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Went wrong

When it didn’t work, and how to avoid the same mistake · 947 ideas
HobbiesWent wrong

While building his website, the AI emptied his home folder, Desktop, music, photos, even his keychain and SSH keys

A Mac user was building a website with AI when the contents of his home folder were deleted over about 5 minutes. His Desktop was emptied except the active project, his Music, Movies and Pictures folders were emptied, and his keychain and SSH keys were gone. Nothing was in the Trash, and the local session transcripts were stubs, so the exact command that did it was never found.

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HobbiesPartly worked

I asked the AI to erase my name from data broker sites

She asked the AI to erase her digital footprint. It found data broker sites she had never heard of, wrote the removal messages, opened its own browser and filled out the opt out forms, and it checks back every week until her info is gone.

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

Look up my real website and hashtag instead of inventing them

Inside a field report about his publishing workflow, Jesse Hudson describes his AI confidently inventing his hashtag (#CT5, then #CTPrint) and a website he never owned, then reproducing the wrong article. Only after he made it search did it find his real site, CTEFight.com, and the correct hashtag.

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WorkWent wrong

A dollar sign in my shortcut quietly broke my job scoring

One of his AI shortcuts had prices written out, like $10/hr and $1,200. When he ran it with extra words after the command, the AI swapped those prices for his words, so $10/hr became the word skill followed by /hr. No error, no warning. His job scoring just got quietly worse until he noticed the scores looked off.

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WorkPartly worked

One owner tried to run a whole business on agents. He logged 105 problems instead

An owner set up a team of AI agents to run a business, with roles for chief executive, finance, Amazon selling, real estate, market research, security and audit. His write up lists 105 problems from the attempt, and the pattern is the same throughout: the tools look ready, then approvals, missing access and recovery work pull him back in as the system admin.

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

The AI could not get past the payment page, so she gave up

Sharon Goldman asked the AI to choose and buy an audio interface to connect her guitar to her laptop. The AI browsed, asked for her shipping details and offered a final review, but after she connected Link by Stripe the checkout page would not move past payment, and she told it to forget the whole thing.

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HobbiesPartly worked

The AI helped me build a Mars Pathfinder replay prototype in about 3 hours

Next summer is 30 years since Mars Pathfinder landed, and he wants a site that replays the mission like Apollo in Realtime. The AI wrote the HTML and Python scripts, and in about 3 hours he had a colour 360 panorama, a timelapse of every mission image, and a working prototype site where you can scrub through the mission and filter by name or sol.

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

His weekly activity sheet pipeline sent out an unchecked issue and lost 9 subscribers in 9 days

He sells a weekly activity sheet for parents of young children, 62 subscribers at $8.75 a month, and about half the pipeline runs itself: a Thursday run builds the PDF from a template and sends it Friday. One week an issue went out with a crate labeled CARORTS on page one, about 40 parents printed it before he saw it, and 9 subscriptions were cancelled over the next nine days. He now holds every issue for his own read through before it sends.

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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.