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Went wrong

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

Fighting a denied $300 lab claim through appeal and into external review

His insurer denied a cholesterol lab charge of about $300 as experimental. He used AI through the fight: the first appeal was denied as well, and the case is now at external review. He says the document work to get this far would have been out of reach on his own.

$300one time
This only partly worked. Worth knowing before you try it.
Life adminPartly worked

My agents file FOIA requests on their own while I sleep

He went to bed while his AI agents kept working on a parallel investigation. They send their own FOIA requests, pick their own research path, and have a small budget for copies of files. He set the web permissions for the night before letting them loose.

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

An AI routine runs his company's X account, and the posts are landing flat

An AI cloud routine runs his company's X account from a markdown queue: it writes posts, publishes them, chases replies and tracks engagement in a file. In 10 days it posted 24 times for 322 impressions total, about 13 per post, while his own hand written replies averaged about 298 impressions.

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

I let an agent farm run a business for a week. It made $0.

He gave a farm of Opus 5.5 agents one job, make money, and mostly stayed out of it. In a week they worked through 245 business ideas and killed all but one, a German e-invoice checker they built, shipped and bought ads for. It got 68 visitors and checked 6 real invoices, and took in $0.

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

Ordered a Starbucks Pumpkin Cream Cold Brew via AI on the street

Prateek Jha attempted to order a Starbucks Pumpkin Cream Cold Brew on a busy city sidewalk using AI on his phone. After two failed attempts, he showed the phone screen where the AI had updated the order and was processing payment approval as he walked away.

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

His research digest agent invented a paper that does not exist

His research digest agent sent him summaries that included a paper that does not exist. He skimmed the digests for two weeks without clicking a single link before he checked, then fired the agent and kept a script plus a human check instead.

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

Day 9 of agents running a poster shop: 62 listings, 2 visits, $0

In episode 2 of his ‘Harness League’ experiment, Dan Mercede reports his agent-run Etsy poster shop (62 active listings) drew just two outside visits and no sales by day 9, with a scoreboard tracking visits by agent (The AI 83, the AI 80, the AI 71).

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

The AI’s auto-reply promised a visitor the user was home when he was not

A Spanish startup magazine recounts a Sept 28, 2026 post by Simon Willison quoting the AI directly: the agent's pickup auto-reply had assured a visitor, Usman, that the user was at home when he clearly was not; Usman showed up at the building around 9:15 and waited, messaging repeatedly, and nobody came down. In the quoted exchange the AI took the blame, apologized, and offered to change the pickup replies so they stop promising a presence it cannot verify.

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

The AI pulled my demand letter together from the whole email history

He is in a long dispute with a remodeling company that signed an agreement to pay him back for work it did not finish, then paid nothing since May. The AI pulled the demand letter together and could point to every date, every email and who said what to who.

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.