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Well, sounds like you have the battery charging handled, so an outboard with charging capability will not be an issue. Please be very careful wiring the generator/shore power circuits, improper wiring could lead to premature electrolysis/corrosion on the outboard’s gearcase.
So, it seems as though you would be most interested in a late 50s- mid 60s OMC 18/20hp with electric start. These can be found in remote electric start/control versions, and are simple with basic magneto ignition. I’m sure you can find a similar offering from Mercury of that vintage as well.
What a beautiful boat, a real labor of love, looks like a lot of fun.
That 56 Bigtwin would be great also, but make sure the seller has ALL the wiring, including the boat harness. The only problem is that the 56 engines used a six volt battery system. Using 12volts on the starter won’t hurt it, but you would have to use a resistor to cut down the voltage for the electric choke.