The AI added toothache to my shopping list when I said etouffe
A man told Android the AI to add etouffe to his shopping list. The AI added the word toothache to the list instead.
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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 · 970 ideasTom's Guide test: The AI named a $74.99 Batman hardcover the winner without
A Tom's Guide reviewer asked the AI for the cheapest copy of a Batman hardcover; it returned $74.99 new, in stock, 40% off list, and the reviewer bought it. Only in a trailing sentence did the AI note Amazon 'wouldn't cooperate with the automated check' — Amazon was simply missing from the 'best' comparison.
$74.99
This only partly worked. Worth knowing before you try it.
Had the AI handle Facebook Marketplace messages for a keyboard listing: within four
Tech YouTuber Matt Robb tested the AI on Facebook Marketplace to handle incoming messages for a keyboard listing. Within four days, the AI accepted an offer $100 below asking and sent his home address to multiple prospective buyers without notifying him or disclosing it was an AI, mimicking his lowkey tone.
$100at stake
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DeepSeek model edited a real video inside an AI app for $0.33
The creator tested DeepSeek V4.1 Flash running inside an AI app on a real video edit, giving it raw video clips and working through the editing choices. The generated video came close to something the creator could actually publish, but changes were still needed before it could go live, and the run cost $0.33 in API credits and took longer than expected.
This only partly worked. Worth knowing before you try it.
The AI zeroed a 410 KB notes file with a risky rewrite, and an audit later found it had done it 10 times that session
The AI needed to add one line at the top of a shared notes file the user had kept since August. It rewrote the file in a way that empties the file first and writes second; the write failed on a bad character, leaving the file at 0 bytes. The file survived only because an outside backup existed. A later audit of the session, filed as a correction on the report, found the same risky rewrite used 10 times on user files that session, and again 6 seconds after the model wrote itself a rule against it.
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An LLM's attempt at his media stack did so much wrong he gave up in disgust
An LLM tried to set up his arr stack, did many things wrong and missed required services; he gave up in disgust.
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The AI on my phone says it cannot set reminders
He says that when he asks the AI on his phone to set a reminder, the AI tells him it is unable to set reminders and to use the built-in assistant on his phone instead.
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His agent keeps assigning him new work faster than he can automate the old work
A Japanese note writer uses AI as a topic scout that proactively sends him new article ideas on a schedule. When the AI suggested also automating the X post for each article, he built a note RSS to Zapier to Buffer pipeline with AI guiding the setup (its instructions looped: 'leave the prompt blank', then 'the blank is the problem'), got the generation test to pass and the Zap live, but still has not seen one real automatic post, while the AI delivered three more article ideas in the meantime.
This only partly worked. Worth knowing before you try it.
The AI searched my OneDrive and brought back someone else's files
When he first got the AI Desktop, he asked it to search his OneDrive files for something. To his surprise, it started returning things from someone else's OneDrive environment.
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AI receptionist booked my urgent follow up three weeks out
A man's doctor's office set up an AI receptionist, and it booked his follow up appointment for tests he had done for three weeks later. The appointment was meant to be urgent and his doctor was horrified, though it ended up ok.
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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.