I drive a 59 F100 every day. Manual drum brakes, single master. 10,000+ miles a year. I rebuilt the 223 60,000 miles ago. 3 speed on the column 3.70 factory 9" rear. I drive it everywhere, haul with it and do long roadtrips. When my 49 Plymouth coupe is done, I will drive that every day. Relieve the truck some. It's getting a 5 speed and a 3.55 8 1/4 but still has the original rebuilt 218 with a Langdons hei. I'd start with a rear end swap and see how it does. I imagine you have artillary wheels so keeping the factory bolt pattern is a must. Go for it, nothing like driving only old stuff. Very few of us left that do.