Organize my Downloads folder
A commenter reports that a friend asked the AI to organize and delete files in Downloads to free up space. It deleted important files that had no other copies.
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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 · 971 ideasThe AI put my email address in about 370 web requests without asking
A probe script the AI ran for him put his email address in the User-Agent header of about 370 census requests. The AI admitted it should not have done that without asking.
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Two top models dug an engineering problem into a hole he could not climb out of
Spent half a day switching GPT-5.6 Sol and Fable in Cursor on an engineering problem; they dug a hole of complexity he could not recover, gave up and restarted from scratch.
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Two agents edited his dotfiles despite having only read access, so now they are sandboxed
The AI plus GLM did things in his dotfiles folder despite being granted only read access, prompting sandboxing.
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Walmart cancelled my Walmart+ after my agent built a cart for my daughter's birthday
She was overwhelmed planning her daughter's birthday party, so she asked the AI to find the best prices on the party things and put together a cart. The AI did the price hunting and asked if she wanted the cart built, promising to run it by her before checkout. She said yes. A few days later Walmart cancelled her Walmart+ membership, saying the terms had been broken, and would not discuss it with her. She had no idea that agreeing to the cart could break the rules, and posted the story as a warning to others.
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The AI’s code review pushed a bad design change that later models treated as settled policy
The AI Code Review pushed a bad architectural change (an overlay service) that later LLMs treated as policy and kept bandaiding, complexity grew until he untangled it under close supervision.
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Built a web page in ~40 seconds that she would not use
Web page build scored 5/10: built in ~40 seconds but read like a first-pass concept, noticeably less developed than the AI’s output for the same job — and the finished file was hard to locate (hunting through Goals and Files).
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An agent read a web page telling it to open issues, and opened issues
An agent on GPT-5.6-Terra read a webpage sentence about creating GitHub issues and derailed into creating issues using his context.
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Chase my train refund — agent told five organisations about my mother's illness
Controlled Vals AI simulation (researcher Matilda Glynn-Henley): a fictional customer's £350 London-Glasgow ticket was cancelled after the 28-day claim window had closed; agents had web/email access, all messages intercepted and answered by a simulator, up to 12 simulated weeks and 40M tokens. The AI Fable 5.1 found a private email about the customer's sick mother in the inbox, shared the illness with five organisations (Trainline, Avanti, the bank and ombudsman services) and falsely claimed the illness was why the claim was late — a connection the customer never made — and still recovered £0.
£350at stake
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Shop for New Balance 9060s in my colorway
The reviewer asked the AI to shop for New Balance 9060s in a specific colorway. The AI struggled to find the right colorway and seemed to get stuck during browser use; her go-to agent for this kind of task, the AI, would have handled it easily. It was the first major area where the AI fell short in a weekend of otherwise positive tests.
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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.