What's the worst that could happen?

REWORK · 29 Jul 2026 · Episode 197

About this episode

Most entrepreneurs spend more time worrying about what could go wrong than finding out. Jason and David walk through how 37signals approaches experiments, why lowering the stakes on most decisions makes them better, and how letting go of outcomes is both a discipline and a strategy.

About the show

REWORK — 37signals. Jason Fried and David Heinemeier Hansson on running 37signals: building Basecamp, staying small on purpose, and doing business without the playbook.