I pull a Kodiak 283BHSL with my 06 Silverado 1500 it does fine on most situations the biggest strain are hills. Both have nearly equal weight it really comes down to options on your truck ie: wheel base, engine, gear ratio, and are you comfortable towing est 6000lb of TT and gear with your truck.
David,Christy and our three sons
2005 Silverado 2500HD
2018 Kodiak 331BHSL