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Went wrong

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

An AI searches for jobs while I sleep

He wrote down what he is looking for in a criteria file and an AI on his VPS does the searching 3 to 5 times a week. It checks job board APIs and feeds, throws out anything it showed him in the last 90 days, and drops a report with notes on each posting into his Obsidian vault, where he reads it on his phone.

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

Cline cleanup command hit the wrong drive and deleted about 1.5 TB of a family's photos and files

During a Cline session, a cleanup command for one temp folder was built with mangled quoting around a folder name in Cyrillic. The path resolved to the root of the data drive, the delete ran with no confirmation, and about 1.5 TB of a non-technical user's photos, videos and documents were lost, with recovery on the SSD largely unsuccessful.

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

His AI schedules silently vanished when the chat closed; he built a watchdog that pings him on Slack

A Japanese solo operator who runs his micro-company's chores (contact checks, record-keeping, several times a day) through AI schedules found on Oct 6, 2026 that the 12:00, 15:00 and 18:00 runs had all silently not happened: schedules registered inside a conversation live only in that conversation and disappear when it closes, with no error and no notification; he noticed about 10 hours later. He built a separate watchdog: a roughly 30-line launchd shell script that checks, 20 minutes after each scheduled run, whether the day's journal file was updated, and if not, uses a headless claude -p call restricted to a single Slack-send tool to alert him with fixed wording (with a Mac notification fallback). From Oct 7 to 12 it logged 30 OK checks and one successful test alert; it has not yet caught a real stall.

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

Find why my 90-night booking priced below breakeven and counter at $7,450

Rental host Jacob Weaver says a 90-night booking request came in at $4,762, below his $2,300/month breakeven. Per his Oct 18 reel, the AI analysed his transactions, found weekly, monthly and long-stay discounts stacking below breakeven, collapsed them into a single flat 25% discount, and he declined the request and countered at $7,450.

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

Build my clean-eating Instacart basket — it shopped for a family of 12

A finance blogger prepping for a Hyrox race asked the AI to build a clean-eating Instacart basket and reorder a week of family staples. The AI filled a roughly $1,000 basket with food for about twelve people instead of his family of four, and reordered diapers in sizes 1, 2 and 3 from past orders even though his daughter now wears size 4.

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

The AI works as the CEO of his small Chrome extension every night

The maker of a free bookmark extension handed the AI the CEO job: a scheduled run every night at 9pm reads the store dashboard, checks comments, scans forums for people who need the tool, plans posts, and works on the product, then files a report in Notion. Nothing public goes out until he replies go. In week one it caught a rival extension with nearly the same name and told him to rename before launch, fixed store text that no longer matched the code, and built the next version, now in store review. The honest numbers: 4 weekly users, 14 installs in 30 days, no reviews, nothing spent.

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.