The highest I have seen on my 2011 Chevy diesel/ Allison transmission was last summer in New Mexico, at 106°F outside temperature, was 155°F on the tranny gauge. This was pulling our 31 ft. fifth wheel. When I was pulling Monarch Pass in Colorado, the transmission temperature was about the same with cooler outside temperatures. Climbing the pass, this was using the tow haul and exhaust brake turned on. I didn't check it going down the west side of Monarch though. The cruise control was set at 45mph, so the exhaust brake and Allison working together, held it to within 5mph of the set speed. Should check the tranny temperature when going down hill next time.
Around here on the way to Orlando, a three hour drive, I would expect it to be in the 135/145°F range. Now these are not with the tow haul engaged, but are with the exhaust brake turned on, as I always have it on when towing the trailer.