The Bootstrapped Founder

432: Don't Give Up... Your Assumptions

21 snips
Jan 16, 2026
Persistence is not always a virtue in entrepreneurship—blindly clinging to it can lead to failure. Instead of grinding through every challenge, founders should learn to abandon misguided assumptions. Running parallel experiments can provide valuable insights and challenge what you think you know. It's crucial to adapt and pivot based on real data rather than stubbornly sticking to one approach. The key to success lies in questioning old beliefs and experimenting with new strategies to discover what truly works.
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ADVICE

Persist While You Learn

  • Do persist through initial ignorance because learning a market takes time and early traction can be delayed.
  • Persist only while you run deliberate experiments to learn, not by blindly repeating failing tactics.
INSIGHT

Hindsight Hides Causes

  • You rarely know in the moment whether persistence or quitting is correct because causality is visible only in hindsight.
  • Many factors—market shifts, competitors, external events—make real-time diagnosis hard.
ANECDOTE

Enterprise Buyers Move Slowly

  • Arvid describes enterprise prospects who trial software but convert months later on their own timelines.
  • He uses this to show some opportunities need patience, not immediate conversion tactics.
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