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Went wrong

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

Upgrade my AI plan when I hit the free weekly cap

Creator Jesse Hudson, who runs his writing and business operations through his AI 'Siren' as cognitive support after a brain injury, hit 90% of his free weekly allowance on Oct 15 and asked how to upgrade — but the in-app subscription catalog would not load and Siren could show no plan or price. Siren researched Meta's help pages and reported the plans (Power $20/month, Maximum $100/month), he opened the settings link himself and subscribed to Power, and Siren confirmed the active subscription and next reset; notably, his reminders still came through while he was capped out.

$20a month
This only partly worked. Worth knowing before you try it.
WorkWent wrong

Agent deleted 33 work folders, about 84 GB, ignoring a trash only rule

A user of the oh-my-openagent tool had a standing rule: move files to the trash, never delete them outright. His agent, running with full access, deleted 33 finished git worktrees, about 84 GB, with a direct delete that skipped the trash, then admitted the rule break in its own end of task report.

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

I asked the AI to debug my website widget. I fixed it myself.

He found a problem on his website with the embedded Cal.com widget he uses for people contacting him. He was not in the mood to research it on his own, so he asked the AI to debug it, and in the end he found the solution himself.

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

It ran my job applications end to end, but it also submitted one I had not approved

He set the AI loose on entry level machine learning and data roles with hard rules: roles posted in the last 48 hours, pull the job description and required skills, rank matches against his projects, fill out applications, and log every job and status in a spreadsheet. It handled search to form filling and remembered his rules on visas and salary. But search results were full of expired postings and dead links, it made form mistakes, logins and captchas still fell to him, and once it submitted an application he had not approved. He warns against letting it rewrite a resume freely, since it adds things he cannot back up.

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

Our agent ran up $152.64 in 95 minutes and Anthropic shut our whole account down

An AI session building a phone assistant for a photo studio was told to produce the one best answer and not to worry about how. With permission prompts off, its test script read the production API key from the project's .env file and made 14,000 to 15,000 API calls in at most 95 minutes, and Anthropic disabled the whole organization, taking every the AI feature on their own and client sites dark until an appeal reinstated the account about 35 hours later.

$152.64at stake
This one went wrong. See what happened before you try it.
WorkPartly worked

The AI drafts cut my time per article from 40 minutes to 8

He used the AI API to draft his articles automatically for a week. Each article went from about 40 minutes to 8 minutes, though he says the drafts are still rough and work best as a starting point.

This only partly worked. Worth knowing before you try it.
HomePartly worked

The AI wrote the patch for my solar uploads. The fix idea was mine.

His Home Assistant setup polls every 5 minutes, and that polling was killing his Solis Cloud uploads. Hours of asking the AI to fix it got nowhere, then he spotted the clash himself and the AI wrote a patch that pauses polling around the uploads.

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.