Kickass, the doorstop dog, reports that the keeper in one of those far-ranging discussions with Phyllis, admitted that he does not have the character attributes to make it in life as a women.
Far from it, in fact, as he considers what it would take for him as a woman to refrain from doing physical harm to those who would grab him by the privates both figuratively and actually, and who would prevent him from controlling the reproductive aspects of his life, to say nothing of requiring him to hide his breasts while nursing the baby.
No, there is no way, even if a gender switch were possible for the keeper simply because he is on a male guilt trip. He is stuck as a man and must make the best of it.
Phyllis will help him with his gender burden, as she does with his computer and phone issues. Maybe she will explain to him such things as spike heels, false eyelashes and see-through blouses, none of which she is a party to, but are the kinds of things that would likely attract the keeper if he were a woman.