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Willingness to look stupid is a genuine moat in creative work

sharif.io · 1,700 words · saved by 16 readers

Looking foolish is underrated.

Willingness to look stupid is a genuine moat in creative work Sharif Shameem About Posts Future Bookshelf popular Willingness to look stupid is a genuine moat in creative work Looking foolish is underrated. March 9, 2026 • 6 min read Every Sunday I go to a coffee shop in Japantown with my laptop to write. And I write! I have no trouble writing. The writing isn’t the problem. The problem is that when I’m done, I look at what I just wrote and think this is definitely not good enough to publish. This didn’t use to happen. A few years ago I used to publish all the time. I’d write something, feel p

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