital moats like SoftBank and how to pass on founders constructively. Jesse educates on how abundant capital often creates lazy thinking and improper strategic expansion rather than true moats.16:46–21:22 · Guest teaching 2/10 Avoiding Deployment Pressure & Internal Decision Dynamics Harry contrasts IA's model with another GP who noted immense pressure to deploy capital. Jesse explains IA's structural setup that insulates them from external deployment pressure.21:22–24:31 · Guest teaching 2/10 Ownership Strategy, Follow-On Allocation, and Pricing Discipline Harry asserts his view that ownership is set at the first check. Jesse agrees on seed ownership importance while expanding on follow-on allocation discipline and options valuation.24:31–27:17 · Guest teaching 2/10 Founder Engagement & Content Consumption Ratios Harry invites Jesse to elaborate on his writing vs reading ratio philosophy in founder-VC dynamics. Jesse explains his high-touch approach to annotating board materials.27:17–32:58 · Guest teaching 3/10 Managing Information Overload & Disconnecting from News Cycles In the quickfire section, Jesse calls missing Plaid a big miss, but Harry pushes back arguing it was pitched as a completely different product and shouldn't count as a true miss.3:03–5:22 · Guest disagreement 0/10 Jesse Beyroutey's Entry into Venture Capital Harry introduces Jesse Beyroutey and asks standard background questions about his pathway into VC and love for early-stage investing. The tone is entirely friendly and welcoming.5:22–9:31 · Guest disagreement 1/10 Applying Market Game Theory to Venture Capital Harry asks Jesse to define market game theory and introduces a counter-thesis from a previous guest claiming big tech incumbents render startup defensibility naive. Jesse politely acknowledges this default while reframing how startups attack via niche flanks.9:32–12:10 · Guest disagreement 3/10 Evaluating Market Size, Dominance, and Expansion Harry offers his own investment thesis that VCs can buy into small markets assuming strong founders will expand into adjacencies. Jesse directly rejects this framing, arguing that compounding probabilities make backing adjacent expansion a flaw.12:10–16:46 · Guest disagreement 1/10 Capital Moats and the Pitfalls of Abundant Funding Harry asks about capital moats like SoftBank and how to pass on founders constructively. Jesse educates on how abundant capital often creates lazy thinking and improper strategic expansion rather than true moats.16:46–21:22 · Guest disagreement 1/10 Avoiding Deployment Pressure & Internal Decision Dynamics Harry contrasts IA's model with another GP who noted immense pressure to deploy capital. Jesse explains IA's structural setup that insulates them from external deployment pressure.21:22–24:31 · Guest disagreement 0/10 Ownership Strategy, Follow-On Allocation, and Pricing Discipline Harry asserts his view that ownership is set at the first check. Jesse agrees on seed ownership importance while expanding on follow-on allocation discipline and options valuation.24:31–27:17 · Guest disagreement 0/10 Founder Engagement & Content Consumption Ratios Harry invites Jesse to elaborate on his writing vs reading ratio philosophy in founder-VC dynamics. Jesse explains his high-touch approach to annotating board materials.27:17–32:58 · Guest disagreement 2/10 Managing Information Overload & Disconnecting from News Cycles In the quickfire section, Jesse calls missing Plaid a big miss, but Harry pushes back arguing it was pitched as a completely different product and shouldn't count as a true miss.3:03–5:22 · Harry pushing back 0/10 Jesse Beyroutey's Entry into Venture Capital Harry introduces Jesse Beyroutey and asks standard background questions about his pathway into VC and love for early-stage investing. The tone is entirely friendly and welcoming.5:22–9:31 · Harry pushing back 3/10 Applying Market Game Theory to Venture Capital Harry asks Jesse to define market game theory and introduces a counter-thesis from a previous guest claiming big tech incumbents render startup defensibility naive. Jesse politely acknowledges this default while reframing how startups attack via niche flanks.9:32–12:10 · Harry pushing back 3/10 Evaluating Market Size, Dominance, and Expansion Harry offers his own investment thesis that VCs can buy into small markets assuming strong founders will expand into adjacencies. Jesse directly rejects this framing, arguing that compounding probabilities make backing adjacent expansion a flaw.12:10–16:46 · Harry pushing back 1/10 Capital Moats and the Pitfalls of Abundant Funding Harry asks about capital moats like SoftBank and how to pass on founders constructively. Jesse educates on how abundant capital often creates lazy thinking and improper strategic expansion rather than true moats.16:46–21:22 · Harry pushing back 2/10 Avoiding Deployment Pressure & Internal Decision Dynamics Harry contrasts IA's model with another GP who noted immense pressure to deploy capital. Jesse explains IA's structural setup that insulates them from external deployment pressure.21:22–24:31 · Harry pushing back 1/10 Ownership Strategy, Follow-On Allocation, and Pricing Discipline Harry asserts his view that ownership is set at the first check. Jesse agrees on seed ownership importance while expanding on follow-on allocation discipline and options valuation.24:31–27:17 · Harry pushing back 0/10 Founder Engagement & Content Consumption Ratios Harry invites Jesse to elaborate on his writing vs reading ratio philosophy in founder-VC dynamics. Jesse explains his high-touch approach to annotating board materials.27:17–32:58 · Harry pushing back 3/10 Managing Information Overload & Disconnecting from News Cycles In the quickfire section, Jesse calls missing Plaid a big miss, but Harry pushes back arguing it was pitched as a completely different product and shouldn't count as a true miss.

speaking balance: gold is Harry, purple is the guest (3 minute bins)

0:00 · Harry 100% · guest 0%0:00 · Harry 100% · guest 0%3:00 · Harry 35.2% · guest 64.8%3:00 · Harry 35.2% · guest 64.8%6:00 · Harry 22.7% · guest 77.3%6:00 · Harry 22.7% · guest 77.3%9:00 · Harry 22.9% · guest 77.1%9:00 · Harry 22.9% · guest 77.1%12:00 · Harry 20.9% · guest 79.1%12:00 · Harry 20.9% · guest 79.1%15:00 · Harry 16.7% · guest 83.3%15:00 · Harry 16.7% · guest 83.3%18:00 · Harry 10.9% · guest 89.1%18:00 · Harry 10.9% · guest 89.1%21:00 · Harry 18.6% · guest 81.4%21:00 · Harry 18.6% · guest 81.4%24:00 · Harry 19.3% · guest 80.7%24:00 · Harry 19.3% · guest 80.7%27:00 · Harry 30.3% · guest 69.7%27:00 · Harry 30.3% · guest 69.7%30:00 · Harry 21.2% · guest 78.8%30:00 · Harry 21.2% · guest 78.8%33:00 · Harry 95.8% · guest 4.2%33:00 · Harry 95.8% · guest 4.2%
Sharpest disagreement ▶ 10:12 Jesse rejects Harry's market expansion thesis

Jesse directly rejects Harry's stated thesis of investing in small markets on the assumption that founders will pivot into adjacencies, calling it bad probability compounding.

Hardest push from Harry ▶ 30:34 Harry refuses Jesse's definition of a miss on Plaid

Harry explicitly challenges Jesse's framing of Plaid as a miss, arguing that because the initial pitch was a totally different consumer app, it cannot be deemed a real venture miss.

Biggest teaching moment ▶ 12:50 Jesse explains how capital moats cause lazy strategy

Jesse breaks down how access to cheap mega-capital often leads to lazy thinking and improper vertical integration rather than inherent competitive moats.

Harry holds his own ▶ 8:28 Harry uses prior guest's thesis to challenge game theory limits

Harry brings up a counter-argument citing Apple, Google, and Amazon to question whether startup defensibility and game theory framing are actually realistic.

the scores for every segment, with the reasoning behind each
ChapterTopicHarry as informed peerGuest teachingGuest disagreementHarry pushing backWhy
Jesse Beyroutey's Entry into Venture Capital 1100 Harry introduces Jesse Beyroutey and asks standard background questions about his pathway into VC and love for early-stage investing. The tone is entirely friendly and welcoming.
Applying Market Game Theory to Venture Capital 4313 Harry asks Jesse to define market game theory and introduces a counter-thesis from a previous guest claiming big tech incumbents render startup defensibility naive. Jesse politely acknowledges this default while reframing how startups attack via niche flanks.
Evaluating Market Size, Dominance, and Expansion 5533 Harry offers his own investment thesis that VCs can buy into small markets assuming strong founders will expand into adjacencies. Jesse directly rejects this framing, arguing that compounding probabilities make backing adjacent expansion a flaw.
Capital Moats and the Pitfalls of Abundant Funding 3411 Harry asks about capital moats like SoftBank and how to pass on founders constructively. Jesse educates on how abundant capital often creates lazy thinking and improper strategic expansion rather than true moats.
Avoiding Deployment Pressure & Internal Decision Dynamics 3212 Harry contrasts IA's model with another GP who noted immense pressure to deploy capital. Jesse explains IA's structural setup that insulates them from external deployment pressure.
Ownership Strategy, Follow-On Allocation, and Pricing Discipline 4201 Harry asserts his view that ownership is set at the first check. Jesse agrees on seed ownership importance while expanding on follow-on allocation discipline and options valuation.
Founder Engagement & Content Consumption Ratios 2200 Harry invites Jesse to elaborate on his writing vs reading ratio philosophy in founder-VC dynamics. Jesse explains his high-touch approach to annotating board materials.
Managing Information Overload & Disconnecting from News Cycles 4323 In the quickfire section, Jesse calls missing Plaid a big miss, but Harry pushes back arguing it was pitched as a completely different product and shouldn't count as a true miss.

Statements from this episode (15)

Insight
Beyroutey: Startups compete with Big Tech by attacking niche flanks
“I think that that's fair in a whole host of markets, and so I think of that as a strong default, and I might compare that sentiment to the strong defaults in the nineties and early 2000 that you can't compete with Microsoft. And that's a strong default because…”
Jesse Beyroutey Jul 22, 2019 ▶ 8:54
Insight
Beyroutey: Market dominance opportunity inversely correlates with market scale
“Generally, the opportunity to dominate a market is inversely correlated with its scale, and I say generally because there are always exceptions to this, but you can look at a smaller scale market, and especially a smaller scale market today that has the opport…”
Jesse Beyroutey Jul 22, 2019 ▶ 10:26
Insight
Beyroutey: Dominating one market rarely provides enough advantage for adjacent markets
“Achieving dominance in one market generally does not lead to enough extra advantage in the next market to then dominate that one too.”
Jesse Beyroutey Jul 22, 2019 ▶ 11:08
Insight
Beyroutey: Abundant capital breeds lazy thinking and flawed rapid expansion
“Having a ton of capital can also cause a form of Just sort of lazy thinking where, for example, companies that have credibly high access to cheap capital and not enough discipline or first principles thinking might end up choosing to vertically integrate or to…”
Jesse Beyroutey Jul 22, 2019 ▶ 13:02
Insight
Beyroutey: Many viable companies should not raise venture capital
“There are a ton of companies that are worth building that Are not necessarily with the present level of information that the founder has a great high volatility upside call option that makes it a good idea to raise a bunch of capital and to scale it.”
Jesse Beyroutey Jul 22, 2019 ▶ 14:52
Assertion Supported
IA Ventures partners make only 1 to 3 investments each per year
“We do One, two, three, each of the three of us at iVentures each year.”
Jesse Beyroutey Jul 22, 2019 ▶ 15:48
Disclosure
Beyroutey: IA Ventures intentionally avoids growing fund size or scaling AUM
“We don't raise funds on a set and periodic cycle. And we've intentionally decided not to grow our fund size or assets under management”
Jesse Beyroutey Jul 22, 2019 ▶ 17:31
Disclosure
Beyroutey: IA Ventures requires unanimous partner consensus despite individual lead autonomy
“Our model is that each one of us will lead an investment, and the person leading the investment is the ultimate decision-maker about whether or not we're going to pursue the investment. But in parallel, all of our investments are unanimous, so we don't do a vo…”
Jesse Beyroutey Jul 22, 2019 ▶ 19:59
Insight
Beyroutey: Early entry is the only strategy for outsized exit ownership
“Building ownership early is by and large, the only available strategy for having outsized ownership at exit.”
Jesse Beyroutey Jul 22, 2019 ▶ 21:44
Disclosure
Beyroutey: IA Ventures turned TransferWise board decks into Google Docs for feedback
“I think the first company that I had the pleasure of working on at IA called TransferWise started doing this and we ended up doing it with a lot of our other portfolio companies. We made our board decks into a Google document”
Jesse Beyroutey Jul 22, 2019 ▶ 26:16
Assertion Not checkable as stated
Jesse Beyroutey blocks social media and news apps during the workweek
“First of all, I deleted off of my phone every app or thing that I would unconsciously open and refresh. And that included every bit of social media and news platform. So I don't read them on my phone. And further, I stopped reading them during the week. So I s…”
Jesse Beyroutey Jul 22, 2019 ▶ 28:04
Insight
Beyroutey: Following news cycles is entertainment, not productivity
“I definitely believe that keeping up with the news and news cycle is more of a form of entertainment than a form of productivity.”
Jesse Beyroutey Jul 22, 2019 ▶ 30:00
Disclosure
Beyroutey: Passing on Plaid was my biggest investment mistake
“The company Plaid, I would count as one of my absolute biggest misses, and the mistake that I made was I looked at the product that they were thinking about building in the very beginning, which was consumer financial management and playing with location at th…”
Jesse Beyroutey Jul 22, 2019 ▶ 30:12
Insight
Beyroutey: Board members should write as much as they read
“I would say spend time writing as much as you spend time reading, and that will cause you to ramp up as a board member and understand and be effective at knowing what the company does much faster than not.”
Jesse Beyroutey Jul 22, 2019 ▶ 30:56
Assertion Not checkable as stated
Beyroutey: Most demand for crypto assets today is speculative
“Today, most demand for crypto assets is speculative, and what makes it viable for natural demand, people who would actually be using the crypto asset for some sort of productive activity, is primarily a strong guarantee, like we were talking about before, that…”
Jesse Beyroutey Jul 22, 2019 ▶ 32:22
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