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Went wrong

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

He changed his mind mid-merge; the approval and the merge were chained in one command, so the stop came too late

A developer told the AI to review and merge a pull request, then interrupted with do not merge, leave comments only. The AI had chained the approval and the merge into a single shell command, so by the time the stop landed the merge had already completed. Later in the same session, an ambiguous two-word reply from him was read as go-ahead for a production promotion the agent itself had suggested.

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

I gave it 30 days to make $100 from nothing; on day one it shipped a live game deals service

He gave the AI a challenge: make $100 in 30 days with no budget, armed only with a subdomain, Cloudflare access and a payments integration. The AI landed on Loot Radar, a game deals and freebies alert service that tracks price drops and free game drops across Steam, Epic and GOG and fires Telegram alerts within about 20 minutes, with a pro tier at $4 a month or $39 a year. The site is live and taking sign ups, payments wired. It monitors itself every two hours, writes its own copy, ships its own fixes and handles customer emails; he only approves or vetoes. The $100 itself had not landed yet on day one, so the outcome is partial.

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

I asked the AI to erase my name from data broker sites

She asked the AI to erase her digital footprint. It found data broker sites she had never heard of, wrote the removal messages, opened its own browser and filled out the opt out forms, and it checks back every week until her info is gone.

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

Hunt my lost 401(k) through twenty years of mergers with AI

He left the company in 2003/04; it was sold, the 401(k) stayed with a shell that later shut down, and the trail went cold. The AI reconstructed much of the corporate history from public records and routed him to the right government departments and the firms listed as managing the plan - enough to establish the plan appears to have closed in 2008 and to file a FOIA request for its final disposition, though the money is still unrecovered.

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

An AI searches for jobs while I sleep

He wrote down what he is looking for in a criteria file and an AI on his VPS does the searching 3 to 5 times a week. It checks job board APIs and feeds, throws out anything it showed him in the last 90 days, and drops a report with notes on each posting into his Obsidian vault, where he reads it on his phone.

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

Keep my household AI workflows running as sites block agents

Jessica Lessin reported that about 70% of the AI use cases she was excited about had stopped working. Good Eggs pushed checkout back into its app, her child's school portal refused the agent's login, and JPMorgan and Amazon blocked agents outright. Segment starts at 15:16.

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

My home agent told Meta's agent something personal about me

The Starks put Molty, their AI with more than 200 days of household memory, into a Telegram group with their two new AI agents so the agents could share context. Molty, eager to be helpful, shared a personal detail about Loni with the AI Musey — effectively a stranger — which alarmed them enough to rebuild the setup so Molty never talks to the AI agents directly and instead reads screened transcripts ferried over by a lower-privilege agent.

This one went wrong. See what happened 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.