I love the feedback here. It's nice to know I am not the only one in the throes (painful struggle) of reviving an old, but solid, machine.
First, a (hopefully) helpful idea:

I have found these mini-picks and a baby bottle brush to be indispensable for taking my "lady" apart.

The quill is definitely a single bearing which is just as definitely in need of replacing. I think from my reading/watching that this is pressed on. Am I needing to look for a small machine shop locally with a hydraulic press?
Second question. Obviously I'd love to have two bearings. Can I retrofit this quill? Wouldn't that require having a machine shop cut a shoulder and retaining groove inside the quill? If so, how far up in there does it go?
Thirdly, the bearing is a Fafnir 202KD5, which I am assuming I can buy/replace?

I easily drove the inner drive shaft bearing out once I pulled the retaining spring. I had a practice piece from my lathe that I just turned one end down to 2" OD. Good to know my Carba-tec mini-lathe has uses.

The drive assembly and inner bearing. There is some galling on the shaft where this bearing mount, but not bad. Also, this pic shows the wear on the teeth, again not bad. At this point, since both bearing turn very smoothly and the wear on the teeth is very even, I'm tending to simply clean it up, put it back together and put it back to use.
The operative word for this project is "cheap" as in I don't have a lot of money to spend on new parts, bead blasting the finish, etc. My approach is to go with "good enough" and get my lady back to running, but also to not have to tear it down again for at least a few years.
Again, thanks for all the input and ideas.