I've got a 28'cargo trailer 9' high inside probably pulls similar that I haul around with a F250 6.4. I've had it a bit over gross and it pulls way better too heavy than too light. I would recommend it. Go with a 5th wheel if you're need that much trailer. I've pulled a 26' travel trailer (bumper) from her to FL to AK no issues though with a chev 3500 dully no issues so might be a route to consider.
Good luck,
Josh