Lenny’s Podcast98 min
Sequoia CEO coach: Why it’s never been easier to start a company, and never been harder to scale one
Brian Halligan · Feb 15, 2026
Key learnings
- Overrate less your gut feeling in interviews; rely on blind references and ask pointed questions like how likely you would be to…
- Prefer spiky candidates with visible weaknesses who will challenge you over polished candidates with the fewest weaknesses, and…
- Be cautious hiring executives straight from big companies; they often have mismatched expectations and high attrition in scaling…