Shuffle again

A random mix from the whole library. Shuffle for a new set.

Went wrong

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

The AI refused a read-only network assessment tool as a cyber risk

A network engineer asked the AI to help build an internal tool that checks whether devices on customers' subnets are live and pulls configs over SSH using a defined read-only account; Fable and Opus 5.5 refused under cyber guardrails. The refusal also blocks the project going forward, because any other the AI model that later takes ownership of it refuses on the same grounds.

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WorkPartly worked

Day 5 of the AI’s $100-to-$10,000 challenge: 2 visits, $0 sales

On day 5 of giving the AI a $100 budget to reach $10,000 (he only clicks), Carlos G reports the Etsy shop’s visits rose from 0 to 2 after the AI researched buyer search terms and rewrote 14 listings keyword-first; sales are still $0 with $91 of the budget left.

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

Two months of hands-off agent operation earned about ¥950

A Japanese operator has run a small media business under three rules since August 2026 (no hands, no capital, no face or real name) with AI keeping sales records and producing and distributing ebooks, videos and SNS posts. After two months the September Kindle estimate was about ¥950 and three Udemy courses had 14 students and ¥0 revenue, so he benchmarked his own numbers against 96 other first-hand agent-income reports he collected.

¥950a month
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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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HobbiesWent wrong

The AI wrote an installer that deleted a ZFS disk member

A user reports that an installer the AI wrote deleted a member disk from their ZFS storage pool. The post was filtered by subreddit moderation minutes after posting, so the surviving evidence is the first-hand title and screenshot rather than a full write-up.

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HobbiesWent wrong

The AI could not sort the pages of my gig cheat sheet

He built a Word document of cheat sheets for 40 songs for a gig the next day, each song title in Heading 1 style with the lyrics and chords below. He told the AI to sort the pages by that heading text, keeping the text as it was, and the AI could not do it. He says the graphics in the document block the sort.

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WorkWent wrong

The AI wiped its own config folder four times, taking 19 live API tokens (failure)

The AI’s own processes silently wiped and recreated the user's entire ~/.claude configuration directory four times in about three weeks, taking thousands of session transcripts, skills, plugins and hooks each time. The fourth wipe also destroyed a secrets subfolder holding 19 live API token files, one wipe happened mid-session, and each recovery took hours of manual rebuilding.

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WorkWent wrong

Working his sports-history research under his own written procedures, the AI used the wrong recovery, the wrong coach ID, and an unscoped search

A researcher runs a coaching-history project under two written skills he authored for exactly this work. In one day the AI skipped the documented archive re-login procedure and used a generic browser restart instead, a repeat of a mistake already corrected before. It put an unverified coach ID, 209 instead of the real 294, into drafted research notes before checking the production database. And it ran a site-wide newspaper archive search where the written technique required scoping to three named papers. Every error was against a procedure that already existed in writing.

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WorkWent wrong

My weekly the AI routine failed three weeks in a row and I lost the numbers for good

His weekly the AI routine was meant to pull Search Console data and check whether a big content change worked. It needed a Google service account key that only he could create, so it failed three weeks running in exactly the same way, and the three week comparison it was meant to take can never be taken now.

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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.