maintenance is much more expensive on the diesel. I own one. Its about triple the cost for oil and filter changes, plus the cost of regular fuel filter changes. On top of that, turbos and EGR coolers and all that are expensive. And none of that fails on gas engines. So to say "oh no spark plugs or ignition equipment" as a cost saving= fail fail fail fail.
Instead of an ignition module you get awesome things like injection pumps and fuel injector control modules.
You didn't say what year diesel you would theoretically replace it with, but a brand new diesel in any brand starts around 50k and up. Its a bit ridiculous. And the new ones all have complication emissions equipment, separate cooling systems for the emissions equipment, and diesel exhaust fluid. An older diesel is sorta a gamble unless you know how its maintained.
If you somehow blow the motor in your gas engined dodge you can probably find a replacement for $1500 or less if you shop for a while. Blow up a cummins and you won't find one for less than $3k.
Towing mileage will be better with the diesel, but as you mentioned, diesel is more expensive to start with. My 6.0 pstroke excursion gets 12-14 towing heavy loads (6k or more) and can get 18-20 on the highway unloaded. but, with a diesel, you have the added costs of E rated tires, larger more expensive brakes (which also help you stop better, so its a plus and a minus), etc.
everything is a mixed bag. that size trailer doesn't "need" a 3/4 or heavier truck to tow, and half ton trucks are a whole lot nicer and more comfortable to drive around unloaded compared to a 3/4 and up.
And as far as deprecition, it hits diesels and gas engines about the same for a long time. You pay more for the diesel when you buy it, you get more out of it when you sell it. it tapers off a bit around the 12-15 year old mark, and then when you are looking at old IDI fords and cummins and stuff, you reach a bottom line for the diesels, about 2k for a ratty one... but thats vs 1k for a ratty gas engine one. So its not a huge difference.
A new diesel is typically around an $8k premium over gas. It won't save that much in fuel over its lifetime, especially combined with higher maintenance, increased fuel cost per gallon, and diesel exhaust fluid.
It will tow better, have more power, etc.
When it blows up it will be significantly more expensive to repair.
In the end its up to you if the pros outweigh the cons or the other way around.
if my excursion ever goes to the junkyard in the sky i will probably replace it with something more practical to drive every day but that can still tow a smaller trailer, like an F150, and buy an older pre emissions era diesel pickup to do any serious towing with. Like that crew cab dually powerstroke that sold for $1900 I posted in the classifieds section.