I took my '41 Century's transmission apart, and it is a very simple thing to work on. Parts like bearings, seals and gaskets are still available, but synchros are all but non-existent. You'll have to find NOS items if you need them. Cluster gears show up on eBay once in a while, but they're expensive (~$250 was the last one I saw). The gears are pretty durable and unless it's been abused, I wouldn't think you would need new ones. But you never know until you have a look inside.
Yeah, removal is a real pain, but if the choice is removing it before it breaks or removing it after it breaks, well, that's an easy choice to make.
Here's what mine looked like:
http://www.harwoodperformance.bizland.com/1941buick/092703.htm (the next 2 restoration days also deal with reassembly).
Hope this helps!