[68Timber]

Ryan I wouldn't worry too much about transmissions and gearing. Honestly your biggest hurdle is finding a truck in good shape inside and out, in colors you like, that meets your standards. It's cheaper to buy a nice one than fix a rough one, nice original parts for these have become somewhat rare and expensive in the last five or six years. I'd rather change a transmission or swap gears than rebuild a truck. Best bet is probably do what Brandon did and swap in a late model drivetrain, but you can buy the truck and drive it and enjoy it while you decide if that's worth the trouble for you.

Tim, that's a great candidate for a forever truck. I had a 99 C2500 like that once. It was white even. Grey vinyl benches front and rear with a floor mat. I did swap in the factory chrome grille but kept the steelies. I've missed that truck a lot over the years. Mine was a crew cab short box but I like the K2500 Burb version better.