Think about a brake booster installation for an affordable upgrade. Or, a new 6 lug front disc brake conversion. The 4 speed would be the best way to go, as Tim and the others suggest. Concur with a frame mounted trailer hitch. The truck should look great pulling a vintage trailer.
Should the engine up and die or you run out of gas, you can always hitch the stallion to the front bumper to pull you home. But I agree with Bill Marlow, having a horse pull your assembly through DC may not be the best. There are some bad neighborhoods just beyond the capitol.
