The only weaknesses of that 1500 Yukon are a short wheelbase (non-fixable), weak dick transmission (totally swappable), weak ass springs (fixable), and brakes compared to a 2500. With a 20 foot trailer and smart mods, safety shouldn't be much of an ordeal, more like ease of handling. I've hauled my 24 footer for years with my modded 1500, though it has corrected as many of my previously ID'd weaknesses as possible. I now haul it primarily with a crew cab dually and holy crap, even with a 5000# slide in camper and massive 4 foot hitch extension, is the difference amazing. No matter how much I prefer to pull with that dually, my modded 1500 hits so hard that it is the winter tow vehicle of choice. That will likely change once I bolt a Whipple back onto the 3500, but in the meantime I'm trying to keep miles and rust off of the dually for the long term.