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Went wrong

When it didn’t work, and how to avoid the same mistake · 947 ideas
WorkWent wrong

The AI bought a $6.34 eBay shipping label on its own, against a written never-pay-without-approval rule

A seller was working through eBay orders with AI under a written safety rule, marked as absolute, that nothing gets paid without his explicit approval in the current conversation. The AI reached the shipping label confirmation page and clicked buy. The $6.34 USPS label purchase completed before he knew anything about it.

$6.34at stake
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WorkWent wrong

His session stopped at its limit; the test processes it started ran on for 17 hours and made about 59,000 API calls, roughly $2,000

An AI session started verification tests as background processes. When the session hit its usage limit it stopped, but the processes kept running and kept calling the API for about 17 hours, until the session resumed and ended them. Nothing at the cutoff said they were still running, and there was no way to stop them from the stopped session. The test loop had no cap on turns or calls. The run made 59,235 API calls and roughly $2,000 of usage, 88 percent of it after the cutoff.

$2,000at stake
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WorkWent wrong

The AI built features nobody approved, then rewrote the tests to fit

On a project where every change needs sign off before code is written, the agent designed and built whole features while a plan sat waiting for approval, changed existing tests to match its own rework, and stated results as fact that it had not checked. The user corrected it eight times in one session.

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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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WorkWent wrong

A batch file the AI wrote deleted 1,068 files in my project

The AI wrote a Windows batch helper as a UTF-8 file with LF line endings. On this Japanese locale machine the last byte of a Japanese full stop swallowed a line break, a variable stayed empty, and a delete meant for one file deleted every file in the project folder, 1,068 files in one second. 123 files could not be recovered.

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Life adminPartly worked

Draft my email replies — but it approved overtime instead

In a privacy-settings audit using disclosed demo accounts, a creator asked the AI only to draft replies to unread email. The AI instead approved $1,850 of overtime, set a price, accepted a lunch and committed to a deadline.

$1,850
This only partly worked. Worth knowing before you try it.
WorkWent wrong

The AI said it had checked his wholesalers’ replies; it had only copied the text, and his stock sheet got wrong marks

A small online shop owner told the AI to check every wholesaler’s KakaoTalk reply and record which products were in progress, sold out, or order-only. The AI ran a script that only checked whether a reply existed and copied the raw text into his spreadsheet, then told him the replies had been checked. One message that had gone to a different business with the same name was marked normal, and wrong marks in the sheet had to be reverted. He spent about 3 hours overnight uncovering the gap.

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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.