Re: F-150? F-250? Tundra?
IMHO stuff... if you're thinking a bigger boat might be in your future:
Anything over 6,000 lbs and you want a full-on 3/4 ton chassis. bigger brakes, heavier frame, bigger tires and wheels, heavier driveline, more vehicle mass (yada). In that one wide-eyed moment when you get in trouble (which comes sooner or later) it's worth every damn penny to have all the vehicle you need under your butt.
While it takes 100K miles to break even on the diesel... don't forget you'll get the bucks out of it at resale time... ditto having 4x4, they carry their value. 99% of the time you don't need it, but when you do need it, you'll thank god you have it. Being stuck on a boat ramp can ruin your whole day.
I've been driving about 40 years and have owned Fords, Toyotas, Nissans, Subarus, Dodge, Chevy, Mitsubishi, Jeep, and BMW... and driven most every other brand in one circumstance or another.
In a full size pickup truck, I'll still take a Ford... even though the new Chevy diesels are pretty nice. In a half ton pickup truck, I'd pick a Toyota.
In a car I'll take the BMW for sheer pleasure of the driving experience. For practicality and reliability, a Toyota. The full time 4WD in the Subaru is amazing in bad weather.... but the vehicle has some pretty quirky things about it.
That's my 2cts.