I guess I should have provided a little more info in the beginning. It's a 2008 2500 HD Crew Cab GMC, Diesel 4X4
6 speed Allison w/tow mode. Gross weight about 9,000 lbs. The trailer has duel 6 lug axles w/trailer brakes. All the roads I'll be traveling are well maintained paved roads. I plan on staying in tow mode and in 1st - 2nd gear.
I've pulled a 24' enclosed car hauler for a good many years so I'm comfortable with towing. Just never pulled anything that was over the trucks rated towing range.
I wish I had a larger truck but I don't, and I don't want to buy another truck for the few times I may take the tractor to town for maintenance/repair. The Kubota dealer will pick it up but damn, that's $150.00 each way.
EDIT: I just looked up some
stats online and it appears the max towing weight is 13,000 lbs, which puts me pretty close to what I'm trying to tow. So I may not be over by much. I think it'll be OK???