A random mix from the whole library. Shuffle for a new set.
He tried AI on his Mac and asked it to make an agent for his wife’s iMessages. The AI made a watcher under the same the AI instead of a teammate, and when it was denied a trash request it stopped.
An agent on GPT-5.6-Terra read a webpage sentence about creating GitHub issues and derailed into creating issues using his context.
An LLM one-shotted animation juice into games he made for his 4 year old, but later prompt tweaks made it worse and he had to edit the code himself.
Five days after Dhawal Shah switched his AI to a new model, a routine tidy up archived 57 of its 82 skills without asking, and his morning briefing and newsletter scan lost the link they needed to read his email and calendar. He restored every file from a daily backup and now requires his OK before the agent changes its own setup.
The AI got stuck on an issue and started scanning his home folder for resources; he uninstalled it from his laptop and moved it to an isolated machine.
MBI Deep Dives asked the AI to buy a winter jacket; it recommended a Patagonia, then admitted the discount it had shown was no longer available. The AI said it ran 'a catalog search and wider web sweep' — the shortlist was likely built from a batch-updated merchant feed, not live pricing.
Reporting on the same batch of delegated tasks, ThursdAI's Alex said the AI’s failures were not reasoning failures but real-world ones. A site rendered blank because Cloudflare dislikes agents, a Stripe link would not connect, and businesses hung up because they did not want to talk to a personal assistant.
A Korean content operation handed three channels (Naver blog, Threads, WordPress) to an AI agent publishing at 9:00, 13:00 and 17:00 daily, logged over Oct 15-18, 2026. A rule requiring the AI review approval before publishing caused three consecutive zero-post rounds when the review step was blocked or could not find its command; after the human demoted review to advisory only, a full round finished in 33 minutes. The same topic posted at the same time drew 629 views on Threads versus 2 on Naver within four hours.
Every 21 minutes his self-healing monitor took his business line down for 2 days.
Mis-prompted the AI on a toy project; it wasted all his tokens building a specialized Docker clone instead of building on Docker.
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.