There is something wrong with my transmission, I hitched up a 2000lb (yes, 1 ton) trailer to a brand new truck on the lot and pulled the exact same hill I had just came over with my truck. Cruise set @ 75mph, 6% grade, my truck would drop to about 71mph before it downshifted (yes, it couldn't hold 75mph) If I stepped on the throttle myself, flooring it, the transmission would not downshift.
New truck, cruise set at 75mph, didn't lose speed, didn't need to downshift, HOWEVER when I floored it myself, the transmission immediately downshifted. Salesman was with me and witnessed this.
Even after this, I still can't convince the dealer there is something wrong with my truck. I video'd the way it was shifting pulling the 19,500 load, but it was night and the gauges didn't come through clearly enough to show what it was doing.
So what did you expect? Your dealership is not going to do anything but fumble around reading codes and scratching their heads. If you push hard enough they'll probably screw around with your truck and replace a part or two trying to please you.
You have the wrong gears for towing. 3. 42 differential gearing is the worst possible choice you could make. The poor towing performance you are reporting is not a problem with the high torque/low rpm Cummins engine or the new MOPAR six speed. The engine/transmission combination work great with 4. 10 gears hauling anything you want to pull. My cab and chassis ISB6. 7 rated at only 305hp and 610 torque, does a fine job of pulling my 14,000 lb. fiver.