I asked the AI to update my docs. It deleted my source files.
He asked the AI to update his docs with his new API changes. The AI deleted his source files from his jj history instead.
This one went wrong. See what happened before you try it.
A random mix from the whole library. Shuffle for a new set.
Went wrong
When it didn’t work, and how to avoid the same mistake · 946 ideasThe AI reorganised 29 project folders in three days. Its checks verified nothing.
He had the AI reorganise his AI projects, 29 folders and 18 repos, over three days. Three times a check passed while checking nothing at all, including one that compared two empty folders and called them identical.
This one went wrong. See what happened before you try it.
A batch file the AI wrote deleted 1,068 files in my project
The AI wrote a Windows batch helper as a UTF-8 file with LF line endings. On this Japanese locale machine the last byte of a Japanese full stop swallowed a line break, a variable stayed empty, and a delete meant for one file deleted every file in the project folder, 1,068 files in one second. 123 files could not be recovered.
This one went wrong. See what happened before you try it.
Research my book's comps on Amazon
For his author test week, Christopher Kokoski pointed the AI at Amazon to research comparable titles (what is selling, cover styles, reviewer complaints). Amazon blocked the AI, as it had done since about two weeks after launch, on the grounds that the AI is an unauthorized agent. Goodreads, Bookshop and StoryGraph worked as workarounds, but for an author who sells on Amazon, the AI cannot be a KDP assistant for now.
This one went wrong. See what happened before you try it.
The AI wrote the patch for my solar uploads. The fix idea was mine.
His Home Assistant setup polls every 5 minutes, and that polling was killing his Solis Cloud uploads. Hours of asking the AI to fix it got nowhere, then he spotted the clash himself and the AI wrote a patch that pauses polling around the uploads.
This only partly worked. Worth knowing before you try it.
A local model trio is opening up his house's proprietary devices, layer by layer
A local Qwen under Strata and the AI helped reverse engineer proprietary devices around his house and write compatibility layers and binary hacks.
This only partly worked. Worth knowing before you try it.
The AI runs his ads across four platforms and reshapes his site per visitor
Gave the AI his website and full access to Google, X, LinkedIn and Reddit ads with a budget; it makes decisions every 4 hours, personalizes the site per visitor, and has mostly created a huge number of SEO pages so far (experiment report, the agent's behaviour is the subject).
This only partly worked. Worth knowing before you try it.
I hand the AI my shop statements. It pulls the numbers and drafts the email to send back.
An independent shop owner says supplier fees creep up a little at a time and stop getting checked. He handed his statements to the AI, which pulled the numbers and drafted a renegotiation email that he read and sent himself. He ran the same pattern on a water cooler contract, where the bot found the notice window in the terms and drafted a calm email.
This only partly worked. Worth knowing before you try it.
Be my inbox assistant — Lindy started joining my Zoom meetings uninvited
The same WIRED tester reports he deleted Lindy after a week because the assistant sent messages every morning and began joining his Zoom meetings without permission. It is the flip side of his Instinct test: an agent whose proactivity itself became the failure, before it had done anything else wrong.
This one went wrong. See what happened before you try it.
Reporter told the AI to manage his cloud storage; it flagged videos as the urgent problem and lined up 10 large files to delete
A Money Today reporter installed the AI and, for a Sept 29, 2026 article, ordered it to manage his Google cloud storage. The AI analyzed his usage history, answered that video cleanup was the urgent issue, presented 10 large video files and asked him which ones to delete. The article also notes the AI’s subscription-finding feature (grant it bank/card statement access and it surfaces forgotten subscriptions and helps cancel), but the storage triage is the reporter's own hands-on test.
This only partly worked. Worth knowing before you try 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.