Masters of Scale

Asking the uncomfortable questions, w/ Michael Seibel, Y Combinator

Jun 29, 2021
Michael Seibel, managing director at Y Combinator and co-founder of Justin.tv, dives into the power of asking the right questions for entrepreneurs. He shares personal anecdotes illustrating how pausing to reflect can prevent major missteps. Seibel emphasizes the importance of long-term thinking and understanding customers’ needs. The conversation also touches on unique employee benefits, like the 'Lobatical,' aimed at boosting morale, and highlights the balance between technology and human insights in decision-making.
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INSIGHT

Questioning Perceived Ability

  • Michael Seibel realized in high school that perceived ability groupings can be flawed.
  • This insight led him to question the established system and excel academically.
ANECDOTE

Uncool Startups

  • Starting a startup after college was considered highly unconventional in Seibel's time.
  • Most peers favored traditional career paths like banking.
ANECDOTE

From Dumb Idea to Pioneer

  • Justin Kahn's JustinTV, initially meant to live-stream his life, was deemed a 'dumb idea'.
  • It became a pioneering live-streaming platform.
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