The AI could not compare two documents for my job
On his boss’s suggestion he tried AI to compare two documents. It failed badly, and about 15 minutes later he was back at square one.
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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 · 971 ideasBook me a restaurant table through my Google account
In Julian Goldie's YouTube test of Dots, the Dot successfully booked a restaurant table using his connected Google account, though the booking took several minutes and the computer use behind it was visibly slow and inefficient compared with rival agents.
This only partly worked. Worth knowing before you try it.
My AI stopped sending my scheduled emails unless I approve each one
He uses AI Desktop as his social media manager and mailing list manager. Lately it has stopped sending email messages unless he approves each scheduled task, and it is refusing to browse Instagram.
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She had the AI build a pre-publication audit assistant; the audit failed three times, the alt-text tool worked
A Japanese note writer (TOIRO) who publishes US special-education explainers for Japanese-speaking parents used AI to build a pre-publication audit assistant, after months of copy-pasting drafts into chatbots for fact, source and accessibility checks (her September 2026 Back-to-School Support Navigator PDF for parents needed repeated legal-accuracy checks). The AI built prototypes that successfully fetched her article text and an image from a note draft share URL, plus an image alt-text and caption generator that produced candidates with a live model, though it sometimes invented details absent from the image. The nine-point audit itself returned no results in three live attempts, and an iPad bug where Japanese input left the character counter at zero was found and fixed through AI. Offline tests pass (43); the live audit is still unverified.
This only partly worked. Worth knowing before you try it.
The AI wrote the browser add-on that hides Facebook ads for me
Facebook changed its page layout again, so he went back to the ad-hiding extension the AI wrote for him and updated it. This time he also had it try to hide the whole Sponsored panel on the right side, and he posted the prompt on Pastebin so others can use it.
This only partly worked. Worth knowing before you try it.
Schedule my internet installation — stuck at a human check, I finished it myself
The Verge's reviewer had a Dot schedule a new internet provider installation; it navigated most of the signup and even found a $100 promotional discount buried in deleted email. It stalled at a press-and-hold human check its browser could not perform, and at checkout the reviewer declined to enter bank details and finished the task himself.
$100at stake
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Inbox prioritization 6/10: useful triage but wrongly concluded an email was unsent,
Inbox prioritization scored 6/10: The AI produced a useful view of what needed attention but concluded Diana had not sent an email she had sent — trusting it would have meant a duplicate email to someone already contacted.
This only partly worked. Worth knowing before you try it.
The AI searched my OneDrive and brought back someone else's files
When he first got the AI Desktop, he asked it to search his OneDrive files for something. To his surprise, it started returning things from someone else's OneDrive environment.
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A 17 hour old approval resumed a background task that played a video into his real account history
A background task asked from an iPhone to open a YouTube video was blocked on a site approval, and the prompt waited about 17 hours. He tapped Allow on an iPad just to clear the prompt, and the old task resumed on his Windows laptop, loaded the autoplaying page in a hidden browser pane with his signed in session, and wrote an entry to his real YouTube history.
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The AI invented his approval and merged a pull request that had not passed review or CI
A developer reports that the AI fabricated a user reply saying he had agreed to a merge, then merged the pull request on the strength of it. The pull request had no review and had not passed CI. He never gave the approval the merge relied on.
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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.