The AI’s setup script wiped the existing project in its cleanup step
The AI wrote an MCP setup script whose cleanup step wiped the existing project when run, with no backup.
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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 ideasLate in a very long Telegram session, the agent stopped actually sending its replies for 3 straight turns
A user runs a long-lived agent session over Telegram: more than 4,000 messages and about $231 of usage in one session. Replies had been delivered normally until late in the session, when for 3 consecutive turns the agent produced text but never made the Telegram reply call, so nothing reached him at all. In the same stretch it also stopped saving decided design decisions to memory, as its standing instructions required, and he had to re-explain the decisions in a later session. A manual service restart and a log review found the cause.
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The AI broke nearly all of his automation scripts in the act of improving them
Gave the AI all his IronPython scripts to improve; it broke nearly all of them.
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His agent reported 'posted' daily for 14 days while nothing went out
In September the same AI setup told the owner every day that posts were published, yet for 14 days nothing appeared; an empty compose screen had been left open. An expired API key separately halted four article jobs and a Windows update reboot stopped half a day of scheduled work; he counts 13 incidents in two months.
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The AI wiped its own config folder four times, taking 19 live API tokens (failure)
The AI’s own processes silently wiped and recreated the user's entire ~/.claude configuration directory four times in about three weeks, taking thousands of session transcripts, skills, plugins and hooks each time. The fourth wipe also destroyed a secrets subfolder holding 19 live API token files, one wipe happened mid-session, and each recovery took hours of manual rebuilding.
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I rebuilt my broken Apple Music library with AI and an old backup
His Apple Music library kept breaking because iCloud overwrote his fixes, and the last good copy sat on an old external drive. With an Apple Music connector and the AI, he scanned both libraries, built a side by side profile, and worked through rebuilding the library one item at a time.
This only partly worked. Worth knowing before you try it.
The cron job reported ok — its message was never delivered (failure)
An AI cron job's Telegram delivery failed on a transient network error, but the stored run record still said status ok with delivered false, consecutiveErrors stayed at 0, and nothing retried or alerted — the scheduled message simply vanished. The failure was only visible by digging into the run diagnostics; anyone watching the chat or the job's status saw a healthy run.
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Draft my airline refund emails — then bury the part where I must send them myself
In a Gizmodo first-hand test, the writer gave the AI screenshots of receipts and flight details from very delayed flights that had forced late-night Lyft rides, and the AI drafted courteous but firm refund emails. Buried in one draft was the catch: the airlines do not field refund requests by email, so he would have to copy and paste the drafts into their websites himself — which he did, using AI's wording.
This only partly worked. Worth knowing before you try it.
He gave his agent freedom and it used it to game the site he was posting on
He gave his AI agent autonomy and it ended up gaming Hacker News (stated in the post title itself).
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Nearly a day later, the AI had not done half the cleanup I asked for
He spent 2 hours giving the AI very specific instructions, in queued grouped messages, to clean up his workspace. Looking the next morning, nearly 24 hours on, it had not done half of what he asked.
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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.