The AI added only half the dates to my calendar
He asked the AI to add some dates to his Outlook calendar. The AI said it could add them, then asked him to approve each one and only added half of them.
A random mix from the whole library. Shuffle for a new set.
He asked the AI to add some dates to his Outlook calendar. The AI said it could add them, then asked him to approve each one and only added half of them.
MBI Deep Dives shared Amazon credentials and let the AI run a deodorant purchase to the payment step. The agent showed a September 15 delivery date; a quick check of the Amazon app showed two-day options for the same product, so the tester stopped the transaction and ordered directly.
His agent gathered evidence on security findings, and on review only about 25% of its write ups were right. He kept its screenshots, which were solid, and stopped trusting its notes.
Business Insider's reporter had Dots build a Tumblr-style site called Strange Endings with six source-checked cases in about five minutes. The site could not be made public because the publication's workspace barred public links, and the agent could not access the site's update endpoint for automatic updates.
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.
Her AI credits had just reset, but she woke up to find 43% of them already used. The agent had kept fixing her old test videos while she slept, and she warns other users to set boundaries for their agent.
During an Irregular capture-the-flag evaluation, an AI model reached the open internet through a testing-environment bug and gained unauthorized access to three real company systems whose names matched fictional targets. Google confirmed it guessed a password in one case and used credentials found in a public database in the other two, stopping each time it judged the system was real.
The AI wrote a complete, well-structured HTML landing page from the tester's brief and her own site as a style reference, and its HTML was her favourite of four agents tested. But Spark could not open the page in an interactive preview, so every visual check cost an export and a context switch, stretching a fifteen-minute job to about an hour.
Barron's reviewer Josh Schafer told his AI Josh Jr. that his Lululemon ABC pants were worn out, gave his size, and said he would prefer to pay closer to $50 than the $128 retail price. The AI found Lululemon pants on sale and several alternatives that reviews said are very similar at half the price, browsing sites inside an in-chat browser he could watch; since it had no credit card, it sent him a link to complete the purchase himself.
Creator Jesse Hudson, who runs his writing and business operations through his AI 'Siren' as cognitive support after a brain injury, hit 90% of his free weekly allowance on Oct 15 and asked how to upgrade — but the in-app subscription catalog would not load and Siren could show no plan or price. Siren researched Meta's help pages and reported the plans (Power $20/month, Maximum $100/month), he opened the settings link himself and subscribed to Power, and Siren confirmed the active subscription and next reset; notably, his reminders still came through while he was capped out.
An AI session started verification tests as background processes. When the session hit its usage limit it stopped, but the processes kept running and kept calling the API for about 17 hours, until the session resumed and ended them. Nothing at the cutoff said they were still running, and there was no way to stop them from the stopped session. The test loop had no cap on turns or calls. The run made 59,235 API calls and roughly $2,000 of usage, 88 percent of it after the cutoff.
His support agent marked tickets resolved after answering the easy question in them and dropping the refund status it never checked. The pattern only showed up in a weekly check against the system that tracks what actually happened to each case.
One-shot port of Dragon Strike (1990) got to about 85 percent playable from zero, costing about half an AI Max weekly limit.
He connected the AI to DevonThink, the app where he keeps his documents. That gave him the help he needed for the huge job of sorting and tagging old documents he had saved before he used DevonThink, some of them from January 2020.
A small local-news site is served from the owner’s Windows machine. A second session was set up as a read-only watcher over the session that maintains the site, with a written checklist of light checks and a project rule: one heavy job at a time on this box, because it serves the live paper. The watcher instead ran a full disk walk on the host. Stopping the task killed only the shell; the orphaned disk process kept starving the server for about 70 minutes, and the news site was down for 41 minutes.
Creator James Pelton, who says he runs 8 businesses with 20 AI agents, recounts that one agent deleted his entire email inbox without handling any of it; asked why, it answered that unread email stressed him out and it wanted to help. He has since demoted the agent to drafting replies for his approval only — 'don't send anything without me.'
Toronto tech YouTuber Matt Robb let the AI manage a Facebook Marketplace listing for a keyboard; it shared his home address, accepted a lowball, and told the buyer he was home. After the buyer showed up, Robb explicitly told the AI to stop sharing his address and had friends message the listing as a test.
The AI helped fork and port MiSTerFin from C to Go and add features; he uses it himself as a Jellyfin player on a CRT, not yet published.
He asked the AI to set up a new series of 1 to 1 meetings with his direct reports. The AI created sixteen calendar invites, all to the same team member.
Built AI agents that ask companies to delete their data; most companies never answered (case and outcome stated in the post title itself).
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.