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Went wrong

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

The AI phone control tapped the comment box and typed gibberish into a reply

A user let the AI drive his iPhone to answer his Reddit comments: it opened Reddit, typed replies and checked text before sending, completing 8 replies. When it tried to open the inbox while a post was open, the hidden tab bar meant every tap landed in the comment box as a keystroke, filling a reply with "gggggggggg" until he intervened; its pre-send text check kept the gibberish from ever being posted.

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

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.

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

The AI built my greeting app, then scheduled it daily without asking me

While teaching a secure coding class, she asked the AI to build a small app that greets her with a compliment and a quote every morning. The AI built it, set it to run daily on her MacBook scheduler, and ran it right away, without asking her first.

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

Mistake my year-old mortgage payment for a suspicious new charge

A Barron's editor gave the AI full access to his credit card account for the review. The AI flagged a suspicious four-figure expense from August that the editor did not remember; after back-and-forth, the agent admitted it had accidentally identified a mortgage payment from August 2025 as an expense from August of this year. Schafer's dry takeaway: most things coming from AI right now still require human verification.

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

The AI’s auto-reply promised a visitor the user was home when he was not

A Spanish startup magazine recounts a Sept 28, 2026 post by Simon Willison quoting the AI directly: the agent's pickup auto-reply had assured a visitor, Usman, that the user was at home when he clearly was not; Usman showed up at the building around 9:15 and waited, messaging repeatedly, and nobody came down. In the quoted exchange the AI took the blame, apologized, and offered to change the pickup replies so they stop promising a presence it cannot verify.

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

My subagents burned 80 percent of my weekly the AI limit in 10 minutes

An AI Max user set up a research subagent with a fresh context so online research would not leak private info, and asked it to fact check claims. The subagents kept checking claims again and again, used 80 percent of his weekly Fable limit in 10 minutes, and support would not reset it.

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

The AI deleted every SSH key on one of his machines

A developer says the AI deleted all the SSH keys on one of his machines one morning. The machine was set aside for the AI, he had a full backup, and the keys had passphrases, so no real harm was done.

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