As a sideline for a few years, I ran a diesel performance shop. Overall, I worked on over 1000 diesel pickup trucks and these are my observations over those years:
Dodge/Cummins - The Cummins I6 is second to NO engine for reliability. Sure you can name Duramaxes or Powerstrokes that have gotten as many miles as a Cummins, but they are far rarer than high mileage Cummins engines. It comes down to build. The Cummins is a medium duty diesel, whereas the Powerstroke and Duramax are both light duty diesels. The Dodge standards are the toughest on the market, although the clutches will start to slip with 80 additional horsepower. The Dodge auto is the second best of the three. And if turning up the power is your thing, NONE of the competition can be turned up as cheaply, nor as far as a Cummins. 600 HP is obtained with simple bolt-on parts. And stock, the Cummins I6 outpulls either the Powerstroke or the D-max when loaded. The Common Rail Cummins engines (03 and up) are the more powerful when stock, however fuel economy is poor compared to the earlier 12 and VP equipped 24 valve trucks (but still better than Ford or Chevy).
Ford/7.3 - Good combination. Ford trucks are arguably the best built, with better frames, although off-road handling isn't as good as the Dodge (again arguable, depending on what you look for). The 7.3 is tough, although weak in the power department. Turning up the power gets difficult past 350 - 375HP. Best automatic in the business though.
Ford/6.0 - Again, pretty good combination. More power than the 7.3s, but still won't quite pull with a Cummins. Stay away from the 03 model years. Reliability on the 6.0s is not proven yet, as those silly hydraulic injectors are still being used.
Chevy/D-max - I won't bother discussing the Chevy diesels before the Dmax as they weren't tough enough nor powerful enough to be seriously considered for towing duties. The Duramax in stock trim is the weakest of the 3 current offerings for heavy towing, but the power can be turned up further than the 6.0L Powerstroke, and when combined with the Allison, can make a potent pulling machine. I've seen modified Chevies hand modified Cummins their butts in pulling competitions, although that was in the very heavily modified classes. The Alisson, when mated to a stock Dmax, is one of the best autos going, but you turn up the power 100 ponies, the Alisson will begin to fail. There are no reliable upgrades to the Alisson yet. As far as the rest of the truck, I found the Chev to be the most comfortable, however it was shocked way too weak for off-road handling.
Anyway, just my observations over the years. Take em or leave em