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I towed a 20 ft enclosed trailer with my Liberty. It wasn't the best ride and when a vehicle passed I about got sucked into the side of it. But, I would suspect your truck will tow it fine. Be a trip on windy days though. No problem. Might want to look into a tranny cooler though if you don't have the towing package already on the truck.
My 98 Z-71 towed the same trailer like it wasn't even back there. I had my 69 chevy truck in the back too.
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