Time for 727 rebuild.

Probably pull trans out of car this weekend. Should I pull pan and dump fluid while in car? Looking for suggestions to make the least amount of mess.

It wouldn't be a bad idea. But.its only gonna drain a few quarts. So after you pull the drive shaft from the trans end, take some Saran wrap or a ziplock bag over the tailshaft and duct tape it tight. This will help prevent fluid from leaking there.

After the torque converter and bell housing bolts are loose, be careful, lowering the trans. The torque converter is only riding on the pump shaft at that point. Take it slow and if you have the car high enough you can use one of these to wheel it right out, minimizing the chance of the converter taking a dive. That Jack doesn't really tilt, but when I was putting in my A500, it was a life saver. About $80 with a coupon.