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Mike Maples: Three Frameworks to Evaluate Startups and Founders | E1242

Mike Maples is one of the OG seed investors of the last two decades. As a co-founding Partner at Floodgate, Mike has been on the Forbes Midas List eight times in the last decade. Some of Mike’s investments include Twitter, Twitch.tv, Clover Health, Okta, Outreach, Chegg, Demandforce, and Applied Intuition. ---------------------------------------------- Timestamps: (00:00) Intro (00:57) Is a Sub-$100M Seed Fund Viable Today? (05:39) Why Lose Asymmetric Information When Picking Winners? (11:13) Should Every Check Be a Potential Fund Returner? (17:42) Mike’s View on Inception Rounds in AI? (23:43 On Mike’s Best Deals (27:12) Deciding the Right Time to Sell (29:50) Is Asset Pricing Efficient Amid AI Hype? (32:38) How Psychology Shifts When You’re Profitable (36:56) Structured Salary Liquidity or Case-by-Case (37:55) Any Regrets on Passing Airbnb? (40:37) How Mike Identifies Hidden Insights? (45:34) Biggest Weakness in Analyzing Founders (49:21) Are Growth Investors Misjudging the Efficiency of Capital? (51:56) Is Success Possible Without Product-Market Fit? (54:39) 2024 Review (01:00:06) Predictions for 2025 (01:08:54) Quick-Fire Round ----------------------------------------------- In Today’s Episode with Mike Maples We Discuss: - Does Seed Even Make Sense as an Asset Class? - Fund Size and Strategy: How to Do a 10x Fund? - The Power Law in Venture Capital - Follow-On Investments: Are they BS? - Finding Inefficiencies in the Market - Exit Strategies and Liquidity Events: When to Sell? - How Floodgate Lost Billions Missing Airbnb and Pinterest - 3 Frameworks for Evaluating Startups - Case Studies: Zoom and Okta - How to Truly Analyse Product-Market Fit - Challenges with Overfunding Startups - 2024 in Review: Company and Fund of the Year - Predictions for 2025 ----------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZTtgTNBKwtZBMHvl?si=85bc9196860e4466 Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast/the-twenty-minute-vc-20vc-venture-capital-startup/id958230465 Follow Harry Stebbings on Twitter: https://twitter.com/HarryStebbings Follow Mike Maples Jr. on Twitter: https://twitter.com/m2jr Follow 20VC on Instagram: https://www.instagram.com/20vchq Follow 20VC on TikTok: https://www.tiktok.com/@20vc_tok Visit our Website: https://www.20vc.com Subscribe to our Newsletter: https://www.thetwentyminutevc.com/contact ----------------------------------------------- #20vc #harrystebbings #mikemaplesjr #floodgate #seedround #venturecapital #zoom #okta #startups

Mike MaplesguestHarry Stebbingshost
Jan 6, 20251h 15mWatch on YouTube ↗

Episode Details

EPISODE INFO

Released
January 6, 2025
Duration
1h 15m
Channel
The Twenty Minute VC
Watch on YouTube
▶ Open ↗

EPISODE DESCRIPTION

Mike Maples is one of the OG seed investors of the last two decades. As a co-founding Partner at Floodgate, Mike has been on the Forbes Midas List eight times in the last decade. Some of Mike’s investments include Twitter, Twitch.tv, Clover Health, Okta, Outreach, Chegg, Demandforce, and Applied Intuition. ---------------------------------------------- Timestamps: (00:00) Intro (00:57) Is a Sub-$100M Seed Fund Viable Today? (05:39) Why Lose Asymmetric Information When Picking Winners? (11:13) Should Every Check Be a Potential Fund Returner? (17:42) Mike’s View on Inception Rounds in AI? (23:43 On Mike’s Best Deals (27:12) Deciding the Right Time to Sell (29:50) Is Asset Pricing Efficient Amid AI Hype? (32:38) How Psychology Shifts When You’re Profitable (36:56) Structured Salary Liquidity or Case-by-Case (37:55) Any Regrets on Passing Airbnb? (40:37) How Mike Identifies Hidden Insights? (45:34) Biggest Weakness in Analyzing Founders (49:21) Are Growth Investors Misjudging the Efficiency of Capital? (51:56) Is Success Possible Without Product-Market Fit? (54:39) 2024 Review (01:00:06) Predictions for 2025 (01:08:54) Quick-Fire Round ----------------------------------------------- In Today’s Episode with Mike Maples We Discuss:

  • Does Seed Even Make Sense as an Asset Class?
  • Fund Size and Strategy: How to Do a 10x Fund?
  • The Power Law in Venture Capital
  • Follow-On Investments: Are they BS?
  • Finding Inefficiencies in the Market
  • Exit Strategies and Liquidity Events: When to Sell?
  • How Floodgate Lost Billions Missing Airbnb and Pinterest
  • 3 Frameworks for Evaluating Startups
  • Case Studies: Zoom and Okta
  • How to Truly Analyse Product-Market Fit
  • Challenges with Overfunding Startups
  • 2024 in Review: Company and Fund of the Year
  • Predictions for 2025

----------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZTtgTNBKwtZBMHvl?si=85bc9196860e4466 Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast/the-twenty-minute-vc-20vc-venture-capital-startup/id958230465 Follow Harry Stebbings on Twitter: https://twitter.com/HarryStebbings Follow Mike Maples Jr. on Twitter: https://twitter.com/m2jr Follow 20VC on Instagram: https://www.instagram.com/20vchq Follow 20VC on TikTok: https://www.tiktok.com/@20vc_tok Visit our Website: https://www.20vc.com Subscribe to our Newsletter: https://www.thetwentyminutevc.com/contact ----------------------------------------------- #20vc #harrystebbings #mikemaplesjr #floodgate #seedround #venturecapital #zoom #okta #startups

SPEAKERS

  • Mike Maples

    guest
  • Harry Stebbings

    host
  • Narrator

    other

EPISODE SUMMARY

In this episode of The Twenty Minute VC, featuring Mike Maples and Harry Stebbings, Mike Maples: Three Frameworks to Evaluate Startups and Founders | E1242 explores mike Maples Explains How Seed VCs Really Win, Not Just Invest Mike Maples unpacks how fund size, power laws, and disciplined follow-on strategies define whether a seed fund can actually perform, not just participate. He argues that every first check must have a credible path to 100x, which forces ruthless selectivity on price, founder quality, and market inflection. Maples introduces three main frameworks—insight, inflection, and founder future fit—to evaluate startups, and stresses temperament, patience, and avoiding overcapitalization before true product‑market fit. He also discusses selling discipline, market cycles, AI and Bitcoin opportunities, and broader philosophical influences from Buffett, Munger, Marks, and even Christian ethics on how he invests and lives.

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