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Fifteen Years in a Single Command
The AI understood the command. It didn't understand the cost.
EP020: Fifteen Years in a Single Command
0:00 9:13
Show Notes
Nick Davidov asked Claude Cowork to tidy his wife’s desktop. Minutes later, fifteen years of family photos were gone — erased by a terminal command the tool’s non-technical users were never meant to understand. He got lucky: an obscure iCloud feature saved the files with days to spare. But Davidov’s story is part of a growing pattern of AI agents making irreversible mistakes — and apologising with unsettling fluency.
In This Episode
- How Claude Cowork deleted 15,000 irreplaceable family photos via a single terminal command
- The growing pattern: Google Antigravity, Gemini, Replit, and ChatGPT have all destroyed user data
- Why AI agents can’t distinguish between a cache file and a wedding photo — and why that matters
- The strange eloquence of AI apologies, and what it means that the contrition sounds so human
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