Which case?
I seal mine with ultra black (high oil resistance) RTV when obtaining new gaskets is inconvenient. It works fine, but it weeps a bit over time. No way it would last 20 years like new gaskets would.
Shouldn't be too hard, depending on the shape of your floorpan. My K5 has enough room to overhaul the 203 while it's still in the truck (no body lift either). A burb that I scavenged parts off of however, was a pain even with ratcheting boxheads.
If you're running a 208 or 241, I can't imagine it being that tough. The worst part about my 203 was lifting it alone by hand, but it weighs like 150-200lbs. My whole case came apart with just a 9/16"s socket and was pretty darn simple.
Might want to pick up new output seals. They'll be real easy to replace with the case empty if they show any wear. Return em if you don't need them.
Another trick I like is to either use a fluid transfer pump from napa, or nylon pipe fittings and vinyl hose from Homo Depot. It's a lot less tedious to fill up if you can just invert a gallon jug and come back 30 minutes later. Most of the fill plugs are a standard 3/8"-1/2" NPT fitting, so you can thread a hose barb in there and not have it drip when it gets full. It's real nice with gear oil, cuz even when you heat it, it still poors like molasses.