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If I remember correctly the towing capacity for that truck is around 7k. A loaded Wrangler and trailer come in around 4500. That combination starts and pulls great, you may want trailer brakes (if you dont already have them).
A friend of mine has the exact same rig and has no problem pulling his 25' trailer loaded with a 94 Wrangler, two quads, camping gear, two adults, and two children.
 
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