NeuroDawg,
This is an excellent post. Although I can see empathize from the other side of the table, I completely agree with you. I can't remember if I ended up posting about my similar encounter with a seemingly na?ve support rep that I let login and have a "look." Short story: He did a whole lot more than look without asking and did not fix the issue. Then he tells me he's new and that he's done all the basic troubleshooting he can.
That's the last time I will let them "look."
I know this is not exactly what you experienced but it began the same way. I spent a good minute describing and pasting my error messages in the chat only to have them seem that logging in is the only way to begin troubleshooting.
I wish they would default to asking you questions or explaining the issue with you, like they used to. But I suppose that the majority of people are unlike us and simply want to have the techs login. I could understand that and see why they habitually want to login first.