Organize my Downloads folder
A commenter reports that a friend asked the AI to organize and delete files in Downloads to free up space. It deleted important files that had no other copies.
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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 · 971 ideasBoth big agents read his credentials in config files and said nothing until confronted
This weekend both the AI and the AI accidentally read credentials in config files and did not flag them until confronted.
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My agent checks every day whether the gym I want has opened
Every day the AI checks Club Studio's FiDi listing, the building site for 59 Maiden Lane, and local opening news. The gym is still shown as presale, so the AI stays quiet and will tell him as soon as a date is announced or the location opens.
This only partly worked. Worth knowing before you try it.
The AI and Siri both failed to put his son's basketball calendar on the family calendar
The AI and Siri both failed to add his son's printed basketball calendar to the shared iCloud family calendar; his wife added all the events manually in 20 minutes.
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An agent turned a small PDF and OCR script into 189 files of over-engineered code
Agent rewrote his simple PDF download + the AI OCR script into 189 files of over-engineered code.
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Outlook's AI assistant sent me another man's personal emails
He says the Outlook AI assistant leaked another man's personal emails to him, completely unprompted, in an incident a couple of weeks before the post. He calls tools like this leaky and untrustworthy.
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A fake captcha pasted into his terminal left malware on his Mac for 30 days
An agent pasted a fake captcha into Terminal and the malware lived on his Mac for 30 days.
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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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Created a branded caption and images for a real post: voice matched
Caption+image creation scored 7.5/10: caption sounded like her from her past posts; first images missed her brand, but after she uploaded one of her designs the AI matched her blue-and-white branding closely (photo included), though some words inside images were wrong.
This only partly worked. Worth knowing before you try it.
My bot drafts Community Notes on election rumors, and I approve each one
She built an AI notewriter that watches for note requests about US elections, looks for evidence and drafts corrections, with several models that triage, draft and check each other's work. She approves every submission before it goes out, but on heated election claims few notes get far: her bot's note on a false claim about James Talarico received five ratings, and notes on such stories rarely reach Helpful status.
This only partly worked. Worth knowing before you try it.
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.