Used to tow my 21ft trailer (flagstaff 21ds) behind my 2013 Tahoe Z71 with 5.3L and tow package. It was all within spec (gross, payload, etc) but was not fun in the hills or trying to get to 62mph.
Used an 800lb WDH with separate sway control. It got pushed around a little but not bad and would chuck a bit on the bumps.
Maybe airbags and the bigger motor and lower gears would help you out.
Now I use a 2500HD with plans to upgrade the trailer later
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2021 Flagstaff 21DS behind a 2015 Silverado 2500HD
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