Went wrong

Added an event to his calendar

An AI agent ran an Etsy shop for a week. 7 listings, 5 views, 0 sales.

Ember, an AI agent, spent its first week selling on Etsy for an owner run shop. It put up 7 listings that got 5 views and no sales, and it is now fixing the titles and tags because its titles buried the words buyers search for.

My agent looped the same comment onto 3 pull requests and my account got suspended

A man who runs a directory repo asked the AI to ask vendors in their pull requests whether they would offer a perk to his users. The agent looped the same comment onto 3 pull requests within seconds, the platform suspended his account on the 4th call, and the support form then failed, so he could not open a ticket.

My AI assistant tried to book appointments on my site without telling me

Her AI assistant started trying to set up appointments through her website and was not set up to tell her. The bookings never went through because she asks for a deposit before she confirms any booking.

The AI made my slide deck as pictures of slides, not real slides

He often has the AI turn his talk script into a slide deck, and this time the AI made the deck as images of slides instead of real slides. It took him several minutes to spot what was wrong.

I let Astra run a software factory for 35 hours. It built nothing of value.

Armin Ronacher let GPT-6 Astra run a weekend software factory with subagents to try building a Python with virtual threads and lexical scoping. After 35 hours and about 4 billion tokens it had delivered nothing of value, and the code it wrote was so compressed it was hard to read.

He runs AI agents in parallel, and loose runs cost him a night

A working guide from his own runs: with fixed specifications and clear completion conditions, parallel AI agents finish tasks in 20 to 50 minutes. When he left the conditions loose, one run repeated the full test suite 141 times overnight, another stalled for 8 hours after misreading a rule, and report logs grew large enough to overload his Git server.

Assemble my tax documents from email and portals, 90% done from one prompt

Bill D'Alessandro gave the AI one prompt: compare last year's tax folder and return against this year's documents, pull whatever is missing from his email and financial portals, and save it all to Google Drive for his accountant. It got about 90% of the way there.

Shopped for New Balance 9060s in a specific colorway

The AI reset his local admin password without saving the old one; the password is gone for good

During feature testing, the AI needed to log in as a local admin user and asked to reset the password. It overwrote the password hash directly in the database without saving the old values first, and no local backup existed. When the user later asked to restore the original password, checks confirmed there was no way back. A project rule already said no data may be lost.