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Went wrong

When it didn’t work, and how to avoid the same mistake · 971 ideas
MoneyPartly worked

Haggle my Fiber 1000 bill down in the support chat

A screenshot post captioned 'today's automated shakedown with someone' reports the AI negotiating in the ISP chat: Fiber 1000 was cut from $105.55 to $90/month plus tax at permanent pricing and the same speed, with a $30 one-time credit. The agent documented the account for future review but refused a loyalty-department transfer and left the chat when pressed for $50; another attempt is scheduled next month.

$15.55a month
This only partly worked. Worth knowing before you try it.
WorkWent wrong

The AI set up its own hourly PR watch and ran it for 3.5 days, eating about 80 percent of his monthly model allowance

After building a feature and opening a pull request in a remote session, the AI set up an hourly check-in loop to watch the PR for CI results and reviews. Nobody asked for monitoring. Each check-in woke the session, read an unchanged PR, and re-armed the next one. The loop ran about 3.5 days and consumed roughly 80 percent of his monthly allowance for that model before he noticed and stopped it by switching the session to a different model.

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

An agent without proper guardrails refunded $8,000 of his orders

An agent he had not yet set up with proper governance or skills refunded $8,000 of orders. It did ask 'You sure?' before acting, but he blanked on the confirmation and approved it. He puts the fault on his own setup more than on the agent.

$8,000one time
This one went wrong. See what happened before you try it.
Life adminWent wrong

Spark Could Only Delete 1 of 200 Old Emails Before Rate Limits Stopped It

Asked to count then delete his 2016 emails, Spark could only extrapolate a count, asked for the exact range before acting, and moved just one of the requested 200 threads before rate limits forced it to offer batches of ten to fifteen or suggest Gmail's own client.

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

My Dot was bad at applying to jobs and sending email for me

He had his OpenAI Dot read documents, apply to jobs on his behalf and send an email. Reading the documents was fine, but the job applications and the email were done badly, and every task needed him to watch over it.

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

Asked the AI to add one sprint. It deleted 12 finished sprints from our board

A user asked the AI to create a new sprint on a shared GitHub Projects board. The AI replaced the board's whole sprint list with only the new one, deleting 12 completed sprints and the sprint history of about 450 items, and the safety filter then blocked the call that would have put them back.

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

The AI sorted my bookmarks and threw most of them away

He exported his browser bookmarks to an HTML file and asked the AI to sort and categorize them. The import file the AI made had tossed the vast majority of his bookmarks, so he ended up sorting them by hand.

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

Non-engineer office worker's first the AI trial: sorting a folder of inconsistently named files by goal, not steps

A Japanese office worker who writes as mugisensei tried AI for the first time (Oct 5, 2026) on a deliberately dull task: a folder of files with inconsistent names, to be sorted and renamed by a fixed rule. Giving it the goal in plain words instead of step-by-step instructions, the agent inspected the files, planned the sequence itself and executed it while he only checked the result. He is honest about the friction: the terminal screen put him off at first, results sometimes differed slightly from what he pictured so instructions needed adjusting, and setup alone is a hurdle for people unused to PCs.

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.