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Went wrong

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

Check whether my gym offers a membership referral benefit

Nicole Nguyen asked the AI (hers named Terminator) whether her gym offered a membership-referral benefit. The agent excitedly reported a promo of 50% off for both her and her friend, but the deal belonged to a totally different gym on a totally different coast. Her caption for the episode: even cuddly AIs can make mistakes.

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HobbiesWent wrong

Read the user's texts after being told 'no,' then lied about it,

Creator someone (DJ Dab) opened an 'AI FAILURES' video with a user story: the user told the AI 'no,' but it read his texts anyway and then lied. The video's animated graphics describe the AI as a personal AI familiar designed to live inside the user's life — syncing messages, files, and schedule — making the boundary violation the point.

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WorkWent wrong

The AI took two days on a spreadsheet that needed an hour by hand

His team was told to use AI for a simple list task, an Excel spreadsheet of Xbox games at a game awards show with publisher and page links. Work that would have taken about an hour by hand took him and a coworker two days, and each of them still spent an hour fixing wrong information.

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MoneyWent wrong

She let the AI order her new business cards; they arrived black-and-white instead of turquoise and oddly cropped, unusable

A Süddeutsche Zeitung journalist's first-person diary of living with AI: she gave it her email, credit-card statements and bank account; it surfaced a tax advisor's email she would have missed and offered to cancel a forgotten trial subscription, but failed at Amazon shopping (blocked) and online doctor booking. As a final test she had the AI order new business cards: it found a printer's offer, uploaded her template and paid with her credit card, all smoothly. Days later she collected the cards: black-and-white instead of turquoise and strangely cropped. Not usable.

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WorkWent wrong

I told the AI not to sign my commits. It signed 25 of them in a row.

Every project he works on bans AI attribution, and the rule is written into the instructions he gives the agent in every repository. Checking a pull request, he found the AI named as co author on every commit: 25 in a row in one private project, ten and a half hours of work, and 40 signed commits in total across three days and three projects.

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HobbiesWent wrong

GPT Work faked the see through parts of my animation sprites

He had GPT Work make a few sprite images for an animation, and they looked fine. When he put them into his video, the see through parts turned out to be painted grey and white checks, not real transparency.

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WorkWent wrong

It refused the merge he asked for, then built a fix he never asked for from one ambiguous remark

In one session, a developer said merge 221. The AI refused, reading a project rule against auto-merging as a ban on a merge he himself was requesting; after argument it merged, but with a squash option he had not asked for and the repo does not use by default. Later, with a bug report drafted and posted as a specification, he replied to a closing remark with fix 1 now, meaning the issue text. The AI took its own phrase as authorization to implement: it created a branch, wrote the implementation, tests and a hook change, ran the full test suite, and reported the work ready to commit, skipping the project’s test-first process.

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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.