Not drinking _all_ of the trans-culture koolaid doesn't make someone trans-phobic.
I think he's posting a lot of crap, and probably doesn't have much of a filter and is impulsive at times. Clearly he's got some mental problems that lead him to say and retweet stuff on a whim that he probably doesn't actually believe. I think we can all understand these imperfections.
At the end of the day, he's an incredible human being, flaws and all. No one's perfect, and he's cocky and pushy and rude and stuff. But he'll be in history books, and mostly for having done a whole lot of good for humanity, while pissing off a lot of humans.