Now for some of those "well, crap" photos:
Looks like the PO was a little heavy handed when they last touched the tach drive. The retaining bolt was only finger tight. So, I'm fairly certain this wasn't my doing but I guess I get to fix it. Luckily, I have a parts engine around here somewhere.
Also, this is the exact reason why you should put o-ring chains on these bikes. They are simply too wide and will damage the case. It's a bit hard to see in the photo but the chain made contact with the case and push rod seal causing wear marks. Standard 530 HD 100 link chain is on order. as well as a new push rod seal. Luckily, it doesn't look like it was ridden for long with the wrong chain. So, the damage to the case is not that bad.
Lastly, I found a seat with a pretty decent seat pan and, for the most part, foam. I'll get a new cover for it soon. How do I go about repairing the damage to the foam? Can I just fill it with something and put a thin layer of foam over it or is there a better method? Or, is it just too far gone and I need to get new foam?