That should be a good towing experience. Most good quality WDHs will work for you, and the Hensley is on the upper end.
The truck you are choosing, with the max tow, has a lot of options for this purpose.
Yes, when loaded, you will have at least another 1,000, maybe 1,500 lbs added to trailer, and of course, more hitch wt. I don't see a problem, with that rig, loaded and ready to travel. You aren't talking 8 passengers, normally just the two of you.
The extra wheel base length is an asset for towing a trailer.
Enjoy your new experience,
Jerry
