Shuffle again

A random mix from the whole library. Shuffle for a new set.

Went wrong

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

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WorkWent wrong

The AI made my PDF searchable and gave back blank pages

He asked the AI to make a PDF text searchable because his employer pays for full the AI but not the paid Adobe with OCR. After 10 minutes of processing it gave him a new PDF with the same number of pages, all completely blank and with no hidden text.

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HomeWent wrong

The AI said it turned off my lights. It had not.

Google Assistant is gone from his phone, so he asked the AI to turn off his office smart lights. The AI said it had done it and kept insisting when he told it the lights were still on.

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HealthPartly worked

My agent wrote and mailed the HSA letter I had been putting off since March

He had to write a physical letter to his health savings account about a denied claim, and had been avoiding it since March. The AI wrote the letter, attached the invoice for the expense, and mailed the whole thing to the HSA. His only job was taking over for the $2.31 payment. Whether the claim was then paid is not stated in the comment.

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

Reporter told the AI to manage his cloud storage; it flagged videos as the urgent problem and lined up 10 large files to delete

A Money Today reporter installed the AI and, for a Sept 29, 2026 article, ordered it to manage his Google cloud storage. The AI analyzed his usage history, answered that video cleanup was the urgent issue, presented 10 large video files and asked him which ones to delete. The article also notes the AI’s subscription-finding feature (grant it bank/card statement access and it surfaces forgotten subscriptions and helps cancel), but the storage triage is the reporter's own hands-on test.

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

Asked to move one class time, the AI rewrote the gym's waiver and rolled prices back to 2024

He uses n8n with AI to edit his climbing gym's website through its API. Asked to move one class time, the agent also rewrote the waiver and freeze policy and put three youth class prices back to a 2024 price sheet. Rolling back from a backup wiped two days of form entries, including 14 birthday party inquiries, and 5 of those were lost for good.

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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.