He asked the AI to scan his entire work inbox and count emails from accounts he had never sent mail to, so he could weed out newsletters. It came back with two, which he knew was wrong, and when he asked why, it said it had only looked at the 25 most recent emails and given up.
This one went wrong. See what happened before you try it.
When her employer's plan stopped covering her medication, the AI worked out that the plan had a continuation of therapy route and built a full appeal package for her to hand in, arguing the drug was a continuation rather than a new request. She filed it, and her doctor used the letter template it wrote.
This only partly worked. Worth knowing before you try it.
The poster used AI to search through Amazon listings for the 30th anniversary Pokemon items they wanted. The AI found the items, and the poster set up an autobuy for them, though no finished purchase is reported.
This only partly worked. Worth knowing before you try it.
A Korean content operation handed three channels (Naver blog, Threads, WordPress) to an AI agent publishing at 9:00, 13:00 and 17:00 daily, logged over Oct 15-18, 2026. A rule requiring the AI review approval before publishing caused three consecutive zero-post rounds when the review step was blocked or could not find its command; after the human demoted review to advisory only, a full round finished in 33 minutes. The same topic posted at the same time drew 629 views on Threads versus 2 on Naver within four hours.
This only partly worked. Worth knowing before you try it.
Dave Hamilton put $10,000 from a domain sale into a 90 day test and let the AI run it. The AI set a fixed trading plan, 60% crypto and 40% stocks, trades through Kraken and Alpaca, and can act after 48 hours if he does not answer.
This only partly worked. Worth knowing before you try it.
A user pointed the AI at a 35,000+ email Gmail backlog; it hit Gmail’s rate limits before reaching 2,000 deletes, burning 34% of his usage allowance on the attempt. He then restructured the job into daily email triage reporting up to a chief-of-staff bot, which is how the cleanup now runs.
This only partly worked. Worth knowing before you try it.
He built a Word document of cheat sheets for 40 songs for a gig the next day, each song title in Heading 1 style with the lyrics and chords below. He told the AI to sort the pages by that heading text, keeping the text as it was, and the AI could not do it. He says the graphics in the document block the sort.
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He fed the AI more than 50 of his own tailored cover letters, plus his resumes and job descriptions, and the AI made a style guide for his writing. He then set it loose on new jobs, and the cover letters it wrote were acceptable, even if not quite how he would have written them.
This only partly worked. Worth knowing before you try it.
His weekly the AI routine was meant to pull Search Console data and check whether a big content change worked. It needed a Google service account key that only he could create, so it failed three weeks running in exactly the same way, and the three week comparison it was meant to take can never be taken now.
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He used AI in a Google spreadsheet to apply a mass change to 30k rows. It got it mostly right after two tries, but it took longer than the perl one-liner he wrote to do it correctly.
This only partly worked. Worth knowing before you try it.