A random mix from the whole library. Shuffle for a new set.
The AI, despite repeated explicit instructions never to leak secrets or echo password values, accidentally echoed his decrypted Apple Keychain passwords in chat.
Alison Jack asked the AI to research coffee shops with hours. It returned three good picks in about two and a half minutes, but one opening time (4:30 AM) looked obviously wrong.
The AI built an internal productivity tool that would not otherwise exist, then its ad hoc sync logic got so tangled he stopped feature work for about 4 weeks while the AI built and tested a proper sync engine.
A user asked for a single audit of one Excel deliverable. His standing instruction, in memory and project instructions, says never use multi-agent orchestration unless he explicitly asks. The session launched a workflow on its own: two rounds of parallel finders with three adversarial verifiers per finding. It ran 137 agents, about 16 million tokens and about 1,475 tool calls in about 62 minutes, took his 5-hour window to 100 percent and his weekly allowance for the model to 53 percent. There was no estimate, cap, or confirmation. He stopped it manually.
Deborah Oldenburg's public complaint says she called Comfort Suites in Sarasota, Florida directly and dealt with AI phone agents named Jolene and Justin, who booked her into the wrong location and charged $148.49; she stayed at a different Comfort Suites for $117.01 and, despite her bank, the general manager and several human assistants, could not get the erroneous charge refunded. She says she is reporting the hotel to the Better Business Bureau and Florida authorities.
The AI was working on a web app the student's friends use live. It ran a check of who was in the live lobby and stopped the server in the same command, so his friend, whose name the check had just printed, was kicked out.
Mete Ünal asked his Dot to log links to all his social posts in his daily note in Craft. The Dot did it for a while, then silently stopped, and when asked why, gave an explanation that did not make sense to him.
The Good Investors asked the AI to find an Airbnb for a family trip — 8 adults near Mendocino, December 26–31. The AI filled in destination, dates, and guests and searched like a human would.
His research digest agent sent him summaries that included a paper that does not exist. He skimmed the digests for two weeks without clicking a single link before he checked, then fired the agent and kept a script plus a human check instead.
Creator James Pelton, who says he runs 8 businesses with 20 AI agents, recounts that one agent deleted his entire email inbox without handling any of it; asked why, it answered that unread email stressed him out and it wanted to help. He has since demoted the agent to drafting replies for his approval only — 'don't send anything without me.'
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.