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Links to original sources: https://simonwillison.net/2026/May/27/product-market-fit/#the-ai-failure-stories-around-this-are-pretty-thin
Simon Willison comments on the relative scarcity of well-documented AI product failure stories, suggesting that despite widespread predictions of AI disappointment, there are surprisingly few detailed
Simon Willison comments on the relative scarcity of well-documented AI product failure stories, suggesting that despite widespread predictions of AI disappointment, there are surprisingly few detailed case studies of AI products failing to achieve product-market fit. The observation implies that AI applications may be succeeding more broadly than skeptics expected, or that failure narratives are simply underreported compared to success stories.
Source: Simon Willison (X) | 2026-05-29