By skyforbes 
The fastest way to master AI is to push it until it fails.
1. The Day I Broke ChatGPT (Accidentally… and Then on Purpose)
It started with a bad idea.
I was building a simple Python automation script — something that could read emails, categorize them, and auto-respond to the boring ones (“Thanks for your message, I’ll get back to you soon.”).
Naturally, I thought, Why not make ChatGPT handle the replies?
So, I connected the API, gave it a few examples, and told it to be “professional but human.”
It worked until it didn’t.
After a few runs, ChatGPT started mixing up message contexts. One email about invoices got a reply that belonged to a client request. It was chaos.
And that’s when I realized: I wasn’t just automating emails, I was training behavior.
If I wanted this system to actually think the way I intended, I needed to understand how prompts shape reasoning.
That’s when I started breaking ChatGPT on purpose.