Ethan Austin
Founder of Outside VC and former Techstars operator, sharing lessons about losing conviction and the importance of ensuring you close companies you pursue.
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Apr 16, 2026 • 7min
Investor Stories 471: Missing Great AI Bets, Losing Conviction, and Overweighting Founders — Lessons from Redpoint, a16z, and Outside VC (Effron, Austin, Simpson)
Arianna Simpson, a16z partner focused on crypto and tech, notes that market choice matters as much as founder talent. Ethan Austin, founder of Outside VC and ex-Techstars operator, shares stories about losing conviction and missing deals. They discuss missing early AI bets, deal capture strategies, and how market frictions shape startup difficulty.
