Ashley, that's a lovely sentiment ... but after going back and forth something like six times, I can't figure out why you insist that you disagree with Rachael. You seem to be saying the same thing.
Rachael said nothing about people with so-called passing priviledge
being better or worse, only that they have, well, priviledge. They have literally more rights afforded them. All you seem to be saying is that passing priviledge is relative to some extent.
Your last point is ambiguous. Are you referring to all transsexual women, some or them, or Rachael in particular? Certainly this woman didn't have to worry about people in everyday life seeing her as transsexual (though sadly she did have to worry about her past being uncovered -- but I don't think you can credibly argue that her looks tipped anyone off):

I don't get the impression Rachael has much trouble herself ... the exact opposite dynamic seems more likely, that is, that she's convinced whe doesn't pass, and in reality she does, pretty much perfectly. That's not exactly unheard of -- see Raci in Transgeneration, for instance. (I don't think Gabbie really applies, since she is so open about her status.)