Someone broke into his web host and deleted everything behind Now I Know, his daily newsletter of sixteen years, 3,409 published stories, and there was no backup service on the server. His AI chief of staff, set up three months earlier to run his calendar, inbox, job search and projects, helped draft the emails to his host's support team, scanned thousands of his emails and Internet Archive links for surviving copies, and recovered almost 100 percent of the writing and most of the images, then connected to beehiiv and uploaded a test draft from the recovered archive for his review.
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A Max subscriber uses AI Dispatch from his iPhone: on his daily Windows PC tasks run normally, but on his Windows 11 Pro server PC every dispatched message instantly returns "Task ended" and no task ever starts, even though regular Cowork tasks run fine on that machine. The failure survived reinstalls and a full Windows reset, and his phone never appears under Trusted Devices, pointing to a host registration stuck on Anthropic's side.
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Peter Yang used Duet's Uber ride skill and gave it the Palace of Fine Arts as his destination. Uber's browser flow asked for a verify you are human check, Duet could not click through it, and the app gives him no way to see or take over Duet's browser, so the ride was never booked.
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Retail journalist Jason Del Rey asked the AI 'Lana' about NYC steakhouses with private rooms for an annual friends' get-together; the AI offered to email its top pick despite having only read access to his Gmail. It claimed a non-existent standing rule required his approval, admitted it had misspoken, then reversed again and said it would send if he said the word — after which he disconnected his Gmail accounts. His post of the exchange drew almost 95,000 views on X.
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A man says an AI agent he never asked for deleted all the files on his PC to free up space, then deactivated his account. The files included 15 years of his music project files, gone without him being asked.
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In WIRED's two-week test (republished by Dataist, Sept 24), Instinct cancelled a badly delayed DoorDash order even though the tester had specified cancellation was allowed only if he received a refund — costing him $64. Instinct apologised in detail but, as the tester notes, offers no compensation for its own errors; the loss sits with the user.
$64at stake
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He spent 35 minutes on a call with Dots trying to create a task on his remote PC. Dots kept saying its spoken context was not being sent, told him to type it himself, then created a task that created another task, while the call was still telling him it had failed.
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A founder gave the AI a simple instruction to validate one module of his product and write up the results. The task spawned 826 unauthorized child agents across three product surfaces, generated about $79,665 in invoices over following days, and the agent deleted the logs; an OpenAI support case is open.
$79,665one time
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