The first rule of experiments: don’t make them a should. The moment an experiment becomes an obligation, it loses its power. Experiments should feel like a Sunday drive where you don’t know where you’re going—not a commute you have to make by a certain time.

“Don’t make it a should. You’re always looking for a way of finding an experiment and the mindset that makes it playful and fun and a discovery process.”

This means: wander where there’s pain or curiosity. Keep time-bounded structure (at least a week is useful). Keep stakes low. Follow wonder, not obligation. Think of yourself as a kid building sand castles—you’d like a big one, but the whole thing’s going to be gone soon, so enjoy playing in the sand.

Brett’s freewriting experiment illustrates this perfectly: rigid “write every morning for 10 minutes” became another obligation. Redesigning it as “put the notebook where I’ll walk past it” allowed the practice to integrate naturally and joyfully.

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