My only concern towing a car on trailer with the Greyhawk would be the additional weight. We tow a 2015 Grand Cherokee 4-down, and while the Greyhawk deals with it pretty well, you definitely know it's back there.
So, unless it's a light vehicle on a light trailer, I'd be concerned about the weight, and don't forget about the tongue weight. These rigs have some pretty bad CCC; 10% tongue weight would exacerbate that problem.
Otherwise, if it's within limits, I'd say go for it. Towing a trailer as opposed to 4-down definitely has its advantages. Not the least of which is being able to reverse out of a tight situation...
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-2018 Greyhawk 29MV
-2020 Jeep Wrangler Unlimited (JLU) (Primary Toad)
-1994 Jeep Wrangler YJ (Secondary Toad)
-2014 Jay Flight 28BHBE & Ram 2500 6.4L CC 4x4 (sold)
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