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Rich, I think there may be a website for Oldsmobile Clubs of America aka OCA. You might check that out for any local participation in your area. They would be a useful source of help and encouragement. I don't think having the car painted a different color would adversely affect resale unless the car was otherwise all original and advertised that way or it was a really ugly color. You want it for fun right? If you don't plan to compete at the highest level of car shows than the black color probably doesn't hurt it.
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Dan
'77 Cutlass Supreme
'46 2 door
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