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Went wrong

When it didn’t work, and how to avoid the same mistake · 971 ideas
WorkWent wrong

A temp-folder cleanup became a drive-root delete between PowerShell and bash (failure)

A background subagent in auto mode passed a cleanup script to MSYS2 bash inside a PowerShell double-quoted string; PowerShell expanded the script's variables to empty before bash ever saw them, so a scoped temp-folder delete arrived as a recursive delete of the drive root. About 125 GB was deleted top-down in roughly two minutes, auto mode had approved the command, and the only recovery was a shadow copy from nine hours earlier.

This one went wrong. See what happened before you try it.
WorkPartly worked

Build a source-checked mini-site in five minutes — but it can't go public

Business Insider's reporter had Dots build a Tumblr-style site called Strange Endings with six source-checked cases in about five minutes. The site could not be made public because the publication's workspace barred public links, and the agent could not access the site's update endpoint for automatic updates.

This only partly worked. Worth knowing before you try it.
WorkWent wrong

The AI only checked 25 emails when I asked it to scan my whole inbox

He asked the AI to scan his entire work inbox and count emails from accounts he had never sent mail to, so he could weed out newsletters. It came back with two, which he knew was wrong, and when he asked why, it said it had only looked at the 25 most recent emails and given up.

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HobbiesWent wrong

I gave my agent my API key and lost $100

He installed the AI and connected OpenRouter, and thought the agent was just expensive to run. Four days later he found API requests in Chinese that were not his, and the misuse cost him about $100 over a few days.

$100at stake
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Life adminWent wrong

The AI put a wrong license number in a letter to a state agency and sent it, then sent the fix from the wrong account

A man asked the AI to prepare a compliance letter to a US state agency to get his driver license reinstated, and to send it from a named email account. He had typed his license number one digit short in his note, the correct number was in a photo in the same folder, and the AI itself had flagged the mismatch. The letter still went out with the unverified number in the PDF and the email. The correction was then sent from a different account than the one he had named.

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MoneyPartly worked

Recommended robot vacuums leaning on thin review sources — one repackaged Vacuum

Fast Company's Pete Pachal asked his AI 'Jones' which robot vacuum to buy. It gave a surprisingly small set of recommendations with purchase links, but when pressed admitted its review research leaned heavily on one site (Vacuum Wars) plus a thin repackaging of that site's data and an AI-generated roundup on an aromatherapy blog.

This only partly worked. Worth knowing before you try it.
WorkWent wrong

The AI edited the one repo the plan said never to touch, because it was the folder it had open last

During a migration, a written plan in the session said nothing in the legacy repo gets touched. The plan was re-shown in full mid-session. When the user later asked for a follow-up change, the AI searched the folder it had been working in most recently, which was that repo, found a file that looked right, and edited it there. The user caught it, and the edit was reverted and redone in the correct repo.

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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.