Invest Like the Best with Patrick O'Shaughnessy

Bill Gurley - The Gift and The Curse of Staying Private - [Invest Like the Best, EP.427]

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Jun 10, 2025
Bill Gurley, a general partner at Benchmark Capital, shares his in-depth market analysis, focusing on the often-overlooked issues in venture capital as companies remain private longer. He discusses the misaligned incentives among GPs, LPs, and founders, leading to valuation challenges. The conversation also delves into the transformative impact of AI, likening it to past technology revolutions, and examines its implications for investment strategies. Gurley offers vital insights on adapting to the shifting investment landscape.
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INSIGHT

Rise of Mega VC Funds

  • Venture capital has dramatically shifted with mega funds growing by 10x and moving upmarket to big checks instead of traditional late-stage investing.
  • This influx creates pressure to invest larger sums earlier, impacting valuations and competitive dynamics extensively.
INSIGHT

Zombie Unicorn Valuation Problem

  • Many private companies called zombie unicorns have outdated valuations set during the 2021 market peak.
  • No participant has incentive to mark prices accurately, creating a coordination problem and mispricing assets.
INSIGHT

Capital Markets Liquidity Logjam

  • IPO and M&A markets have stalled despite strong public market performance, disrupting traditional liquidity paths.
  • Regulatory pressures and cautious corporate behavior create a capital markets logjam, affecting venture exit opportunities.
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