It takes a fair bit of rocking around to get the transmission to free up, but, not a whole bunch. I've found up/down motions, and rotating the transmission forward/backward are best - be careful about prying on things!
Putting it back in is a bit simpler, but, it takes a bit of thinking.
You can (assuming you're on jackstands) either "he-man" it up there, or balance the transmission on a floor jack and get it lined up, while a friend "applies gentle
force" to the end of the transmission from the d/side wheel well.
It's best to take your time, and, if it takes multiple efforts, don't rush it. Take a break, especially if you're not used to this sort of work. Otherwise, off goes the temper, and something dumb could happen, might cost you (more) money.... then more temper.... vicious cycle.
Good luck!