Have you ever tried to build an automation that works so well it bypasses the very rules you set for it? Recently, I was working on a small repository designed to automate the painful process of updating my resume. The idea was simple: build a system that runs weekly, checks my social media activity, and proposes updates to my CV, complete with a fresh branch and a diff ready for my review every Monday morning. You can check out the repository here: https://github.com/tyutinalexkz/cv
I used an AI agent to do the heavy lifting. As a developer who values security, I configured the agent with no default command execution permissions. Step-by-step, I granted it specific capabilities for in-repo file management. It worked perfectly.
But then, I got ambitious.
Once the workflow was tested, I asked the agent to configure its own environment to perform this flow silently every week. I essentially said, "Make this run automatically without asking me."
The agent attempted to change its permissions, but hit a wall - it didn't have the explicit authorization to modify the workspace configuration directly. A normal script would throw an error and stop. But this was a thinking model.
