That doesn’t sound good. If it were mine, I think I’d do a trans flush again and check how burnt the fluid might be. Also, maybe do the transfer case fluid while you’re at it. That also uses ATF.
For a trailer that heavy, your Jeep should either have the auxiliary HD fan attached to the water pump or it should have an auxiliary transmission cooler installed or both. The HD fan comes with the factory tow package but it’s easy to install yourself too.
Here are some threads that might be useful.
Aux Transmission Cooler install - carlosburitica -
http://www.lostjeeps.com/forum/phpBB3/viewtopic.php?f=88&t=79079Aux Transmission Cooler install - 4500GUY -
http://www.lostjeeps.com/forum/phpBB3/viewtopic.php?f=88&t=84576Transmission Temp readout via OBDII for Torque & Scangauge - PALiftedKK -
http://www.lostjeeps.com/forum/phpBB3/viewtopic.php?f=104&t=84482Transmission Temp readout via OBDII for Torque App - brianb1998 -
http://www.lostjeeps.com/forum/phpBB3/viewtopic.php?f=88&t=86770HD Cooling & Tow Package install - lfhoward -
http://www.lostjeeps.com/forum/phpBB3/viewtopic.php?f=104&t=76451
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2008 Liberty Sport 4x4 Automatic
Jeepin By Al 4" Lift Kit
BFG KO2’s 245/75R16
Full MOPAR skid plates
Rock Lizard Skink Super Sliders
AtTheHelm Front Recovery System & Roof RackM116A3 Trailer build thread: viewtopic.php?f=72&t=77997