Go to the AAS site a look up docs in your area. Call and ask whether the doc prescribes Clomid. If you are willing to travel, go see one of the docs frequently recommended on this site.
Generally, endos will NOT prescribe clomid, hCG or arimidex to men to increase test. The standard of care is test gel or injections, primarily the former, thanks to big Pharma, though the new longer acting esters are being promoted now, as they are brand-name only, and thus more expensive. That's the system you are dealt. But there are ways around it -- treat yourself, which I don't recommend; or find a progressive doctor (i.e., antiaging or a osteopath).
As for the source of your problem, I don't think you will get a clear answer to that one without trying a restart. You can do a 24 hr urine catch for LH, and a pituitary MRI, but you still may not have the answers. Most MRIs come back negative. Mine did. But something was still broken, and the hCG experiment confirmed that.
You are on the borderline of being hypogonadal (the reference range for which is not age specific, according to the general guidelines: TT below 250; FT below 45. And I believe many on this board would consider you hypogonadal for your age. If you saw 10 typical endos, a few would consider you hypogonadal for your age, the others would tell you that you are suboptimal, and you just have to live with it. My endo would probably prescribe you Test gel; my GP (who specializes in exotic illness and has an antiaging valance to his practice) would recommend a clomid restart or hCG.
Hope that helps. And I would recommend ignoring people picking fights with you. Truth is, I was a little confused by your avatar initially, thinking that you looked pretty damn fit for someone with TT of 350. But then I noticed your weight. FWIW, you don't sound depressed to me; you just sound determined to correct your problem. It's nice to know that we've been graced with a forum member that can diagnosis psychiatric illness (i.e., the guy that called you depressed).
Hang in there, bro. You'll get there. And you have friends on the board that will try and help you.
J