I've owned multiple 2 wheel drive trucks of various sizes over the years but never towed anything of consequence with them on a regular basis. Our current RAM that we bought with the thought of towing a trailer is 4x4 with air suspension. I can't recall ever towing in 4WD, but I use 4WD Auto regularly when not towing. Without anything in the bed, 2WD trucks are notorious for losing traction on anything other than dry pavement. Better tires might help. The last 2WD truck I had I carried 100lbs of bagged playground sand in the back end all winter.
For towing, the air suspension has been more important to me. It keeps the truck level and provides a comfortable ride...