Masters in Business

BONUS: Bill Gurley on Investing Early in Tech Disruptors & 'Runnin' Down a Dream'

33 snips
Mar 4, 2026
Bill Gurley, Benchmark partner and veteran VC behind early bets like Uber and Zillow, shares career shifts from computer science to investing. He discusses writing Runnin' Down a Dream and lessons to avoid career regret. Conversations cover Benchmark’s equal-partner culture, picking winners, concerns about AI hype, and risks in private-market valuations.
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ANECDOTE

Dell Call That Made Gurley's Career

  • Bill Gurley recalled recommending Dell using ROIC analysis and Valuation by McKinsey, which turned into a 100x stock gain that launched his career.
  • He emphasized Dell's positive cash conversion cycle from build-to-order operations as the key differentiator.
ADVICE

Use Writing To Multiply Your Reach

  • Do consider writing or teaching to amplify your impact beyond direct work, as Bill Gurley shifted from VC to authoring a career book to reach more people.
  • Gurley cites Tony Fadell and Danny Meyer saying publishing multiplied their influence more than building another product or restaurant.
ADVICE

Make Obsessive Curiosity Your Daily Habit

  • Do cultivate obsessive curiosity and continuous learning; Gurley found it to be a common trait among high achievers like Danny Meyer and Bob Dylan.
  • He recommends choosing work you enjoy studying, since if learning about it feels grindy, you're likely in the wrong field.
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