This is exactly what put me in the hdt market. I had a 2014 415rw, they are HEAVY!!! Especially in the mountains on a steep downhill pass! I pulled mine at first with a 2011 1 ton Powerstroke. After two different near misses, both of which the trailer brakes failed, I decided to find something bigger. I have owned a 99' F550 Powerstroke when it was new. It was a lot of truck. It would work great, but it is hard to find one in good shape. I would only have one with the 6 spd manual. The new 350/3500 and 450/4500 are very nice, but way to expensive. I found my 2006 Freightliner for $17,800. Sold the 2011 Powerstroke for the little I had left owed on it plus the price of my flat bad. I also had enough left over out of the sale to pay cash for an 06' 4x4 Toyota that I daily drive. The Freightliner is very nice for trips with the family, and it handles the weight with ease. Fuel economy is about 1 mpg better while towing than 11' Powerstroke, and I only drive it about 20 miles a week other than when I am towing just so it doesn't sit. The other reason is the Freightliner still only gets 9-9.5 mpg empty (same as loaded). If money was no option, I would have a new F450 4x4 Powerstroke. Unfortunately, the oilfield is very very slow right now, and I did not want to stick my neck out there for $40-$50k. Plus the Toyota is nicer to drive around town than any full size pick-up. I also like not ever having to worry about weight. The Freightliner is registered as an RV, and as such there is no extra registration fees. Oil changes are brutal unless you do them yourself though at 44 quarts of oil. Good luck in what ever you decide. I hope you don't make the same mistake I did though, and get enough truck the first time.