It's one of those things where, yeah, you can probably do it in your backyard and lift the engine with a hoist mounted in a tree then crawl on your back and wedge the pan out from between the engine and front axles.
I don't know which way is worse but I will tell you, it's damn nice to work on an engine that's on an engine stand. Having it out like that means it's a pleasure to change the timing gears, timing cover gasket and front seal. All doable with the engine in the vehicle but not fun.
Also, if your rear main isn't seeping or leaking, don't mess with it. I changed mine and am sure that it's the source of my current (and highly disappointing) oil leak. That said, I stupidly went with the repair style with the sleeve which was not at all necessary as the crankshaft looked perfectly fine. Perhaps if you go with the Felpro Teflon style, you won't have the issues I did/do.