I would be towing a 20 ft boat every now and then, a utility trailer more regularly.
I would like a diesel, but I don't like the idea of buying a truck/suv with around 100K on the clock to get into the 25K ballpark. A truck would have to be a crew cab and I want a good package like a lariat or an LT type (heated leather, nice factory stereo, etc). If the Jeep Liberty CRD wasn't so small and with such a bland interior, I'd get one of those
I had a '00 F350 with a powerstroke with about 110K on it. The steering was SO sloppy, even after a total overhaul. I really like the Chevy HD's with the indepednant front suspension, and the duramax/allison combo is near bullet proof.
I love the sound of a turbo diesel with a free flowing intake/exhaust setup