1409 | Embracing the Beauty of Wrongness

In this episode of the "How to Plan" series, Carl explores what may be the most important principle of all: preparing to be wrong. Real planning, he argues, isn’t about being precisely correct today. It’s about becoming less wrong tomorrow. Once we draw the line, the work shifts to running small experiments and actively seeking disconfirming evidence instead of defending outdated maps. New information, even when it’s uncomfortable, feeds back into purpose, goals, and current reality, helping us adjust course. Planning becomes a living process, not a static prediction. The beauty is in embracing wrongness as the path to getting closer to what’s true.

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