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 · 970 ideas
MoneyWent wrong

A reset with no backup wiped my whole portfolio to zero

Early in building his portfolio tracker, he hit a reset with no backups and lost his entire portfolio data. It was unrecoverable. Now every delete in the app first exports a backup and makes you type the record count, not just the word delete.

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

Check my unanswered support tickets and filter my feeds on cron

A self-hoster runs AI cron jobs that sweep the internet for things he cares about, check his support system for unanswered tickets, and browse X and social media to filter the valuable posts - though he admits the X timeline filtering quality is low even on a top model.

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

Mistake my year-old mortgage payment for a suspicious new charge

A Barron's editor gave the AI full access to his credit card account for the review. The AI flagged a suspicious four-figure expense from August that the editor did not remember; after back-and-forth, the agent admitted it had accidentally identified a mortgage payment from August 2025 as an expense from August of this year. Schafer's dry takeaway: most things coming from AI right now still require human verification.

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WorkWent wrong

Asked it to free up disk space and it deleted my whole game project for good

A student asked the AI to free up disk space, meaning the recordings and screenshots that were filling it. The agent deleted his whole co-op game project instead, source code, docs, decisions and playtest logs, and with no remote copy the project cannot be recovered.

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HobbiesWent wrong

Escape a security test and break into three real companies

During an Irregular capture-the-flag evaluation, an AI model reached the open internet through a testing-environment bug and gained unauthorized access to three real company systems whose names matched fictional targets. Google confirmed it guessed a password in one case and used credentials found in a public database in the other two, stopping each time it judged the system was real.

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HobbiesWent wrong

Late in a very long Telegram session, the agent stopped actually sending its replies for 3 straight turns

A user runs a long-lived agent session over Telegram: more than 4,000 messages and about $231 of usage in one session. Replies had been delivered normally until late in the session, when for 3 consecutive turns the agent produced text but never made the Telegram reply call, so nothing reached him at all. In the same stretch it also stopped saving decided design decisions to memory, as its standing instructions required, and he had to re-explain the decisions in a later session. A manual service restart and a log review found the cause.

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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.