I have a featherweight 165 sport, I am pulling it with a 99 2500 cummins. it came with a WDH and I was planning to use it to reduce the potential for sway. I am rethinking it because if I happen to go through a dip in the road or similar situation could this overload the trailer axle/frame because of the weight of the pickup.
I have a 165 as well. When I picked it up I borrowed my dad's 3500 dually with the Cummins. I towed 5 hours home on just the 2 inch ball. Truck didn't even know it was back there. In my opinion the 2500 won't need it as well. I now tow it with a suburban 1500. I use the WDH but in all honesty I could away without it. You have a lot of truck for that trailer.