I have a Kubota L35 @ 6000lb and it's a bit scary loading it on the trailer but it tows decent with a 1500. The first time I ever towed it was from ohio to michigan and it wasn't too bad but electric brakes on the trailer are highly recommended. For grading I would use a land grader on the back of a 3pt which is a little more dummy proof than a skid steer IMO.