If phil transitioned then he would get postop privilege
he wants to keep his privilege as low as possible
I feel like this might actually be the truest reason mentioned in the thread so far (not to knock anything any other kiwis said, though). The hard part of a trans person's life is a two-step thing, first it is hard to actually come out and be open about it with your friends/family, then it is hard to go through the actual process of transition (to some degree). Once you actually do it, it's supposed to be over, you live your life happily ever after as whoever the fuck you feel you should be, I actually have nothing against that at all.
Phil is just really really fucking caught up in the perceived difficulties of being trans because it gives him something to constantly bitch about and fall back on as an excuse for every shortcoming in his life. Literally every criticism someone throws at him can be deflected by him just saying he is "still in transition". It gives him what he sees as a trump card for things that are his own fault. We've seen him do this shit for years now. He is supposedly a Maoist because capitalism failed him because a boss he had at WaWa allegedly didn't agree with his transition (this is all probably a total lie but whatever), supposedly all his haters are just anti-trans (even when they're not even making mention of it) and that gives him his own convenient excuse to block them on social media when he feels threatened by someone else's rational argument.
Basically, as long as he never completes a transition (or tries to complete it, he will never really pass), he has something to explain away his failures and personal problems. It is similar to why he never lets go of his daddy issues, it is just a constant excuse for him, fucking
everything in his life is some form of excuse. People who are actually trans and struggled with dysphoria are nothing like Phil, they want to do everything in their power to progress to their goals so they can actually try to live a normal life someday, that is precisely what Phil wants to avoid, he never wants a normal life or normal responsibilities.
I may not know first-hand about what it is like to be a transsexual, but I have met one or two before online playing games, I was pretty good friends with one until she finished college and moved onto a busier life, so I do know a real trans woman in most cases does not take 5 fucking years to transition and if they did they at least made massive amounts of progress in that time. Phil has made literally no progress and he's been 'out' with this shit since like 2010, all he has done is whine, get fatter and get skin infections.