Why are you looking at and comparing an F150HD vs an F250 diesel? They're not even in the same league. You need to stick to gassers. Only advantage to an F150HD over any 3/4 ton gasser is mpg's. And when you order the HD package you get the 3.73 gears and your mpg will drop. Towing mpg will be the same on either the 150 or 250 6.2 3.73. Other than that it ain't close. There's no upside to the F150. Once you hit the payload rating you're at the RAWR. Not so with 3/4 tons. The RAWR is 6100-6500 on most.
Go price out any F150HD against any of the big 3 3/4 tons and you'll see that they're all within a couple $100 of each other. I know for a fact that you can get an F250 6.2 for almost the same and maybe less than an F50HD.
Now throw in that Xlarge TT and any 3/4 ton would be way better.
