I went the route you are thinking about a couple of years back. I ended up with a 1991 Chevy Kodiac (C70) for less than half the money that a 1 ton pickup truck would have cost me. It is a former fuel delivery company fleet maintained truck. They kept the fuel delivery tank, and we put a 12 foot long flatbed on it. I have both a pintle hitch, which I use to pull a 20,000 pound trailer, and a gooseneck hitch for stock trailers. If I were to shorten the bed a bit, I could also have a 5th wheel. It has a 427 gas motor, 6.50 rear axle ratio, 5 and 2 transmission, 21,000 pound rear axle and 11R22.5 semi-truck wheels and tires. It pulls the 20,000 pound trailer at 70 MPH loaded or empty. which is the governed top speed. It has enough power to keep up with the semi-trucks, loaded or empty. It has the frame and suspension to handle any load I might put on it. It drives and handles pretty much like an older 1 ton pickup with a 12 foot bed.
The only downside is it rides rough, especially empty, and fuel economy isn't great. However, for the few times a year it gets used, these things aren't a significant factor for me. The ability to easily handle any load I am likely to put on it is. I've hauled a couple of my 12,000 pound tractors a few times and the truck and trailer barely knows they are back there. Full coverage insurance costs me $205 per year. Farm tags.
It does technically put me in a gray area of the DOT's sights as being a CDL class truck. With the farm tags, I haven't ever been challenged on it. They don't pay much attention to it. I do have a CDL if it ever comes up.
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