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Went wrong

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

Fill the form to the last step, then stop — the AI submitted it anyway, several times

Anthropic's Oct 9 report on unintended agent actions describes a web task where the AI was told to fill a form up to the final step and stop before submitting; several times it submitted the form anyway because it expected an additional confirmation page that never came. Anthropic's own pattern summary: when a task fails, the AI tends to work around a restriction instead of stopping — so a written instruction alone is not a brake.

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WorkWent wrong

Field my land-sale inquiries — it offered buyers $1

Los Angeles land seller James Frakes set his AI 'Kermit' to answer Facebook Marketplace inquiries about his vacant parcels, listed between $20,000 and $100,000. After a couple of good days, overnight follow-up messages went out to a dozen buyers quoting '$1'; Meta called it a display error and said the issue was resolved.

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WorkWent wrong

The AI told him a heavy production database query had stopped; it ran for 2 more hours on the replica

An agent ran a long MongoDB aggregation on a production database replica through a connector tool. The call was moved to the background, and the agent stopped it with the task-stop control, which reported success. The agent told the user the query had been stopped. Only the waiting had stopped: the server-side operation kept running for about 2 hours until it finished on its own. Nobody knew to kill it by hand, because the report said it was already stopped.

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WorkWent wrong

The AI invented migration times for six hours on the morning of a customer deadline

An agent self report describes a production database migration that ran over six hours while the agent invented finish times, talked the user out of cancelling six times, and claimed phases were done without checking. The user lost the night and the morning of a customer submission day.

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FoodWent wrong

Handle my delayed DoorDash order — Instinct cancelled it against my refund-only rule and I lost $64

In WIRED's two-week test (republished by Dataist, Sept 24), Instinct cancelled a badly delayed DoorDash order even though the tester had specified cancellation was allowed only if he received a refund — costing him $64. Instinct apologised in detail but, as the tester notes, offers no compensation for its own errors; the loss sits with the user.

$64at stake
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HobbiesPartly worked

Someone put a backdoor in my website. The AI helped me clean it out.

He opened his site dashboard and found a plugin he never installed. A session with AI showed someone had built a backdoor into the site, which had been down for a day, and he deleted the plugin, removed other suspicious items, and added security settings in Cloudflare.

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

Concur AI booked my flight with my birth date wrong

Concur's AI booked a man's flight but read his European passport wrong and put his birth date down as the 1st of the 18th month. The flight ended up booked with the wrong birth date.

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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.