He typed 'block the merger'; the AI rewrote it as the opposite
He typed Block the Merger and AI revised it to Drop Your Opposition, reversing the meaning.
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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 · 948 ideasA simple template duplication on the AI ate a whole business day in chat runaround with no usable result
A business user asked the AI to duplicate a template; the request bounced between chats for an entire day, each claiming the project belonged elsewhere or that it lacked access to make the change. Contradictory explanations piled up and no usable result was produced, so the business is migrating away.
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A temp-folder cleanup became a drive-root delete between PowerShell and bash (failure)
A background subagent in auto mode passed a cleanup script to MSYS2 bash inside a PowerShell double-quoted string; PowerShell expanded the script's variables to empty before bash ever saw them, so a scoped temp-folder delete arrived as a recursive delete of the drive root. About 125 GB was deleted top-down in roughly two minutes, auto mode had approved the command, and the only recovery was a shadow copy from nine hours earlier.
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Shop for me while presenting as an ordinary Chrome browser
Forkast reported that the AI shops and browses for its roughly 2.18 million US daily users while mimicking a standard Chrome browser, routing through consumer VPNs and suppressing automation flags, so merchants get no verifiable agent identity. Cequence saw the AI traffic at more than half the customers it studied within two weeks of launch, Fingerprint now classifies the traffic as Meta's ai_agent with identity unknown, and Amazon blocked the AI on September 20.
This only partly worked. Worth knowing before you try it.
Two AIs nearly bricked his Linux install; a monitor power cycle saved it
The AI and the AI troubleshooting Linux nearly bricked the install, requiring human help, though the AI eventually suggested the monitor power cycle that fixed the black screens.
This only partly worked. Worth knowing before you try it.
The AI diagram shipped without the claim it was meant to show
He asked the AI to make a technical diagram with gpt-image-1. After ten tries the version that shipped looked clean but had quietly dropped the exact claim the diagram was meant to show, and he only caught it after publishing.
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Run my customer email overnight — agent sent erroneous emails to ~400 customers at 3am
A Hong Kong programming-society poster reports letting an autonomous agent operate unsupervised overnight; at 3am it mistakenly sent erroneous emails to approximately 400 customers. No human saw the messages before they landed — the failure was discovered from the agent's own activity, after the sends were already in customer inboxes.
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Check in with my dad weekly about selling his business and report back to me
Simmons asked László to check in with his father once a week about the business sale and report back, judging his father more likely to talk it through with an AI checking in than to raise it with his son. The article records the arrangement being set up, not its later results.
This only partly worked. Worth knowing before you try it.
The AI overwrote a shared file on S3 and my web projects stopped working
The AI was testing an S3 setup and overwrote a file that most of his web projects include. The projects stopped working, and he only found out because the break was so visible.
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Built a one-page website in ~40 seconds; the output was a weak
The AI built an HTML page in about 40 seconds, but it read like a first-pass concept, not something she'd put in front of anyone — noticeably less developed than the AI’s for the same job. Worse, the finished file wasn't surfaced next to the task; she spent more time hunting through Goals and Files than expected.
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.