Welcome to the site Coach!
1: For now you could oil fan motors and vacuum or blow air through those fins on the condenser.
Later you could even change the wiring harness and fan motors if you're really into it.
2: Most of us keep a few machines running year round and we're not broke yet.
3: A bottle stack from a Vendo 56 or 63 will replace your stack, but their shelves are too short for a 77.
I have the longer bottle shelves to fit your machine if you want to go that route..
4: Machines are painted, so just strip and re-paint like you do your old cars.
5: Someone re-routed the wires intended to feed the marquee.
The connector that should fit into that slot is now hanging useless over on the coin door.
6: In the coin mech section of this site are posts about free-play switches.
I can send you one that plugs into your Jones plug and operates using your coin return knob.
That Coinco mech looks to be in nice shape, have you tested it? Do you have the rejector?