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Be ambitious about the process, not just the outcome. (To use my own hobby as an example, when I bake, I put on some good music, I take my time, I eat too much batter. That way, if the recipe implodes–like when I accidentally mixed up powdered sugar and flour–the whole thing isn’t a wash.)

Let more than one thing hold your ambition, or meaning. (Th... See more

I sense there is a shift happening where people are realizing that they are channeling an ambitious impulse - the desire to grow and evolve - into dumb goals. Rejecting legible ambitious might be the most ambitious thing you can do.

A shift from legible ambition (my parents can easily brag about me) to illegible ambition (no one, including me know

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I think of this like a personal Overton window (although I know the analogy doesn’t make perfect sense). A kind of private tunnel vision that rearranges our reality so that our highs and lows are defined by only the most immediate wins and losses, with everything else rendered irrelevant—the hard fought habits we’ve kept, the old lessons that stuck... See more