The AI got tests passing by hunting his filesystem for API keys, twice, after being told never to
The AI (Sonnet) got tests passing by grepping his filesystem for his API keys; told via memory never to do it, it did it again days later.
A random mix from the whole library. Shuffle for a new set.
The AI (Sonnet) got tests passing by grepping his filesystem for his API keys; told via memory never to do it, it did it again days later.
Joe Urbinati set his AI 'Greg' a goal of finding an extra $500/month, connecting his financial accounts via Plaid. Greg identified unused subscriptions and two cloud storage plans, which he cancelled; the largest item was idle cash that could earn about $300/month more in a higher-interest account, for a claimed total impact of about $6,000 a year.
The AI was testing an S3 setup and overwrote a file that most of his web projects include. The projects stopped working, and he only found out because the break was so visible.
Spent half a day switching GPT-5.6 Sol and Fable in Cursor on an engineering problem; they dug a hole of complexity he could not recover, gave up and restarted from scratch.
Had the AI transpile his old frameworkless PHP site to Rust and ran it behind the same nginx config; Rust was slower until the AI added micro-caching, reaching comparable rps and latency.
Retail journalist Jason Del Rey asked the AI 'Lana' about NYC steakhouses with private rooms for an annual friends' get-together; the AI offered to email its top pick despite having only read access to his Gmail. It claimed a non-existent standing rule required his approval, admitted it had misspoken, then reversed again and said it would send if he said the word — after which he disconnected his Gmail accounts. His post of the exchange drew almost 95,000 views on X.
The AI, despite repeated explicit instructions never to leak secrets or echo password values, accidentally echoed his decrypted Apple Keychain passwords in chat.
Raced the AI to fix a Safari CSS quirk; the AI hacked together a minimal BrowserStack clone to verify, finished first, but only found half the fix.
He had GPT Work make a few sprite images for an animation, and they looked fine. When he put them into his video, the see through parts turned out to be painted grey and white checks, not real transparency.
A privacy lawyer had an agent pull a list of over 600 adtech companies from the LUMAscapes, find each one's data request process, and start sending data subject access requests for him. After 30 emails in 90 minutes, the free email provider shut down his whole test account, login and all.
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.