You'll have much more room to work underneath if you hoist the motor from above rather than jacking it from below. It's always a good idea to support the back of the engine if the tranny's out. The motor mounts weren't designed to be twisted the way they are when the engine is hanging from them. If I were doing it, I'd attach the hoist from above, and pull just enough to put some tension in the cables/chains - then drop your tranny. The hoist will support the motor. Once you've disconnected whatever you're going to (motor mounts at least), then you can pull the motor up a bit more. Be sure to watch all connections - it's easy to break connections (hoses, wires, grounds, etc.) by pulling up a bit too high -- the jack in the hoist has no "feel" to it. A couple of extra sets of eyes will help you be sure you don't have anything in a harmful bind as you lift the motor. I find it easiest when all is said and done to remove the engine entirely to do the pan gasket.