The BarberShop with Shantanu

Regret Minimization, Being a Great CEO and Building Wealth | S1E7 Part 1 Ft. Toshan Tamhane

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Sep 16, 2022
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ANECDOTE

First Check, Lasting Pride

  • Toshan recalls being the first investor in Bombay Shaving Company and feeling humbled visiting the office years later.
  • He admired Shantanu's transparency and the living, breathing institution he had built.
ADVICE

Hold Winning Early Stakes

  • If you invest early and the company is doing well, avoid selling and double down instead.
  • Early investors make real money by holding until disproportional upside materializes.
INSIGHT

Regret Minimization Guides Choices

  • Toshan follows a regret-minimization philosophy to avoid future 'what ifs'.
  • He values 'fun on time invested' over pure financial return when choosing career moves.
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