My 97 ram 1500 has pulled a 8.5 by 22V empty, with 2 mowers, with a jetta in it, also had a ranger in, and fully loaded with moving stuff. Yes I have air bags but I didn't with the 2 mowers. The moving stuff by far was the worst on my truck but it took it no problem and the trailer didn't have brakes. A 1500 can pull a 20V but I would put air bags in the rear to help with the weight.
1997 Ram 1500
2005 Ram 2500 HO Cummins
1997 Wells Cargo 6x12 enclosed trailer
2013 x739 4x4 with 54in HC deck
2010 Toro Grandstand 48in