Long bed vs short bed

Well I can tell you this much. I just bought a brand new 2014 F350 SRW and first let me say, with the SRW you will be right at the very limit of the truck with the trailer weight you mentioned. I think the chevy SRW is 16,500 or 17,000. So keep that in mind for safety. I prefer the long bed because it gave me more room for a tool box, my external fuel cell, my back up portable water tanks, and some other large items that I travel with. The short bed, is easier to maneuver and a little less of a hassle. Another thing you need to take in to account is cab size CC, Single, etc, Mine is a drew cab long bed, pain in the ass sometimes in tight areas but I can fit in a parking spot if I want to. Goodluck hope it helps.