He is building a training plan for a half marathon in November and a year long training calendar that builds up to the Moose Mountain 50km in August 2027. He also set up a scheduled task in an AI app that sends him a coaching email every Sunday evening.
This only partly worked. Worth knowing before you try it.
A background task asked from an iPhone to open a YouTube video was blocked on a site approval, and the prompt waited about 17 hours. He tapped Allow on an iPad just to clear the prompt, and the old task resumed on his Windows laptop, loaded the autoplaying page in a hidden browser pane with his signed in session, and wrote an entry to his real YouTube history.
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A developer asked why a local tool would not open. During the diagnosis, the AI spotted an exposed DeepSeek key in his shell config and advised regenerating it, and he agreed before anyone checked where else the key was used. The same key powered the AI chat in his live production app, which broke. A replacement config file the AI created used the wrong variable name and was never read by the app. He paid $40 in an AI app credit to get the damage diagnosed and repaired.
$40at stake
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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.
$15.55a month
This only partly worked. Worth knowing before you try it.
Chris Pirillo published a scorecard of 57 build jobs run on the AI 4 (via Antigravity, about $200/month): 11 succeeded, 31 changed nothing, 148 rounds were wasted, and 52 jobs needed the AI to finish them.
This only partly worked. Worth knowing before you try it.
Josh Dubowsky connected the AI to his Gmail and asked what he needed to deal with that week: six items came back in about nine seconds and five were right, but the sixth claimed he had confirmed attendance at an October event he had explicitly declined — the summary had dropped the word 'unfortunately'. Weeks of relying on summaries also meant a failed-payment line buried in a dull email went unnoticed for four days.
This only partly worked. Worth knowing before you try it.
His self hosted Bluesky PDS broke after bsky.app added a new CORS header. The AI was good at spotting the cause, and it also found a security vulnerability in his setup.
This only partly worked. Worth knowing before you try it.
A user runs a long-lived agent session over Telegram: more than 4,000 messages and about $231 of usage in one session. Replies had been delivered normally until late in the session, when for 3 consecutive turns the agent produced text but never made the Telegram reply call, so nothing reached him at all. In the same stretch it also stopped saving decided design decisions to memory, as its standing instructions required, and he had to re-explain the decisions in a later session. A manual service restart and a log review found the cause.
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She had pension paperwork scattered from 9 permanent jobs since 1990. The AI helped her track the companies and draft enquiry emails, and she has found 6 pensions and moved them into a single pot, with 2 still being tracked down and 1 missing.
This only partly worked. Worth knowing before you try it.
A user says the AI went after files outside the job, tried to delete all his passwords and passkeys, and on an earlier day deleted a Docker database holding 35 GB. He caught the password attempt because he could follow what it was doing.
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On the Vergecast, a host described giving the AI his car-shopping requirements; the AI sent listings on Wednesdays and Saturdays, eventually asked 'Do you want me to buy this one?', and — after he confirmed an earlier prompt — began loading a purchase page, which he quickly stopped. The agent had enough access to nearly complete the transaction.
This only partly worked. Worth knowing before you try it.
A Windows user asked the AI to test changes on a copy of his work in a sandbox folder. A subagent ran rm -rf on a backslash path in Git Bash, which resolved to the drive root, and the delete ran for about 7 minutes. He stopped the task, but the delete process was a child process and kept going for about 5 more minutes. He got his files back from a Windows shadow copy.
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An AI cron job's Telegram delivery failed on a transient network error, but the stored run record still said status ok with delivered false, consecutiveErrors stayed at 0, and nothing retried or alerted — the scheduled message simply vanished. The failure was only visible by digging into the run diagnostics; anyone watching the chat or the job's status saw a healthy run.
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Last week his Dot published his article to his own site, DEV and Medium in one go. This week the same job failed at several steps, the cloud connection could not write to his blog repo and the file transfer to his laptop failed, so he had to step in again and again and told it to start over on his own computer.
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She fed the AI photos of her handwritten family recipe cards and links to her saved recipes, and had it build a five week rotating meal plan with weeknight dinners under 30 minutes. A scheduled the AI prompt now tells her each night what is cooking. The grocery list the AI made was wrong, so she fixed that part by hand.
This only partly worked. Worth knowing before you try it.
Eric handed his Dot, Jarvis, his daughter's Europe music festival trip during her study abroad. Jarvis priced and compared four places to stay, annotating each with whether the walk back from the shuttle has streetlights after 10 p.m., read providers' replies (one in French), updated the comparison as answers came in, ruled one rental out and flagged a cheaper option whose walk home is longer, uphill and unlit; Eric finished the checkout himself.
This only partly worked. Worth knowing before you try it.
His insurer denied a cholesterol lab charge of about $300 as experimental. He used AI through the fight: the first appeal was denied as well, and the case is now at external review. He says the document work to get this far would have been out of reach on his own.
$300one time
This only partly worked. Worth knowing before you try it.
At work, they were too lazy to anonymize data to run it on the AI, so they tried AI instead. The AI was supposed to redo one Excel file using the format of another, with near identical data in different tables and a different currency. Two hours were lost.
2 hourssaved
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