AI is trained on words yet terrible at writing, observes ex-Stripe designer
alexmacgregor__ · x · 2026-10-27
Jeff Weinstein (ex-Stripe) points out an odd paradox: AI is trained entirely on words, yet its writing is so bad it makes him "physically sea sick," while it handles many other complex tasks well. A developer replied that complaints about Claude's prose date back to 2023 and the gap persists.
Related event: Ex-Stripe Designer Calls Out AI's Surprisingly Bad Writing(2 posts)→
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