The only Jeep Wrangler that I would consider towing a Trailmanor would be the JK 4 door models, and that would be with the Trailmini only. The 2 door models just have too short of a wheelbase to even consider such a thing.
The 4 door JKs properly equipped are rated to tow 3500 lbs. That should include a 3500 lb. Class II hitch, which is rated for a 350 tongue weight trailer. The Trailmini lists the tongue weight as 260 lbs., so you would have to be really careful to stay lite with that. A Class II hitch is not rated for a WDH.
The Jeep Wrangler towing package includes just a 4 pin wiring harness, so you would have to run the extra wires for 12v, brake, and back-up lights to a Bargman Connector.
I looked into a Jeep 4 door JK when I had my 2720, and realized that the Trailmanor was way to too much for the JK. But a Trailmini is a whole different ball game, and might make an interesting combination.
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