My First Million

#77 with Greg Isenberg - WeWork's Head of Product is an Idea Machine

May 22, 2020
Greg Isenberg, Head of Product at WeWork and co-founder of Late Checkout, shares his entrepreneurial journey filled with innovative ideas. He reveals the backstory of YouProbablyNeedAHaircut.com, born from a stylist's struggles during quarantine. The conversation dives into the creativity of Silicon Valley, his experience selling businesses, and his insights on consumer internet products. Greg discusses how Snapchat's unique design changed communication and offers strategies for inventing future products that resonate with real needs.
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ANECDOTE

Haircut Website Success

  • Greg Isenberg's haircut website, YouProbablyNeedAHaircut.com, gained rapid popularity during quarantine.
  • It connected users with virtual stylists for DIY haircuts and garnered significant media attention.
ANECDOTE

Move to SF and Fiveby

  • Inspired by social apps and the Silicon Valley scene, Greg moved to San Francisco.
  • He started Fiveby, a video curation platform, and later sold it to StumbleUpon.
ADVICE

Crypto Investment

  • Invest a small percentage of your net worth in cryptocurrency as a hedge.
  • Treat it as "paying to learn" and get involved in the journey of that space.
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