May 14, 2025

From Zero to $1B: The Chili Piper Playbook for Product, Culture, and Pipeline, with Alina Vandenberghe, Co-Founder & Co-CEO @ Chili Piper

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Chili Piper Co-Founder and Co-CEO Alina Vandenberghe joins Michael on The Revenue Room for one of the most raw and tactical founder episodes yet.

They cover:

  • How Chili Piper pre-sold its first $100K before writing a single line of code
  • The reason Alina actively turns away SMBs (and how that decision built a moat)
  • Why AI won’t replace your sales team — but it will change how they sell
  • The “decision memo” process that makes her remote team act like owners
  • Why most GTM problems are actually prioritization problems in disguise

Alina’s not trying to be loud, she’s just ruthlessly focused on what works.

If you’re building a sales team, scaling a GTM motion, or struggling to turn interest into revenue, this episode is for you.

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