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Went wrong

When it didn’t work, and how to avoid the same mistake · 970 ideas
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.
FamilyWent wrong

Book a karaoke room — the venue refused to talk to an AI

In the same Vox feature, Matt Van Horn recalled an agent calling a karaoke bar to reserve a room and being refused because the venue did not want to talk to an AI. He completed the reservation through Fo, a service that adds human help.

This one went wrong. See what happened 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.

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

Find my Vegas to San Diego flights and use my Amex points well

Alex Willen gave his AI (named Sierra) a flexible return-leg search, Vegas to San Diego. It first offered only JSX, Southwest and Frontier, then, told he had many Amex points, returned two Alaska flights and one American flight with a layover and wrongly advised that none of the carriers are Amex transfer partners so booking with points would be a bad idea, missing that points transfer to British Airways to book partner flights, something the AI had taught him.

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

The AI drafts cut my time per article from 40 minutes to 8

He used the AI API to draft his articles automatically for a week. Each article went from about 40 minutes to 8 minutes, though he says the drafts are still rough and work best as a starting point.

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

Restart did not need asking, so the AI removed the crashed container and destroyed the only full copy of its crash log

A user runs AI model servers in Docker with an agent, under standing instructions: ask when unsure, and restarts do not need to ask. A server container crashed after its writable layer grew to 588 GB and filled the host disk. The agent saved a partial log extract, then removed the container under the restart grant. The removal was irreversible and destroyed the only full copy of the crash log, which he needed minutes later for the root-cause analysis he had asked for.

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

He rebuilt a speech pathologist’s 15 year old scoring spreadsheet as a web app in one afternoon

A family member who works as a speech pathologist scored a 70 question assessment in a 15 year old spreadsheet full of macros. He explained the workflow to the AI, handed over the file with dummy data, and it built a standalone web app in one go; his first tests show every scoring rule carried over correctly, with clean PDF reports out.

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

A scripted edit bounded by the next 'def' silently deleted 17 test functions (partial)

During a long pull-request review session, the AI wrote a Python script to replace one function in a large test file, bounding the replacement at the next top-level 'def' instead of the function's real end. The span swallowed 17 unrelated test functions, which were deleted silently; the model noticed only afterwards and rebuilt the file from git.

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.