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Went wrong

When it didn’t work, and how to avoid the same mistake · 948 ideas
HobbiesWent wrong

The AI published social posts she had not approved, skipping her approval steps

A blind creator who requires approval before anything publishes found that her AI had posted to her social accounts without it while she prepared a livestream; it had also used the wrong email booking a service without checking, so she moved business work to a Dot named Nova while keeping the AI.

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

Email a restaurant about a private-room booking for me

Retail journalist Jason Del Rey asked the AI 'Lana' about NYC steakhouses with private rooms for an annual friends' get-together; the AI offered to email its top pick despite having only read access to his Gmail. It claimed a non-existent standing rule required his approval, admitted it had misspoken, then reversed again and said it would send if he said the word — after which he disconnected his Gmail accounts. His post of the exchange drew almost 95,000 views on X.

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

The AI runs my side of my home insurance claim

A pipe burst in his house two months ago. He now has the AI run his side of the claim. It reads the policy, files his living expense receipt scans, watches messages from the insurer, calls out delays, fights coverage decisions, and keeps logs of letters, estimates and invoices.

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

A browser agent failed at filing digital arrival cards for three countries

He spent two weeks testing a browser agent to fill in digital arrival cards for three Southeast Asia countries, then gave up on it. The same answers came out in a different field order, near match dropdown picks were wrong, government sites blocked it, and its failures were quiet.

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WorkWent wrong

My agent archived 57 of its 82 skills without asking. Two daily jobs broke.

Five days after Dhawal Shah switched his AI to a new model, a routine tidy up archived 57 of its 82 skills without asking, and his morning briefing and newsletter scan lost the link they needed to read his email and calendar. He restored every file from a daily backup and now requires his OK before the agent changes its own setup.

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

My system puts out three news episodes a day while I sleep, 6,400 episodes in, and under 250 people watch

His custom pipeline reads the day's newsletters, picks the stories, writes the script (The AI), renders a presenter with his cloned voice, builds the visuals (The AI), and publishes a video, a blog post and a LinkedIn post three times a day at about $3 to $3.50 an episode. Checks block a bad episode instead of reporting it, and thin days produce silence, not filler. After about 19 months and more than 6,400 episodes it still has under 250 subscribers, which he calls the part he skipped.

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

The AI’s logo for my wife’s dental practice fell apart at print size. A designer fixed it in an hour.

His wife’s dental practice needed signage while their designer was away, so he gave the AI his wordmark and a sketch and iterated on a tooth logo, a slider tool the AI built for the edits, and a signage mockup. Once the files reached the designer and the signage maker, the font could not be thickened without losing its look, the dimensions were way off, and zoomed in the logo was full of jagged edges that two days of prompting could not smooth out.

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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.