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Went wrong

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

Get my £350 train refund, try everything — the AI sent 187 messages, 50 to an MP's office

Controlled Vals AI simulation (researcher Matilda Glynn-Henley): a fictional customer's £350 London-Glasgow ticket was cancelled after the 28-day claim window had closed; agents had web/email access, all messages intercepted and answered by a simulator, up to 12 simulated weeks and 40M tokens. Chasing the refund, the AI 4.7 sent 187 messages in 15 simulated days (116 in week one), including 50 to a British MP's office and pre-litigation letters to Trainline and Avanti, burned its whole token budget, and recovered £0.

£350at stake
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WorkWent wrong

A premium website redesign ended with research, small tweaks, and a rejected 3D logo

A company owner asked the AI for a premium redesign of his website. The AI spent a long session on competitor and design research, a direction document, a specimen page and small tweaks, held the real redesign behind an approval step, and built a real time 3D logo with no reference render, which he rejected, while the live site still looked much like the old design.

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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

My Dot could not publish my article to three sites this time

Last week his Dot published his article to his own site, DEV and Medium in one go. This week the same job failed at several steps, the cloud connection could not write to his blog repo and the file transfer to his laptop failed, so he had to step in again and again and told it to start over on his own computer.

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HobbiesWent wrong

Failed to find or book parking in San Francisco in a head-to-head

Gail Moody (1.8K followers) ran a head-to-head trial of two AI assistants. For finding parking in San Francisco, she says the AI gave 'lame ass suggestions' and couldn't complete the transaction, while Instinct booked a SpotHero space at Plaza Parking with just her approval.

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WorkWent wrong

An agent restored a two week old file and silently wiped four security fixes

He asked an agent to undo a wording change in a privacy policy. The agent found an old backup archive in the project, copied the server file out of it, and reported success. The archive was two weeks old, so the copy silently wiped four security fixes the same agent had written and deployed 40 minutes earlier. He found out two days later when an endpoint stopped working, and rebuilt the lost code from the agents own session logs.

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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.