FDD:
So in the end, what do you want to do with your truck?
That is
the first question to answer; which will determine size, engine, trans, transfer case, bed length or flatbed or maybe just SUV...commuter, puller, etc.
Next is how many FRN's your willing to part with.
Then what can you find...
Random thoughts:
All of my trucks are 4WD. You may not need it much, but when you do, it can be a lifesaver. You'll likely need it even more in WY. I've gotten around in modest snow with a CRV, but if there were drifts or I slid into a ditch, I'm cooked. AWD is handy, but not enough IMO if you end up living in the country on gravel roads that have iffy snow removal.
I certainly agree that buying a new truck is not the best idea as the initial 1-3 yr depreciation is needless waste of FRNs. Not to mention higher insurance, sales tax, tags. Added complication with electronics will take your DIY skills to a whole new level. More tools, etc. But it can be done. Factory manual and a group of knowledgeable friends.
Like most things in life, it's a compromise.
I drive old stuff. Five trucks at the moment

, all with various jobs. All over 100K. A gasser over 300K, diesel approaching 200K. Some never leave the property. One is being rebuilt. Doing your own repair work will be important to you in lower population density areas. Yes, some have electronics that are both a help and a curse. ABS on my 2nd generation Dodge is a $%^# curse. I'd gladly keep my electronic ignition and fuel injection on my gassers as starting and running in the winter is improved immeasurably. No long cranking, choke issues, vacuum pull off issues and no need to carry gumout or ether for spritzing the carb. Trying to start a carbureted vehicle in below zero weather can be a serious challenge. Starting a diesel in cold weather requires preheating to get the best results, not to mention being aware of the gel point of your current tankful.
While diesel has it's place for pulling, it costs more to buy and own. In general, parts are more expensive, fuel is more expensive and it takes a little different TLC than a gasser. Diesels are more efficient, but the current D2 to gasoline FRN ratio negates that. They make up that difference with gobs of torque over a gasser of similar displacement. Nice thing about the electronic diesels is that they are easy to hop up with a black box or two. I wouldn't be without mine, but it's not a daily driver as much as it is the designated puller of the group.
Having owned a dually in winter weather, I will tell you it is not as good as a single rear wheel. Tall skinny tires work the best. Big fat wide tires do poorly in snow, particularly heavy slush. Unless you are pulling a large RV or stock trailer, stick with single rear wheel. Cheaper on tires, too. And the way gravel chews up tires prematurely, that can be a significant expense with a dually.
BB2 has the right idea with 'building your own'. Especially the 12V Cummins. Robust and no electronics. Yeaaaa! Simple is better. The only electrical item is the fuel shut off solenoid. They can be hopped up, but not as easily as adding a black box. At least not as much as a black box, especially with electronic injectors. Some days, I wish my 2nd generation Dodge had the 12V with an in-line fuel pump instead of the 24V and troublesome VP44 injection pump. Arg. Older 7.3 Turbocharged (International) Fords will get it done too and a little quieter than the Cummins. The older GM diesels had some issues until they came out with the completely redesigned Duramax.
FDD, IMHO, your 98 Ram with the 318 is a keeper if it's in good general shape and suited for the Cowboy State. You've done well to get it to 270K. Not everyone is savvy enough to do that. Crate 318's can be had from Chrysler and other sources. You may even be able to upgrade to a warmed up 360 crate motor with minimal effort. Not sure where you are (not being nosy), but keep in mind that Wyoming is 4000ft minimum and it takes proportionally more power to do the same work that would be done at ~sea level. Chances are you'll be hitting much higher elevations from time to time depending on where you settle. Just a consideration.
YMMV