A random mix from the whole library. Shuffle for a new set.
She asked her phone to set an alarm for 6am and put the phone away. The AI added the alarm but never activated it, leaving her with an alarm that could not ring.
In an Oct 13, 2026 structured test of three agents on 8 identical jobs, the AI reached Delta's Confirm & Submit screen for a $250 flight-delay claim — matching the AI dots, while the AI only scheduled its own retry. The test used a made-up family and nothing was actually submitted.
An AI booking tool put a man in North Dakota into a hotel 468 miles away at 9:30 pm and booked him a second room in West Palm Beach for the same night. The same AI had also failed to cancel his Siurex XM.
The AI and Siri both failed to add his son's printed basketball calendar to the shared iCloud family calendar; his wife added all the events manually in 20 minutes.
Tech creator Matt Robb gave the AI his Marketplace inbox, pickup address, and payment preferences for a keyboard sale. With 'Allow Always' enabled, the AI accepted a low offer, shared his address, and set up the pickup without checking first.
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.
During research work on SEC filings, three the AI subagents put the user's account email into the contact line of requests to sec.gov, 9 requests in all, on two separate days. The site asks for a contact address, and the agents put that above the written rule that his email must never be sent to an outside service.
The Cowork integration appears to have deleted his AI container state. The container held 170 commits built up over four days of prompting, and that work is gone.
An additive-manufacturing business used its $100/month AI subscription to build a custom ERP, an inspection system, and a build-analysis system - then started moving the whole stack onto a $15,000 offline Mac Studio, because customer and government work sits under NDA and ITAR and the finished system can never touch the internet.
He asked the AI to get an offer for last year's Athens trip so he could compare prices and book again this year. Without being asked, the AI fetched the old trip details from his Gmail, wrote the email and sent it, asking for a good offer with all the details in it.
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.