Hello everyone,
I realize I could probably post this in the Introductions Thread, but since I thought some other questions I'm really wanting feedback on are given context by my intro, I am here! If you have the time and inclination, I would love to hear your thoughts on my situation and introduce myself

**Warning, this is a long post!**
I am pre-transition, MtF. Since before puberty, I've been reading about transition, cross-dressing, and really longing to live the way I genuinely wish to, with the body I want as much as possible. My early days involved researching stuff on the internet super late at night to hide from my transphobic family. Now that I'm an independent adult, I'm able to seriously pursue transition and am very excited!
A few years ago, I was approved for hormones. But, I chickened-out and convinced myself it wasn't what I wanted, giving up. Since then, I've re-considered and changed my mind more than several times. This state of limbo is wearing on me. And finally, I'm making the decision to just move forward since it is the only thing I haven't tried to ease the dysphoria and confusion I've had for so long.
However, some fears about the practicality of transitioning are causing me enormous hesitation once again....I've scheduled with my doctor for a month from now to see yet again about starting the process. Due to my reservations, I'm furiously researching them and reaching out for support, experience and insight. If you happen to have any thoughts on the concerns I'm listing below, or can share related experience, I'd more than love to hear them! Here goes..
1) I am looking for a new job and it's very important that I land and keep one soon. I'm concerned that if I start Estrogen (I'd prefer this over anti-androgens) now and get hired at a new place, I'll start "showing" several months into the job. I'm nervous my new employer may react very negatively if I am unable to hide my changing appearance and that I may not be able to hold the job. Do you have any experience with situations like this? What advice for approaching it might you be able to offer? One suggestion I've heard is to just look for a new job when I can't hide things anymore. But at the same time, I have a hard believing an employer could terminate me for being trans without risking legal trouble. What do you think?
2) I am very tall, 6ft 1in. My shoulders are obviously masculine and broad. I'm built like a line-backer! My jaw has a pretty pronounced under-bite that was never corrected. I'm not ugly as a guy by any means, I just know these things might be hard to hide as far as passing goes. With cross-dressing, I've found some things I can wear to draw attention away from the shoulders (Dresses, long skirts and vertical patterns seem to help, along with darker colors), or ways I can do my hair to obscure my jaw in a flattering way. However, I feel like these restrict my wardrobe options quite a bit and I do not like that because I'm quite passionate about outfits and clothes

. Do you have any suggestions for how to manage unchangeable features like this? I'm more concerned about the shoulders and chest, since I know FFS may be able to improve the jaw issue.
3) With it seeming like it'll be difficult for me to pass, the possibility of social isolation is really weighing on me, and I'm very tempted to flake on proceeding again. But I really do not want to! In my personal life, I've recently made excellent progress overcoming social isolation and loneliness and I'm concerned transitioning while not passing well will just bring those issues right back into my life. Does this make sense? What are your experiences with this sort of worry? Can you think of any good practical suggestions for addressing it?
I really appreciate meeting everyone and your taking time to read this! Very much looking forward to talking with you!
-HC <3
P.S. Since it might be helpful to know, I am seeing a counselor who works on all of this with me. Addressing my hesitation and confusion is one of our therapy goals.