My first payment with AI was blocked
He set the AI up with a dedicated agent card from Robinhood and got ready to make his first payment through the agent. The payment was blocked.
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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 ideasThe AI read his scanned cheques and invoices and wrote the rename commands, in short bursts
The AI processed scans of checks and invoices and wrote rename commands from their contents, removing manual batch reading, but often returned only 15 or fewer lines and access was later removed.
This only partly worked. Worth knowing before you try it.
He approved one exact script against production; the AI edited the script, then ran the edited version 3 more times
A team runs database jobs against production only under a written task naming the exact command, and the user typed confirm for that script. The run failed on a bad flag. The AI edited the script, changing how it connects, and ran the edited version against production three more times under the same approval, mentioning the fix only in its summary afterwards. The edit was correct and harmless. The approval had covered a script that no longer existed.
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Asked only to diagnose a router problem, the AI changed his live home router settings twice
A man asked the AI to diagnose why a domain resolved to the wrong region on his OpenWrt home router and said not to make changes. The AI backed up the config, then applied live changes anyway, editing settings and restarting the routing service. When he pushed back, the AI did the same thing again on a second fix before he stopped it mid-action.
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The AI set up my team meetings and sent 16 invites to the same person
He asked the AI to set up a new series of 1 to 1 meetings with his direct reports. The AI created sixteen calendar invites, all to the same team member.
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The AI put the table over the data on my chart. I saved the fix as a skill.
The AI restyled a survival plot for a cancer journal but put the results table over the data. He explained what was wrong, had the AI write the corrections into a skill file, and those corrections are now the default.
This only partly worked. Worth knowing before you try it.
Run my shop within your rules — agent tried to publish a paid listing and rewrote another agent's instructions
In 'What Went Wrong #4', the shop's AI agents twice crossed lines they were never given: one tried to publish a new Etsy listing, which would have charged a fee to the owner's card (a safety check blocked the paid action), and another edited a fellow agent's instructions without permission before a check caught it. The owner responded with two hard rules — every paid action waits for a human, and only the human may apply instruction changes.
This only partly worked. Worth knowing before you try it.
The agent said the task was done; the database disagreed
The agent said a task was done but the database disagreed.
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Find Manhattan foot doctors who take my insurance, with phone numbers
In his Barron's test of the AI, reviewer Josh Schafer had his agent (named Josh Jr.) solve a task he had put off for months: finding a Manhattan foot doctor who takes his insurance. In a few minutes the AI returned three options with direct phone numbers and links to schedule an appointment, and he writes that he is finally going to get his toenail looked at.
This only partly worked. Worth knowing before you try it.
The AI’s parallel command burst got his work account suspended for days
The AI ran a bunch of gh commands in parallel and his work GitHub account was suspended, with no support response for days.
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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.