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
2014 K&K 20ft landscape trailer
2013 x739 4x4 with 54in HC deck / 60in HD Broom
2011 Toro Grandstand 48in