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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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.
ADVICE

Solve Personal Problems

  • Solve personal problems when starting a company.
  • This fuels limitless drive, even if the idea seems irrational.
ANECDOTE

Early CEOship and Harsh Critique

  • Michael Seibel became CEO of Justin.TV at 23.
  • Gideon Yu criticized their product, predicting its failure within three years.
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