For those that want to skip my story, the questions are at the end

Hi All,
This is a very interesting experience to say the least. Quick Backstory, I'm 34 now. My wife left me last May (for a variety of reasons, mostly she couldn't overcome the grief of finding out she was infertile) and the Divorce was finalized a month ago. At the time she left, I was in such a bad brain fog I could barely understand what was going on. I've always had hypothyroidism (runs in the family on both sides) and had been on armour thyroid for years. But I thought something was wrong so I went to a specialist in July and he immediately doubled my dose. When the bloodwork came back he told me I had low T (T 199, T Free 5.01, T % Free 2.5, T Bioavailable 122), low DHEA (309.1), and low vitamin D (48.2). I changed my supplements for the Vitamin D to increase absorption (I work in a factory with artificial lighting for 12 hour shifts, about half the year I barely see the sun). He also prescribed me a DHEA supplement and Clomiphene to boost my T.
Now at the time I was thinking okay, so my low T explains everything. Why I'm depressed (you know...not counting my divorce, I had been depressed for years), why I have low energy, why I have brain fog etc. So I've been on it since July and next week I go in for my followup.
To backtrack some more though....
I grew up in a very conservative area of the country, where there were things boys did and boys didn't do. I didn't have internet access until my Sophomore year of HS, and we only had 4 channels of TV (VERY rural Eastern Washington...). So I didn't even know transitioning was a thing until the tailend of highschool. But even before that I thought myself female on the inside, I just thought that was interesting but nothing I could really do about so I ignored it. I tried growing my hair out but was talked into cutting it. For pride week one year I went to school in a dress and wig (with another classmate doing the same). I even had a girl do my makeup lol. So it wasn't until college when I was living off campus by myself that I began to experiment. But I never went very far with it because: I was scared of well everything, I had no one I could tell that would be sympathetic (except maybe my mom, but my dad, especially back then, would have just stopped talking to me), and the resources I found at the time were primitive compared to today (I mean seriously, almost all the info I could find back then was how to dress as either flamboyant crossdressers or businessmen and lawyers dressing in 1960s clothing... nothing wrong with that, but I couldn't find anything that matched what I felt at the time). So I just repressed it. And in my late 20s I told myself that if I didn't get married and trying to have kids by age 30, that I would revisit this and transition. Got married at 28 and for the 6 years I was with my wife, she pushed me to be an alpha male, to live up to this ideal she had for what guys were like. And I went for it because you know "happy wife happy life".
So now that she's gone for good (and given the manner in which she left and how she treated me after, I don't really want her back), I look in the mirror and see myself for the first time in years, and I still don't like what I see (heavy set, thick neck, hairy chest, short legs tall back, and my fairly feminine face is gone).
Ok, back to present. So the clomithene boosted my T to 772, T Free 14.82, T Free % 1.9, T Bioavailable 351. For the first month I felt great, better than I had in years. But since then I've been getting headaches (though that could be sleep apnea, which I might have) and I don't like what its doing: receding hairline, facial changes (not enough to quantify, but I know I don't look the same), mental (I feel my emotions shutting down). I'm overweight (6'2" 220lbs) Especially for my muscle size (I think if I was in shape I would be somewhere around 150). I really want to get down to at least 170, and am working on it. Already lost 12 lbs in the last week and a half. Because I'm overweight I kind of had man boobs to start with, and since being on clomithene my nipples feel more tender and that area seems fuller than before, but I could be imagining it.
During my marriage, my friends moved away and my wife didn't like socializing much so I didn't make new friends. My parents would probably be accepting at some point. My job is at a billion dollar worldwide organization, and I know of at least one Trans person working there (not to mention several gay and lesbian coworkers). I also know my insurance will cover pretty much everything so long as its medically necessary. So I really think that I'm about to say screw it, lets do this!
Alright, questions!
So from what I can gather, my T count would still be high for a woman. If I were to go on HRT would I still need Spiro?
I don't want to go onto HRT and transition right now (ATM there is a 2% chance of me passing, I am finally finished with my divorce and switched my diet up and AM GOING TO get back in shape, I've set targets to reach before even talking to someone about HRT). The clomithene did help with brain fog, but so did giving up alcohol and getting past the worst of my divorce. My doctor says I need to be on it to function properly, but, for me, is it a case of needing to be on one thing or another? Or should I stop the clomithene in the meantime? I want to be healthy after all, one way or another.
Speaking on that subject, I want to lose weight and get back in shape. Would having normal T levels (staying on clomithene) be better to accomplish that than going off of clomithene?
I've set myself a goal date of October (my birthday) to make a decision about transitioning. I want to be happy. I was working on my voice last night and played back the recording and started crying because, for at least a few sentences, I sounded female. But at the end of the day I want be healthy both mentally and physically and don't want to sacrifice one for the other.
Any suggestions? Thoughts?
(Also, anyone from Eastern Washington, any good local resources?)
Thanks All!