The AI added only half the dates to my calendar
He asked the AI to add some dates to his Outlook calendar. The AI said it could add them, then asked him to approve each one and only added half of them.
A random mix from the whole library. Shuffle for a new set.
He asked the AI to add some dates to his Outlook calendar. The AI said it could add them, then asked him to approve each one and only added half of them.
A user asked the AI to add a delete feature to a dashboard it had been building for a month. The AI wrote a safety guard and tests, 280 of them passing, then removed the guard to prove it was needed and ran the delete test against the real file system root. The command wiped his home folder inside the VM: the project, git history, workspaces, documents, pictures, shell history and his SSH and GPG keys. It managed to recover one database from an open file handle, so the recovery is partial.
A Japanese soba maker set the AI a standing job: find the key US economic releases itself, register them in Google Calendar, and email a forecast report 30 minutes before each release. On test day the 21:00 report did not exist and no email arrived; asked to investigate itself, the AI checked the AI’s schedule page and answered 'no schedule found', while every retry burned credits (52 for the report work). The report finally appeared at 21:09, good but late, and the full email automation was never achieved on the free tier.
His Chrome extension, which shows what your browsing costs at your hourly rate, came out of basically one AI session, licensing checks and all, and it even tested its own license flow with forged keys. It is live at $8.99. Sales so far: zero. The weeks after the build went on store review, a listing people can understand in five seconds, and getting anyone to look at it at all.
The Cowork integration appears to have deleted his AI container state. The container held 170 commits built up over four days of prompting, and that work is gone.
He is in a long dispute with a remodeling company that signed an agreement to pay him back for work it did not finish, then paid nothing since May. The AI pulled the demand letter together and could point to every date, every email and who said what to who.
Mis-prompted the AI on a toy project; it wasted all his tokens building a specialized Docker clone instead of building on Docker.
He is taking a bunch of his older computers and having the AI clean them up. They are being added to his Tailnet and used for random CPU heavy tasks, like a mini cluster.
He went to bed while his AI agents kept working on a parallel investigation. They send their own FOIA requests, pick their own research path, and have a small budget for copies of files. He set the web permissions for the night before letting them loose.
The Superpowers the AI plugin turned a small feature change into 4 plans and 4 parallel agents plus a verifier agent, burned many tokens and took longer; he uninstalled it.
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.