I went from towing our 5500 lb TT with a 1500 crew cab to towing with a 2500HD crew cab and the difference was well worth the switch. The drive train in the newer Silverado's has been updated (6 speed transmissions and more engine output) but I don't think the suspension has changed much over the years. I can tell you towing with the 1500 was sometimes a white knuckle experience and almost always a two hand ordeal but towing with the 2500 is much less stressful. I don't feel the trailer porpoising nearly as much as I did in the 1500 and the sway from semis and side winds (while not completely eliminated) is much more tolerable. Sure the 2500-3500s have a bit rougher ride but a set of Bilstein shocks helps and much of that stiffness goes away when there is weight on the tongue or in the bed.
