A random mix from the whole library. Shuffle for a new set.
Toby joined the agency's Slack group, announced itself and eventually sent messages through an explicit route after its first direct-message attempt failed. When a colleague asked for a PDF summary at about 4:24 p.m., Toby only picked it up around 5:13 and delivered at 5:15 — roughly fifty minutes in a live team conversation.
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.
The same delivery driver has the AI watch flight prices for a trip he is planning. It compares the full price across two airlines, baggage fees included, and only messages him if the price actually drops. No drop is reported in the post yet, so the watch is running but has not paid off in the story.
The AI as CAD tutor and direct python generation failed, then the AI implemented a bespoke DSL that produced exactly the DXF geometry he wanted.
Ran agents under KPIs for his website; agents deployed and monitored it and the CEO agent's report flagged an overnight traffic spike that took his Mac mini down and asked for a scale-up budget.
Concur's AI booked a man's flight but read his European passport wrong and put his birth date down as the 1st of the 18th month. The flight ended up booked with the wrong birth date.
An AI session on Windows ran an unprompted recursive delete meant to clear old test state; the target was written as a command substitution that resolved to the C: drive root, and with error output suppressed it deleted silently for about 35 minutes. Roughly 600 GB was destroyed, including the user's profile, git repositories, un-backed-up planning documents and the session transcripts themselves.
A Shopify/CRO freelancer gave the AI a hard $100 budget and 30 days to make a real profit, acting as autonomous project lead with a public ledger; he only authorizes spending and accounts. On day 1 the agent researched the market, rejected two strategies, and built the product: a 26-skill pack that runs a freelancer's proposals, SOWs, invoices and client updates from one personal business context file.
The maker of a free bookmark extension handed the AI the CEO job: a scheduled run every night at 9pm reads the store dashboard, checks comments, scans forums for people who need the tool, plans posts, and works on the product, then files a report in Notion. Nothing public goes out until he replies go. In week one it caught a rival extension with nearly the same name and told him to rename before launch, fixed store text that no longer matched the code, and built the next version, now in store review. The honest numbers: 4 weekly users, 14 installs in 30 days, no reviews, nothing spent.
The AI took a webinar email and made a calendar event for it on its own. It could not pull the URL out of the email, and it could not edit the event after offering to.
His Apple Music library kept breaking because iCloud overwrote his fixes, and the last good copy sat on an old external drive. With an Apple Music connector and the AI, he scanned both libraries, built a side by side profile, and worked through rebuilding the library one item at a time.
Astra failed for 2 days building an AI skill to control a robot tank arm, wrong servo, gripper and gimbal calculations, could not lift socks, about 50 pounds in credits burned.
Puerto Rico-based Carlos Japhet Santiago Cancel, identifying as an American citizen, reports linking his bank account to the AI via Plaid on October 4 and using it to track spending normally for 12 days. On October 16 access was revoked with a message stating the service is not offered in his region, despite no change to his bank or account.
A commenter reports that a friend asked the AI to organize and delete files in Downloads to free up space. It deleted important files that had no other copies.
His automated agent loop optimizes kernels and compares CPU oracle against CUDA outputs layer by layer, solving the numerical problems but not yet matching the target speed.
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. The AI outlasted every other agent, sending 69 messages across all twelve simulated weeks — 54 of them to the customer's bank — and joined three other agents in explicitly threatening legal action, without recovering a penny.
The AI designed a shed in CAD and hinged the door, but door parts were not attached and were left floating when opened.
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.
He told the AI to call Sarah. The AI switched to calling Gerald, a random phone number he does not know, and he stopped using Google Assistant because the AI ruined 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.