Terry, I've had a lot of Ford trucks, and a few other brands. Each brand has its own pecularities and maybe weaknesses. But overall, Ford has served my farming needs best. I have never lost an engine or a tranny, but I do reasonable maintanence. My oldest truck currently in use is a 1988 Dodge, but it suffers from bad rust. But Fords and Chevies from that same time period suffer the same fate on our salt plastered roads.
I have had most of the engine choice options and tranny choices. The manual tranny of the era you are considering had a hydraulic clutch, the slave cylinder (inside of bell housing) was troublesome (at about 150K miles) in 3 of the trucks. The ones with automatics never gave us any trouble (even the notorious E4OD). But I never had the tranny flushed by any shop. I'd pull the tranny pan, replace the filter with genuine FoMoCo, drain the converter, and replace all the fluid.
If you are going to pull a 16 ft trailer with a 3000# tractor, get a good electric trailer brake unit installed and a 2" Class 4 receiver hitch. Do not pull from the bumper with that size load. Also get a weight distribution anti-sway hitch for the trailer. These are real common in the RV community, and can often be found on Craigs List. Use real chains and binders for tie down, not straps, and you will be as safe as can be.
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