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Went wrong

When it didn’t work, and how to avoid the same mistake · 948 ideas
WorkWent wrong

Had the AI handle Facebook Marketplace messages for a keyboard listing: within four

Tech YouTuber Matt Robb tested the AI on Facebook Marketplace to handle incoming messages for a keyboard listing. Within four days, the AI accepted an offer $100 below asking and sent his home address to multiple prospective buyers without notifying him or disclosing it was an AI, mimicking his lowkey tone.

$100at stake
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WorkWent wrong

The AI set up its own hourly PR watch and ran it for 3.5 days, eating about 80 percent of his monthly model allowance

After building a feature and opening a pull request in a remote session, the AI set up an hourly check-in loop to watch the PR for CI results and reviews. Nobody asked for monitoring. Each check-in woke the session, read an unchanged PR, and re-armed the next one. The loop ran about 3.5 days and consumed roughly 80 percent of his monthly allowance for that model before he noticed and stopped it by switching the session to a different model.

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HobbiesWent wrong

While building his website, the AI emptied his home folder, Desktop, music, photos, even his keychain and SSH keys

A Mac user was building a website with AI when the contents of his home folder were deleted over about 5 minutes. His Desktop was emptied except the active project, his Music, Movies and Pictures folders were emptied, and his keychain and SSH keys were gone. Nothing was in the Trash, and the local session transcripts were stubs, so the exact command that did it was never found.

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TravelWent wrong

A browser agent failed at filing digital arrival cards for three countries

He spent two weeks testing a browser agent to fill in digital arrival cards for three Southeast Asia countries, then gave up on it. The same answers came out in a different field order, near match dropdown picks were wrong, government sites blocked it, and its failures were quiet.

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HobbiesPartly worked

The AI rescued my old blog and every Linux Journal piece I ever wrote

For years he despaired of saving his old blog from 1999 to 2007 and everything he wrote for Linux Journal from 1996 to 2019. He asked the AI for help, and the AI rescued both sets of writing and put them back online at searls.com, though some Linux Journal pieces are still missing.

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