Much as people like to deride "safe spaces" as echo chambers, actual safe space trans communities are far more open to discussing conflicting feelings, doubts, regrets etc. because they know people won't use those admissions to judge or invalidate them. Which is of course, exactly the point of a safe space.
(PS: The preferred term is "transgender people" or more commonly just "trans people".)
I've personally been attacked a few times on HN as transphobic for trying to talk about women's issues and my personal problems as a woman in a man's world. My experience suggests the trans community frequently takes approaches that are openly and unnecessarily hostile.
I also spent 9 months being very supportive of a MTF trans youth met through HN whose life was in serious crisis at the time. Several other members of HN are well aware of the support I provided her. None of them ever stepped forward in my defense during the time when I was being repeatedly randomly attacked as supposedly transphobic.
The MTF individual in question was incredibly ugly to me during the months that I was supportive. Every single personal problem I had as a divorced single mom, problems very typical of divorced single moms, was dismissed as me being incompetent, not wanting success badly enough, etc.
I got badly burned for being sympathetic and supportive. I have reason to believe this individual still has the ear of powerful people and there is evidence they are still telling lies about me and dragging my name through the mud.
If my experience is at all representative, then your description of the problem space doesn't begin to capture the issue.
I don't really see any reason to think that your interactions with one trans woman would be representative?