You can plan on plenty of WTF moments.
As for the GD, one step at a time. You need only go as far as where you find relief. That can come from meds/HRT, expressive outlets, knocking down T - all kinds of things.
What I found was that the things GD produced lessened (depression, social anxiety, reactivity, aggression, anger, etc.). My issues with my body, however, came into sharp focus. And there was a lull like that you are describing in between. I'm almost 3 years into HRT, and still finding new kinds of ups and downs. GD can and does resolve along the way for some. For others, including me, so far anyway, it's more like whack-a-mole.
A lot of people do very nicely on a low-dose HRT regimen. If it works, terrific!