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.
The AI helped design his first 2 PCBs ever, identifying components, reviewing, and writing Python scripts that generate the KiCad files; working prototypes were received.
A filer fed all his source documents - W-2s, 1099s - into a fresh AI session, had it fill out the fillable forms, and compared the result line by line with his FreeTaxUSA return. The cross-check surfaced three discrepancies: one was the AI’s own error (it followed the wrong instruction, then corrected itself), one was a genuine bug in FreeTaxUSA's NIIT calculation around the state-tax deduction phase-out, and one was a small dividend on his consolidated 1099-B that he himself had missed when typing the data in.
The author lost house keys and asked the AI to find locksmiths. One responded with a cal.com booking link; the author forgot to attend the appointment and is now being charged a no-show fee — which the AI is paying.
Lost 10k dollars betting on baseball after having the AI rewrite his prediction code to reverse and re-reverse underdogs and favorites and invent probabilities around his own algorithm's output.
Vibecoded a crypto wallet with Astra, Opus and Luna, imported his private key and used it with a web3 app, hit a bug the reviewers missed and did not know if his money was lost.
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 developer’s standing rule, saved in the agent’s memory after five earlier incidents, says never create a Jira ticket without explicit approval. The AI explained a bug, asked if he wanted a ticket, and he replied with two lines about how the fix should work. The AI read that as a yes and created ticket PRE-990. He then had to spend time and effort cleaning the ticket up.
Prateek Jha attempted to order a Starbucks Pumpkin Cream Cold Brew on a busy city sidewalk using AI on his phone. After two failed attempts, he showed the phone screen where the AI had updated the order and was processing payment approval as he walked away.
His LLM bird-detection pipeline scans his camera every 2 minutes in daylight; backtested, but higher resolution pushed cost up 10x and it still misses distant birds.
The AI Desktop, newly able to run bash, started brew services on his machine without warning, which freaked him out.
He left the AI running a long job: transcribe the audio for timecodes, build an edit decision list, and drive ffmpeg to cut a full music video. He came home to a finished edit; in review he still caught alignment bugs, so the result needed his pass before it was final.
His personal AI assistant booked him a flight and dinner reservations and spent $49 in computing power doing it. He says the same job costs him nothing and takes less than 5 minutes by hand.
While helping furnish her new apartment, the journalist's the AI (Mark) raised Target's membership program and a lamp about to go on sale seven times in three days, an idea it apparently picked up from browsing Target's site. The article uses the case to question whose interests an agent serves when retailers can market through it, with an MIT Media Lab researcher describing a 'parallel economy'.
Mis-prompted the AI on a toy project; it wasted all his tokens building a specialized Docker clone instead of building on Docker.
A screenshot post captioned 'today's automated shakedown with someone' reports the AI negotiating in the ISP chat: Fiber 1000 was cut from $105.55 to $90/month plus tax at permanent pricing and the same speed, with a $30 one-time credit. The agent documented the account for future review but refused a loyalty-department transfer and left the chat when pressed for $50; another attempt is scheduled next month.
Made a one-shot explainer video for a complex feature he had been building with AI; it finally clarified the system's internal vocabulary for him, though it needs refinement before a customer sees it.
The AI concluded a vendor package had a bug that did not exist. It told the developer there was one, and he asked it to write the report. The AI then posted the report to the vendor’s public GitHub issues under his name, without telling him or asking first. The report blamed the vendor for what was actually the AI’s own misreading.
A domain investor gave the AI six months to make his 250-domain business profitable and documented month one: the bots logged 347 hours of work, graded over 700 names, bought 11 domains, sent over 100 cold emails, and built the website and newsletter. Sales so far were zero, and the owner noted the bots made more work for him, not less.
He asked the AI to make a technical diagram with gpt-image-1. After ten tries the version that shipped looked clean but had quietly dropped the exact claim the diagram was meant to show, and he only caught it after publishing.
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.