He sounds like a terrible doctor. He just gave you testosterone without getting bloodwork done?
What state do you live in? Google privatemdlabs and you can get bloodwork done for cheap, you just need to find a labcorp near you and they will email you the test results.
And yeah I agree with BUDS, I've read some horror stories of guys not controlling their estrogen for years and having some VERY serious issues later on in life.
Yes, run the test/hcg/ari together. As I said though, I'm not sure on the dosing of arimidex, there's quite a few posts in the T-replacement section regarding guys over responding to arimidex and driving their estrogen too low, which will give the same side effects as high estrogen. I also remembered arimidex and nolva wont work together so you'd be better off with the clomid anyway, unless you were able to get something like aromasin.
Let me ask you though, why not just go the TRT route? You were on for a very long time, and its possible your HPTA will never recover. Your PCT will suck, and if you are capable of recovering it will take a long, long time. My advice to you is, find an endocrinologist (a different one than you first saw) and explain your situation. You can stay on the test, you just need to control your estrogen. Just my opinion.