Pulling a Fifth Wheel problem, worried about my Dad...

If your truely want him to have it easy and stress free, hope he gets a dually.
You can't make a srw tow like a drw. That's why you see so many of them.
Nobody likes dealing with them at the drive thur.

Your brand of choice has so little to do with its ability to tow a trailer, buy what ever you like just add two more tires and heavier parts that come with them.