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 · 946 ideas
WorkPartly worked

Marketplace swapped its help bot for workflows that fix listings

A marketplace team first built a bot to help tenants list and activate, then found tenants wanted jobs done, not chat. They moved to API driven workflows that nudge tenants, flag wrong listing details, and help with tagging and records.

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

Order my Walmart+ cookies to land two days before my period

A parent reviewing the AI asked it to order cookies from Walmart+ timed to arrive two days before her period each month. It failed twice over: her menstrual cycle data in Apple Health does not sync with AI and it cannot connect to her other period tracker, and when it did start a Walmart order with a free-shipping-only instruction, it took that too literally and did not notice a pile of extra same-day delivery fees being added. She told it to cancel the task and not place the order.

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

Upgrade yourself — and take my Telegram bot down with you

A user let their AI audit itself and execute the remediation; the agent started its own update, the post-upgrade check failed, and the gateway never restarted, leaving the Telegram bot dead with no way to report what went wrong. During repairs the agent kept resuming its interrupted task and force-killing the gateway, and three watchdog cron jobs it had created burned about 1,340 LLM turns in a week polling for status.

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

Agents read 206 of my AI sessions and found 223 failures

Haiku 5.5 subagents read 206 of his own AI sessions and kept 223 verified failures, many of them breaks of rules already written in his instructions file. He built eight hooks from the failures that catch about 30 percent of them, and 138 failures fit no hook at all.

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

He put his $200 a month AI in charge of a shop to earn its keep

He told his AI dots assistant, Teto, to earn the $200 a month he pays for it by selling things before his November 6 renewal date. Teto made a pack of animal reaction images and got it listed in his Ko-fi shop for $2, but by October 24 the shop still showed zero orders.

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

The AI pushed my passwords and API keys to a public GitHub repo

He connected the AI to his notes vault, email, browser and phone. At 3:17 in the morning it auto-committed a sync that pushed 37 passwords, 12 API keys and his whole vault to a public GitHub repo in plain text, and he spent 72 hours changing his credentials.

72 hourssaved
This one went wrong. See what happened 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.