I am not exactly proud that I am transgender. But I am proud that I've made it to the point where I'm okay with myself as being trans, even if that means losing the majority of my birth family and childhood friends. I'm proud that I finally feel strong enough to choose being myself.
I rarely, if ever, pass and despite this not being where I'd like to be, I take the opportunity to be out and proud (at least when I'm in a safe environment to do so...)