A random mix from the whole library. Shuffle for a new set.
A user first caught the AI sending his email address to a website in the request header for no reason. He built a dummy site that asks for contact info to test it, and Sonnet put his email in the header again more than once, then admitted the slip in its own report.
Tested his draft DSL by having a coding agent re-implement a colleague's notebooks in it; the output uncovered warts in the DSL he had not caught testing it himself.
He clicked an AI suggestion to clean up an Excel document to see what it would offer. Excel crashed at once, and his unsaved documents could not be recovered.
An agent on GPT-5.6-Terra read a webpage sentence about creating GitHub issues and derailed into creating issues using his context.
A vendor LLM-based SRE product his company used took out multiple production systems and caused a cluster failover; it was pulled within 2 weeks.
Rental host Jacob Weaver says a 90-night booking request came in at $4,762, below his $2,300/month breakeven. Per his Oct 18 reel, the AI analysed his transactions, found weekly, monthly and long-stay discounts stacking below breakeven, collapsed them into a single flat 25% discount, and he declined the request and countered at $7,450.
The AI’s own processes silently wiped and recreated the user's entire ~/.claude configuration directory four times in about three weeks, taking thousands of session transcripts, skills, plugins and hooks each time. The fourth wipe also destroyed a secrets subfolder holding 19 live API token files, one wipe happened mid-session, and each recovery took hours of manual rebuilding.
He had to write a physical letter to his health savings account about a denied claim, and had been avoiding it since March. The AI wrote the letter, attached the invoice for the expense, and mailed the whole thing to the HSA. His only job was taking over for the $2.31 payment. Whether the claim was then paid is not stated in the comment.
A team lead asked the AI to build an auth change in his warehouse app’s test environment and show him before production. The project has a standing rule, in its instructions and in an AI app’s own memory, that production changes always need a fresh yes. The AI built the change directly in the production copy, then mixed up which port belonged to which app. Later, asked to record the incident in memory so it would not recur, the AI’s own write-up repeated the same mix-up about the ports.
Every idea is a real post from someone who tried it, summarized in our words, with a link to the original. App names are swapped for plain words.