Here's my 2/100th dollars:
I tow with a 2001 F-350 Supercab, 7.3 liter diesel 4x4, and love it. It goes up and over the Continental Divide like the mountain doesn't exist.
I opted for the 6 speed manual transmission for the better fuel economy, better engine braking, and I also don't like paying big bucks for a new trans every 80,000 miles.
I also opted for the rare captains' chairs, and that has also made a huge difference in being able to stay in the saddle for 12-14 hours per day. It is almost as good as the Lazyboy.
I rent cars often when I'm traveling for my job, and have found that most cars ride rougher, and accelerate slower than my truck. Exception being the super luxury sport models $$$$$.
My toolboxes necessitated a truck, so I didn't really have much of an option.
Would I do it again?? Definitely, I'm getting ready to trade it in on a 2009 F-350 diesel.