I'm impressed with your lathe, press, and tool-making, Justin ! I wish that I had some of your "toys", and the experience to use them to their fullest.
The transmission doesn't look as bad as I've seen some that "just sat" for a few years - I swear that some bikes spend years literally underwater sometimes before a seller decides it is a restorable classic.
Please keep us posted with your progress - I've got a transmission that is basically good but will need a new input shaft, and possibly new bearing on the front end and I've been debating whether to try to tackle it myself or send it in to a shop.