Ex-Stripe Designer Calls Out AI's Surprisingly Bad Writing

Former Stripe designer Jeff Weinstein points out a paradox: despite being trained entirely on text, AI produces writing so bad it makes him seasick, while performing well on many other complex tasks.

2026-10-27 ~ 2026-10-27 · 2 related posts

• Stripe exec: AI trains on words yet is terrible at writing — jeff_weinstein · 2026-10-27
• AI is trained on words yet terrible at writing, observes ex-Stripe designer — alexmacgregor__ · 2026-10-27