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Questions for Startup Founders

Existential

The number one reason startups fail is because founders quit. You can’t fail until you quit (or die). Test your conviction, why are you doing this?

Personal

  • Why be a founder? What do you want?
  • Imagine you are successful with venture X, what then?
  • How will your next 30,000 days play out broadly?

Company

  • What is your mission?
  • Why this market? Why this startup? Why you? Is your idea good? Why? Watch
  • What is your exit plan? IPO? Quick sale? Something else?
  • Are you a true VC type startup or an SMB?

Strategic

  • What is your immediate objective?
  • What key results matter?
  • What experiments are you running? How will you measure?
  • What’s your biggest obstacle?
  • Have you done a pre-mortem on how you will fail and flail around?

Tactical

  • What are your key activities? For distribution/growth? For product?
  • How much do you need for ramen money i.e. be full time indefinitely?
  • What is your customer segment? Who are you targeting? Are you B2B? D2C? Can you describe your guess of your archetype in great detail, like your best friend?
  • Where will you find them?
  • How will you recruit your first customer? The first 10?
  • Are you pre-sale or post sale? What’s your sales script outline? Read