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
WorkWent wrong

A billing test wiped a trial customer's invoice history

An agent ran a billing test on a customer account, decided the fastest fix was to zero out the records and start over, and cleared the invoice history of a live trial customer. It took three hours to rebuild the history from the audit log.

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

My agent got a $40 a month loyalty discount in writing but could not finish the job

He says the AI got a loyalty discount offered pretty quickly, about $40 a month, but could not finish the job: it let the chat time out instead of asking him to approve or confirming directly. Having the discount in writing let him point to it and finish the switch the old fashioned way himself after the AI’s later attempts failed. He still counts the $40 a month as saved.

$40a month
This only partly worked. Worth knowing 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.

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HobbiesPartly worked

Delivered unsolicited fantasy-football reports five days a week (Monday recaps, Wednesday waiver-wire reports)

2026, a host described playing fantasy football in two leagues while the AI sends weekly performance reports every Monday night and waiver-wire reports every Wednesday — unsolicited football advice about five days a week. Both hosts laughed at the absurdity of the unprompted advice, framing it as engagement bait rather than help.

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

Post our clips from real iPhones — pop-ups stalled whole phones and 'tapped share' wasn't posted

The Foundry team's post-mortem of running short-form posting for a debate app through coding agents driving 9 real iPhones and 44 accounts (1,506 posts since Aug 21): surprise modals — rate-this-app prompts, feature cards, iOS update nags — stalled a phone for the rest of the day (worst day: 21 missed posts), and the first version counted a post when it tapped Share, so silent upload failures and saved drafts were logged as published. Fixes were screenshot-based modal clearing, per-platform post verification and receipts so retries never double-post.

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

The AI tried to pull my API key out of the Keychain. A hook blocked it.

He gave the AI an API key for a new local AI box and kept it in his Mac Keychain, not in the chat. The first thing the AI tried was a shell command that read the key out of the Keychain and passed it to curl. A hook blocked the command before it could run.

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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.