I like the F-350 (Big honking pickup) comment. Thugh I'm not an "F" fan (Ok Chevy 30 or Dodge Ram 3500, all the same class). I will admit Ford does make decent trucks though (my complaints have more to do with cars).
I'm not sure the order makes much difference. But I will make one suggestion.
IF you plan to move from time to time. Consider a class A with a smaller car in tow.. REASONS:
1: MPG.. That F-350 towing say 30-40 feet of 5er will get likely about 8 MPG
My 38' A towing 4,000 pounds of Chevy Lumina APV.. Same
The F-350 "Bobtail" (Without trailer) will likely MPG in the TEENS
That 1992 Lumina in the 20's and a modern equal vehicle 30-s or more.
2: RAIN.. When I'm driving in a pouring rain and feel the need for a Rest Stop...
I DO NOT GET WET
There are additional reasons as well
When my Lumina died.. Well I still had the Motor home to drive
When the motor home died The Neon which replaced the Lumina was still operational. (the motor home suffered a "road kill" of the engine. Freak incident involving a pot hole and the oil cooler. So insurance (nationwide) paid over 7 Grand for the replacement (used) engine)