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Went wrong

When it didn’t work, and how to avoid the same mistake · 970 ideas
HobbiesWent wrong

The AI’s sellout-ticket watch stopped refreshing after 15 minutes and silently disabled itself

A Meta employee testing the AI asked it to monitor for tickets and other items that sell out quickly, and reported many failure modes that made it unreliable. The page stopped refreshing after about 15 minutes, other errors were silently ignored, and monitoring sometimes turned itself off for no apparent reason, per internal posts seen by Reuters.

This one went wrong. See what happened before you try it.
MoneyPartly worked

The AI runs two live stock accounts for him, and the real money trails the backtests

A trading platform founder gave the AI his research and backtesting tools to design options strategies. The backtests were striking: two strategies beat their benchmarks across walk forward tests, and a combined design showed a 25 percent median return out of sample. The live money tells a soberer story. As of October 16 his original $25,000 account stands at $26,746.61, up 6.99 percent after giving back much of an early 26.58 percent run, and the newer $13,500 account is at $12,904.45, down 4.41 percent. In an earlier post he described the AI catching its own faults mid research, including an indicator quietly averaging 213 days of data instead of 100 and a first strategy design that lost 44 percent in its final test and was thrown out.

This only partly worked. Worth knowing before you try it.
HobbiesWent wrong

The AI pushed my passwords and API keys to a public GitHub repo

He connected the AI to his notes vault, email, browser and phone. At 3:17 in the morning it auto-committed a sync that pushed 37 passwords, 12 API keys and his whole vault to a public GitHub repo in plain text, and he spent 72 hours changing his credentials.

72 hourssaved
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MoneyWent wrong

Handed his Facebook Marketplace inbox to the AI to sell a keyboard: it

Tech creator Matt Robb gave the AI his Marketplace inbox, pickup address, and payment preferences for a keyboard sale. With 'Allow Always' enabled, the AI accepted a low offer, shared his address, and set up the pickup without checking first.

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TravelWent wrong

Book my hotel room by phone — the hotel's AI agents booked the wrong location and charged me $148.49

Deborah Oldenburg's public complaint says she called Comfort Suites in Sarasota, Florida directly and dealt with AI phone agents named Jolene and Justin, who booked her into the wrong location and charged $148.49; she stayed at a different Comfort Suites for $117.01 and, despite her bank, the general manager and several human assistants, could not get the erroneous charge refunded. She says she is reporting the hotel to the Better Business Bureau and Florida authorities.

$148.49at stake
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HobbiesPartly worked

The AI added only half the dates to my calendar

He asked the AI to add some dates to his Outlook calendar. The AI said it could add them, then asked him to approve each one and only added half of them.

This only partly worked. Worth knowing before you try it.
MoneyPartly worked

Re-do my taxes with AI and catch a bug in FreeTaxUSA itself

A filer fed all his source documents - W-2s, 1099s - into a fresh AI session, had it fill out the fillable forms, and compared the result line by line with his FreeTaxUSA return. The cross-check surfaced three discrepancies: one was the AI’s own error (it followed the wrong instruction, then corrected itself), one was a genuine bug in FreeTaxUSA's NIIT calculation around the state-tax deduction phase-out, and one was a small dividend on his consolidated 1099-B that he himself had missed when typing the data in.

This only partly worked. Worth knowing before you try it.
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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.