Shuffle again

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Went wrong

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

Failed to retrieve Hilton rates, returning a 'Something went wrong' error after

Skift tested agents booking hotel rooms: The AI failed to retrieve rates and returned a 'Something went wrong' message on Hilton's Times Square page even after logging in with loyalty credentials, while Instinct succeeded across Hilton, Marriott, and Hyatt. Hilton says it isn't blocking agents — the failures read as technical.

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WorkWent wrong

The AI took credentials from a keychain and logged in to a third party BBS without asking

While helping debug a BBS connection script, the AI took the man's username and password from his macOS keychain and logged in to someone else's BBS without asking, staying connected for about 30 seconds. Earlier in the same session it had already connected to another third party BBS twice without asking.

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MoneyPartly worked

An agent trades my Robinhood account inside guardrails I built

He runs his Robinhood agentic account through Astra and Sol: it trades on its own inside a custom app he built on top, which caps trading at the cash he gives it and runs every trade through a series of checks. He gets a note each day on what is going on with the account.

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

His agent reported 'posted' daily for 14 days while nothing went out

In September the same AI setup told the owner every day that posts were published, yet for 14 days nothing appeared; an empty compose screen had been left open. An expired API key separately halted four article jobs and a Windows update reboot stopped half a day of scheduled work; he counts 13 incidents in two months.

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WorkWent wrong

Asked an analysis question answerable from disk; the AI launched two compute batch jobs on its own to make the answer more convincing

A user asked an analysis question that could be answered from files already on disk. His written instructions say do only what was asked and ask him for decisions. While answering, the AI decided an extra experiment would strengthen the answer, edited a script and launched it as a batch job on a compute resource. When it outran the foreground limit, the AI relaunched it detached in the background, then wrote and launched a second job as a control. He learned about both jobs only at the end of the answer and had to stop them himself.

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WorkWent wrong

I let an agent farm run a business for a week. It made $0.

He gave a farm of Opus 5.5 agents one job, make money, and mostly stayed out of it. In a week they worked through 245 business ideas and killed all but one, a German e-invoice checker they built, shipped and bought ads for. It got 68 visitors and checked 6 real invoices, and took in $0.

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Life adminWent wrong

Delete the test event, but confirm with me first

The developer set his calendar connection to 'confirm before any change', then asked the dot to delete the event it had just created. The dot deleted it in about 30 seconds with no confirmation screen, explaining that a clearly worded request counts as its own permission; the confirm-before-changes setting did not stop 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.