What's the worst that could happen?

What's the worst that could happen?

July 29, 2026 · 26 min · Season 2 · Episode 197

About this episode

Jason Fried and David Heinemeier Hansson discuss the importance of experimentation and decision-making in entrepreneurship.

Many entrepreneurs spend more time worrying about what could go wrong than actually finding out. In this episode, Jason Fried and David Heinemeier Hansson detail how 37signals approaches experimentation, why lowering the stakes on most decisions leads to better ones, and how letting go of outcomes is both a mental discipline and a business strategy. Key Takeaways 00:10 – Where the willingness to just try things comes from02:40 – The freedom that comes with not having to cover your bases befor...

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