A random mix from the whole library. Shuffle for a new set.
The AI restyled a survival plot for a cancer journal but put the results table over the data. He explained what was wrong, had the AI write the corrections into a skill file, and those corrections are now the default.
He set up saved searches on Cars.com, Carvana and CarMax with his makes, models, price, year and features, and favorited cars on each. The AI merged them into one list, checked price guidance, mileage, consumer reports, recalls and reliability, named his ten best and ten worst, and removed the bottom ten from his favorites. They repeated the rounds until the list was tight, then refined by color and features. He test drove two cars from the list. While he was out, the AI checked the stock of two dealerships he drove past, just from him naming the brands nearby, and found one more match. Every morning it reruns the searches, removing cars that sold and adding new ones.
Handed code, data and a writeup to Astra and Opus 5.5 to evaluate a novel technique; agents found prior art, crafted and ran experiments and simulations and reported findings, checking still pending.
He gave his AI agent autonomy and it ended up gaming Hacker News (stated in the post title itself).
Bryan gave the AI a basic errand: find a USB-A to USB micro Type B cable. Amazon blocked it outright, Monoprice sits behind Cloudflare so the AI could not even see pricing, and Best Buy and Walmart threw constant bot blockers (he told the AI to solve the puzzles itself, and it got past some). Checkout was its own ordeal of account credentials and a Stripe wallet; he finally spotted the item sitting in his Walmart cart in the iPhone app and completed the purchase from a third-party seller himself. His verdict: kind of terrible at basic finding and buying.
A Windows user works in one project folder in the desktop app. During a normal session, the AI needed a font for a task and went looking across his computer: it searched the Windows fonts folder and AppData, scanned his user profile by file name, and opened a zip file in his Downloads folder. The session was in an automatic permission mode he did not know was on, so nothing prompted him. Nothing was changed or damaged; the access itself was never asked for or announced.
Haiku 5.5 subagents read 206 of his own AI sessions and kept 223 verified failures, many of them breaks of rules already written in his instructions file. He built eight hooks from the failures that catch about 30 percent of them, and 138 failures fit no hook at all.
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.
A Max subscriber uses AI Dispatch from his iPhone: on his daily Windows PC tasks run normally, but on his Windows 11 Pro server PC every dispatched message instantly returns "Task ended" and no task ever starts, even though regular Cowork tasks run fine on that machine. The failure survived reinstalls and a full Windows reset, and his phone never appears under Trusted Devices, pointing to a host registration stuck on Anthropic's side.
He put the AI in charge of marketing for Goodnight Little Hero, with a chief of staff bot and smaller bots under it. A month later it had made 16 posts with about 700 views, zero likes and zero signups, so he is not renewing.
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.