Are number matching or original components a big deal?

Bottom line is it's your car do it your way don't try to make others happy. If you are looking at it as only an investment to make money on it already has non-original paint and stripes. I honestly believe the car would be worth more money to most people with a quality 340 or 360 build that would greatly improve the performance and fun factor. I have 360s in both my 67 and 69. I built them for me but not really looking to sell them so that wasn't a factor.