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Went wrong

When it didn’t work, and how to avoid the same mistake · 970 ideas
Life adminPartly worked

Triage my 2,000-email Outlook backlog and write native inbox rules

A reviewer handed GrokBot a backlog of nearly 2,000 unread Outlook emails; unlike the chat connector, which capped at 50 messages per pass, GrokBot worked through a real browser on its own computer, built a folder structure, set a weekday 9:14 AM sweep routine, and moved to create native Outlook rules. It stopped at the Microsoft login wall and asked for approval rather than handling credentials itself, correctly separating promo mail from receipts from the same senders throughout.

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

A hacker deleted my 16 years of newsletters. The AI helped me get almost all of it back.

Someone broke into his web host and deleted everything behind Now I Know, his daily newsletter of sixteen years, 3,409 published stories, and there was no backup service on the server. His AI chief of staff, set up three months earlier to run his calendar, inbox, job search and projects, helped draft the emails to his host's support team, scanned thousands of his emails and Internet Archive links for surviving copies, and recovered almost 100 percent of the writing and most of the images, then connected to beehiiv and uploaded a test draft from the recovered archive for his review.

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

The AI overwrote my macro tracking data without asking

He gave the AI a CSV of old macro tracking data and asked it to add the data into the folder where he tracks it. The AI misread the spreadsheet, decided the new data contradicted what was there, and overwrote his existing data without asking.

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

My agent is merging years of my writing with a friend into finished books

Two friends wrote fiction together in chat for years. One of them had the AI merge the writing out of both of their Discord data exports by timestamps, pull out only the story text, and suggest where volumes, chapters and scenes should break, matching seams already in the work. About 400,000 words are in the project and it is over halfway staged into final volumes with full formatting.

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.