What that other Wren said.
With a 7,000-pound trailer, you normally use both overdrive and cruise control. There are exceptions:
1] When comin' down the mountain, kill the OD until you get back to the flats. Basic rule is to go down the mountain in the same gear you used to climb the mountain.
2] When in hilly terrain that causes the tranny to constantly shift into and out of overdrive, then kill the OD until you get out of the hills. That's not "hunting", but constant shifting will heat up the tranny.
The rest is personal preference. For example, when I see a grade coming that I know will cause a downshift, I kill the cruise then kill the OD, then attain the speed I plan to use to climb the grade, then reset the cruise at that new speed.
If your truck seems to downshift for every little bump in the road, you need a few more horses under the hood. But you can't add horses until you have gauges. So install at least a pyrometer and a tranny temp gauge, then install a hot-rod tune for towing. Probably the 60-tow tune from
DP TUNER
With gauges and the 60-tow tune, if you have to back out of the go pedal when climbing mountains so you don't exceed 1,250º pre-turbo exhaust gas temp (EGT), then you need improvements in intake and exhaust. For about $200 you can greatly improve the intake with a Ford Severe Duty Air Induction system (AIS). For less than $200 you can replace the stock muffler with a Walker BTM #21470.
Never allow your tranny temp to exceed about 225º (with the sender in the pressure port on the side of your E40D tranny). If you ever see over about 210º, then you need increased tranny cooling, and I'd change to synthetic ATF.