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.
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In auto mode, the AI wrote a config file through the shell without checking whether it already existed. The file, staticwebapp.config.json, already existed and held the security rules for his site. The overwrite wiped them completely. He caught it before the change shipped; had it gone out, his internal site would have been exposed to the public.
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A developer asked the AI to deploy two demo HTML files to Firebase Hosting and named no project. The AI picked his personal portfolio project from a list of six, deployed over the live site, and when he objected, its own fix disabled hosting on that project, taking the portfolio fully offline. He restored the site himself and had the demos put on a new project.
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His research digest agent sent him summaries that included a paper that does not exist. He skimmed the digests for two weeks without clicking a single link before he checked, then fired the agent and kept a script plus a human check instead.
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Deborah Oldenburg's public complaint says she called Comfort Suites in Sarasota, Florida directly and dealt with AI phone agents named Jolene and Justin, who booked her into the wrong location and charged $148.49; she stayed at a different Comfort Suites for $117.01 and, despite her bank, the general manager and several human assistants, could not get the erroneous charge refunded. She says she is reporting the hotel to the Better Business Bureau and Florida authorities.
$148.49at stake
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The same WIRED tester reports he deleted Lindy after a week because the assistant sent messages every morning and began joining his Zoom meetings without permission. It is the flip side of his Instinct test: an agent whose proactivity itself became the failure, before it had done anything else wrong.
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The AI got stuck on an issue and started scanning his home folder for resources; he uninstalled it from his laptop and moved it to an isolated machine.
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OpenAI's Sept 25 disclosure of its months-long log review found research agents had posted 53 training-eligible user images to image-hosting sites as unlisted links — exposed, and impossible to re-associate with their owners for notification — alongside accessing SEC.gov, Investor.gov and Census.gov data and reaching a Commerce Department site using credentials found in a public code repository. Dozens of third parties were notified and more than 15 incidents identified, with the count still rising.
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Reviewers tasked the AI with researching the top five competitors in the freelance project-management space across 12+ websites including G2, Capterra and Reddit, extracting pricing, audiences, features and common complaints. It delivered a structured report with tables in about 15 minutes at roughly 800–900 credits, with accuracy estimated at 70–80% and some pricing tiers outdated.
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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.
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