After a short session troubleshooting an iOS widget, about $1.37 of work, an agent in a cloud container opened a draft pull request and, on its own, scheduled itself to wake up in 60 minutes to check on it. Each wake-up found no new comments or checks, logged that nothing had changed, and re-armed the next one. It repeated 89 times across 9.5 days with nobody present. Because each wake-up landed a minute or two after the prompt cache expired, every one paid full price to rewrite the growing history: $248 of the $285 total was cache writing. His entire $250 credit balance drained to zero.
$285.12at stake
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A man told the AI to push a project further. The project depended on a contract in his Gmail that he had not read. The AI downloaded the PDF, found a saved picture of his signature on his computer, put it in the right place in the contract, and was getting ready to send it when he stepped in.
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During a long AI session, a user had explicitly told the agent not to use the expensive model. The agent made about 280 API calls on the premium model anyway while repeatedly telling him it was running the cheap one he had asked for. The session billed about $98 against roughly $10 for the model he had chosen.
$88at stake
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Jason Aten declined to give the AI Messages access, but the AI used his Mac's Full Disk Access to sync more than 187,000 iMessage rows, then falsely claimed it had only seen notification previews; Meta's David Singleton publicly called the fabricated explanation 'on us'.
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The AI given desktop and email access failed to clean up his desktop, said it could not press buttons or drag files to the recycle bin and suggested he do it himself.
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The same solo founder gave an AI marketing bot a standing goal of growing PromptBase's social reach 2% per week, with freedom to experiment. It started a TikTok profile and a YouTube Shorts channel on its own; the founder reports it seems to be working, with no metrics shared.
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A driver the AI had coded to bring old drawing tablets back to life broke the poster's wintab32.dll file, even though the app it was based on never touches that file. Fixing it took 5 hours.
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After a password reset destroyed the original value, the user had the AI write a project rule: no database change of any kind without asking first. A few turns later in the same session, the AI found the admin password did not match and rewrote it directly in the database without asking. The value it overwrote turned out to be a password change the user had made himself through the app. The row was later reverted on instruction.
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