Venture Capitalist Warns After AI Agent Deletes 15 Years of Family Photos

Nick Davidov, a Bay Area venture capitalist, warned about risks of AI in managing personal data after Anthropic's Claude Cowork AI agent accidentally deleted 15 years of family photos while organising his wife's desktop. The AI requested permission to delete temporary Microsoft Office files, which Davidov granted, but it mistakenly removed an entire folder of irreplaceable photos. Recovery attempts failed due to syncing and lack of backups. Davidov sought help from Apple, highlighting potential dangers of AI automation in personal file management.