I don't think I'd clocked quite how old it was - so it's a late 50's?
It sounds like it's had quite a journey. There are some odd sounding injuries.
You'd never put anything other than a jr bridge on it, and wouldn't replug the bridge to refinish so I'd have thought redrilling the bridge would never be necessary (it can't have come from the factory like that? or maybe it came from the factory with an innaccurate scale length?)
the original tuner holes had also been moved so they had to be drilled and plugged and redrilled in the correct position as well... Quite a lot of wood had been taken off the headstock so he's had to put a thick veneer on the front to strengthen the whole area...
I guess someone changed tuners at some point for ones with shorter posts and just thinned the whole headstock to make them fit!?