Have they ever talked about what goes into the classifier? I wonder how much your past chats impact it.

For example if it knows you do X at Y company is it more or less strict?

Yes their docs cover how to properly prompt it to ensure you don't get hit by the classifier, you can distil those down to a skill to help build prompts for the more challenging situations, e.g. https://github.com/sammcj/agentic-coding/blob/main/Skills/pr...