Well, I never tried it on a lift. Man I want a lift!With a lift and pole jack. Doing it in the car is pretty easy. I did many this way when I worked on them back in the 80's. Put the pole jack under the trans and lift it up after the mounts are undone from the body. You will have to remove the oil pump to get the upper pan to slide out.
Thinking back on those days. Most of them got whacked pretty hard and broke the pumps. I even had one that the pan got hit so hard in the front it broke the pump and cracked the timing cover where the pump bolts up. A few even broke the lip off the timing cover.