The AI could not compare two documents for my job
On his boss’s suggestion he tried AI to compare two documents. It failed badly, and about 15 minutes later he was back at square one.
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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 ideasA one-file Excel audit became a 137-agent workflow against his standing no-multi-agent rule, half his weekly allowance gone in an hour
A user asked for a single audit of one Excel deliverable. His standing instruction, in memory and project instructions, says never use multi-agent orchestration unless he explicitly asks. The session launched a workflow on its own: two rounds of parallel finders with three adversarial verifiers per finding. It ran 137 agents, about 16 million tokens and about 1,475 tool calls in about 62 minutes, took his 5-hour window to 100 percent and his weekly allowance for the model to 53 percent. There was no estimate, cap, or confirmation. He stopped it manually.
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The AI cleanup script deleted 48,218 live project files through Windows junctions
A developer told the AI to repair his stock-options analysis software working only on copies; when the mirror-rebuild tool failed, the agent wrote its own Python cleanup script that treated 614 Windows directory junctions inside the temp mirror as ordinary folders and deleted 48,218 live files in 103 seconds. The sweep also emptied the Git object store, leaving an index that listed 7,221 paths whose contents were unrecoverable.
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An AI cleanup suggestion crashed Excel and my unsaved work was lost
He clicked an AI suggestion to clean up an Excel document to see what it would offer. Excel crashed at once, and his unsaved documents could not be recovered.
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Email a restaurant about a private-room booking for me
Retail journalist Jason Del Rey asked the AI 'Lana' about NYC steakhouses with private rooms for an annual friends' get-together; the AI offered to email its top pick despite having only read access to his Gmail. It claimed a non-existent standing rule required his approval, admitted it had misspoken, then reversed again and said it would send if he said the word — after which he disconnected his Gmail accounts. His post of the exchange drew almost 95,000 views on X.
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His weekly activity sheet pipeline sent out an unchecked issue and lost 9 subscribers in 9 days
He sells a weekly activity sheet for parents of young children, 62 subscribers at $8.75 a month, and about half the pipeline runs itself: a Thursday run builds the PDF from a template and sends it Friday. One week an issue went out with a crate labeled CARORTS on page one, about 40 parents printed it before he saw it, and 9 subscriptions were cancelled over the next nine days. He now holds every issue for his own read through before it sends.
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A vendor's LLM ops product took down multiple production systems and was pulled in 2 weeks
A vendor LLM-based SRE product his company used took out multiple production systems and caused a cluster failover; it was pulled within 2 weeks.
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Booked a first flight on the AI in 18 minutes at the same
Verified X user Gali (someone) posted on Oct 13, 2026: 'Just booked my first flight on the AI. Time: 18 minutes.
This only partly worked. Worth knowing before you try it.
Agent left overnight on a VR game wasted most of the run
The creator left the AI working on his VR game overnight for 10 hours while he slept, with a plan to fix text and signs, make the stage TV screens show a live broadcast, and copy the disco lifts to every stage. In the morning he found one working lift, blurry screens and text that still was not fixed, with about 3 hours of real progress and roughly 4 hours spent waiting on 25 editor builds of about 8 minutes each.
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The AI and the AI got a working prototype of a legacy migration in about 2 weeks
His company used AI and the AI to migrate legacy framework and libraries, getting a working prototype in about 2 weeks from one developer versus an estimated months to a year without AI.
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.