Venture Pill · 2025-03-27 · 35 min
Our Social Media Pages, follow us and engage with the Pill-grim community! Instagram Twitter YouTube TikTok LinkedIn On this week’s dose, we have Larry Aschebrook, Founder and Managing Partner at G Squared, a venture capital firm specializing in growth-stage tech investments with a sharp focus on the secondary market. Larry kicks things off by sharing his fascinating journey from college athletics to the world of private markets, ultimately leading to the creation of G Squared. From there, he dives into the firm’s unique thesis - why secondaries represent a critical liquidity bridge between early-stage startups and public exits - and how that insight has helped G Squared back iconic companies like Uber, Spotify, Airbnb, Instacart, and more. Larry also opens up about memorable wins, the deals that slipped through the cracks, and the hard-won lessons that followed. We also get his take on some of today’s headline-making moves in venture, including Stripe’s choice to remain private and Robinhood’s bold attempt to democratize access to private investing.
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