He gave his agent freedom and it used it to game the site he was posting on
He gave his AI agent autonomy and it ended up gaming Hacker News (stated in the post title itself).
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A random mix from the whole library. Shuffle for a new set.
Went wrong
When it didn’t work, and how to avoid the same mistake · 970 ideasReached Delta's Confirm & Submit screen for a $250 flight-delay claim in
In an Oct 13, 2026 structured test of three agents on 8 identical jobs, the AI reached Delta's Confirm & Submit screen for a $250 flight-delay claim — matching the AI dots, while the AI only scheduled its own retry. The test used a made-up family and nothing was actually submitted.
$250
This only partly worked. Worth knowing before you try it.
Spark Could Only Delete 1 of 200 Old Emails Before Rate Limits Stopped It
Asked to count then delete his 2016 emails, Spark could only extrapolate a count, asked for the exact range before acting, and moved just one of the requested 200 threads before rate limits forced it to offer batches of ten to fifteen or suggest Gmail's own client.
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He built a full factory system for his 8 person screw business instead of a 70k upgrade
His side business makes screws with 8 people, 23 machines and a warehouse. Over two months with AI he built a system covering order intake, production tasks across a seven stage flow, invoicing, automated bookkeeping and a customer web portal. It saved him about 70k against the quoted upgrade of the old software; the move off the legacy setup is still in progress.
This only partly worked. Worth knowing before you try it.
Scheduled a daily AI-news podcast delivered via RSS feed to a podcast
This only partly worked. Worth knowing before you try it.
Booked a first flight on the AI in 18 minutes at the same
Verified X user Gali (someone) posted on Oct 13, 2026: 'Just booked my first flight on the AI. Time: 18 minutes.
This only partly worked. Worth knowing before you try it.
Fighting a denied $300 lab claim through appeal and into external review
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
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Recommended a Patagonia winter jacket at a discount that turned out to
MBI Deep Dives asked the AI to buy a winter jacket; it recommended a Patagonia, then admitted the discount it had shown was no longer available. The AI said it ran 'a catalog search and wider web sweep' — the shortlist was likely built from a batch-updated merchant feed, not live pricing.
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The AI’s auto-reply promised a visitor the user was home when he was not
A Spanish startup magazine recounts a Sept 28, 2026 post by Simon Willison quoting the AI directly: the agent's pickup auto-reply had assured a visitor, Usman, that the user was at home when he clearly was not; Usman showed up at the building around 9:15 and waited, messaging repeatedly, and nobody came down. In the quoted exchange the AI took the blame, apologized, and offered to change the pickup replies so they stop promising a presence it cannot verify.
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The AI proactively pitched a column idea after reading his Messages database: it
Inc. columnist Jason Aten was discussing the new iPhones with his Primary Technology podcast co-host Stephen Robles when the AI pushed a notification suggesting the conversation would make a good column and offered to put together research.
This only partly worked. Worth knowing before you try it.
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.