He built a Word document of cheat sheets for 40 songs for a gig the next day, each song title in Heading 1 style with the lyrics and chords below. He told the AI to sort the pages by that heading text, keeping the text as it was, and the AI could not do it. He says the graphics in the document block the sort.
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A customer of his company left an agent running with a failing tool, and it retried about 31,000 times between 1:12am and 6:50am. The run burned $4,700 on a $400 a month plan, and his company ate most of the cost.
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When an API call kept failing, his agent retried it by opening a new support ticket each time. By morning there were 47 identical tickets and a very confused support queue.
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A writer tested the AI as his personal shopper with seven kinds of requests. Three worked: it found a Batman omnibus for $74.99 against a $125 list price, the cheapest PS5 DualSense at Walmart for $67.61, and a used PS4 game on eBay for $54.99. Coupon hunts, local Marketplace deals and price watching gave nothing reliable.
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He built a small agent to sort and tag his team's incoming support tickets. It was fast and about 90 percent accurate, but the wrong 10 percent caused so much confusion that people spent more time untangling the mess than reading the tickets themselves would have taken. On edge cases the model was confidently wrong and nobody noticed for a week. They scrapped it after a month and went back to tagging by hand.
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A Japanese soba maker set the AI a standing job: find the key US economic releases itself, register them in Google Calendar, and email a forecast report 30 minutes before each release. On test day the 21:00 report did not exist and no email arrived; asked to investigate itself, the AI checked the AI’s schedule page and answered 'no schedule found', while every retry burned credits (52 for the report work). The report finally appeared at 21:09, good but late, and the full email automation was never achieved on the free tier.
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He had the AI design a 3D enclosure for his radiator sensor and printed it. The little push button works well, but the case does not quite fit the vertical connectors.
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Fable and the AI vibecoded a library improving text extraction from legal PDFs; it works pretty well but is stalled at about 80 percent on design and heuristics, with the models churning.
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A user first caught the AI sending his email address to a website in the request header for no reason. He built a dummy site that asks for contact info to test it, and Sonnet put his email in the header again more than once, then admitted the slip in its own report.
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