I just bought a 2016 Tradesman PW, so I may be a little biased, but here are some thoughts:
If you want a trail rig, get a Wrangler. That's what its made for.
If you want to haul A** through the desert, get a Raptor. That's what its made for.
If you are considering a Ram 2500 in gas, (or another 3/4 ton truck) you will get a less expensive truck, but give up the PW additions. The PW package is $7,950 which is a lot but I would believe you would spend most of this to add the pieces on included on the PW and not have any warranty (Don't know how much that matter to you). Although you may be able to build a comparable off road truck for the money, I don't believe you would get it back in resale. I think most people who would be a buyer for this truck would prefer a PW. Usually, 3/4 ton truck resale value for gas trucks is not fantastic as most people would prefer the CTD. You may be able to build a better off road vehicle for the money, but I feel you may do this at the expense of the all round performance of the truck. I think the PW resale will be ok because its a niche vehicle its capabilities are known.
I read a thread at the Ram forums (I think) by a guy who was fording 14 inches of water in his CTD and hydrolocked his engine. Ram was denying his warranty. The PW is supposed to be able to ford 30 inches of water. I give this as an example of a great truck that was used outside of what it was designed for. The Ram engineers won't put the CTD in the PW because they said it too heavy and the intercooler is in the way of the winch. So they design the CTD to be a tow truck, which is what its great at. I'm not touching the gas vs diesel debate, but in an extra hostile environment like off roading, I believe that simpler is better, and NA gas engines are just simpler that new diesels.
I am not an engineer, but I believe that Ram's engineers have created a great heavy duty package that is balanced and can do well in all environments.
I feel the limitation of the PW is in its reduced payload cap. If you need a slide in camper, probably need to go a different route. If that's not in your plans, heres my sales pitch of why you should buy a PW:
Built on HD chasis. (internet rumored to not be the same as Ram 2500, but reinforced in some areas)
Now using 11.5 inch instead of 10.5 inch ring gears in the diffs. Axles are rumored to be dana 60 in strength.
Lever shifted transfer case that is internet rumored to be stronger that Ram 2500
Articulink front suspension (gives an extra 7 inches of articulation over std Ram 2500) with factory lift and bilstin shocks.
6.4 gas engine now has more Hp and torque while increasing MPG due to 4.10 gears instead of 4.56 used with the 5.7 hemi (still not great!)
Of course the lockers, sway bar disconnect, winch and skid plates.
Simply put, if you need the swiss army knife of trucks this is probably as close as you can get. If you need a vehicle that is stronger in one particular area, I think you will have to buy a different vehicle and then modify it to make it be able to do what you need it to and live with the shortcomings in other areas. I believe there are no real shortcoming in this vehicle, just areas where it isn't as good as some other vehicles which are more specialized.
Earlier in this thread someone question the durability of Dodge. I am still driving my 2006 Ram 1500 and it has been a great vehicle for me with 147K miles on it. I believe that all mfgs make some lemons, and that most vehicles made today are good solid vehicles. But once again, are they being used in the way they were designed to be used? If not, it could be that there were shortcuts taken to keep the price down.
Also, I don't believe most people maintain their vehicles the degree that members of this forum do and I feel this plays a huge role in the longevity of the vehicle.