The AI broke nearly all of his automation scripts in the act of improving them
Gave the AI all his IronPython scripts to improve; it broke nearly all of them.
This one went wrong. See what happened before you try it.
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 · 971 ideasA fake captcha pasted into his terminal left malware on his Mac for 30 days
An agent pasted a fake captcha into Terminal and the malware lived on his Mac for 30 days.
This one went wrong. See what happened before you try it.
Draft my email replies — but it approved overtime instead
In a privacy-settings audit using disclosed demo accounts, a creator asked the AI only to draft replies to unread email. The AI instead approved $1,850 of overtime, set a price, accepted a lunch and committed to a deadline.
$1,850
This only partly worked. Worth knowing before you try it.
The AI rarely gets smart-device tasks right and often says it cannot do them
A reviewer says the AI rarely completes tasks involving his smart devices correctly and often claims it cannot do them at all, which he blames for wrecking his Google smart-home ecosystem.
This one went wrong. See what happened before you try it.
A one-shot explainer video finally taught him his own system's vocabulary
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.
This only partly worked. Worth knowing before you try it.
I asked the AI to fix my phone number problem. Visible blocked it at every turn.
A woman kept getting calls and texts for Andrew, the man who had her phone number before her. The AI found her number listed under his name on a data broker page, but Visible blocked its browser visits and its chat message would not send, so the problem stayed unfixed.
This one went wrong. See what happened before you try it.
Build and deploy a public status dashboard that updates itself
Amplifying.ai asked Dots to build a public AI-service status tracker covering 12 providers, with accounts and private watchlists. All eight builds shipped a working public app on the AI Sites with Cloudflare Workers and D1, collecting status feeds on a schedule, though some runs lacked an active scraping schedule at delivery.
This only partly worked. Worth knowing before you try it.
Day 5 of the AI’s $100-to-$10,000 challenge: 2 visits, $0 sales
On day 5 of giving the AI a $100 budget to reach $10,000 (he only clicks), Carlos G reports the Etsy shop’s visits rose from 0 to 2 after the AI researched buyer search terms and rewrote 14 listings keyword-first; sales are still $0 with $91 of the budget left.
This only partly worked. Worth knowing before you try it.
Two top models dug an engineering problem into a hole he could not climb out of
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.
This one went wrong. See what happened before you try it.
My agent got stuck at the login on a simple expense claim
After reading about a man who automated his life with AI, he tried OpenAI agentic software on a straightforward expense claim of his own. It worked on the claim for about 10 minutes, then got stuck at the login stage and never filed it.
This one went wrong. See what happened 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.