I've got a 500 c/m with three lenses, the 50 f/4 CT* Distagon, the 80 f/2.8 CT* Planar, and the 150 f/4 CT* Sonnar, as well as some other accessories.
I haven't even thought about a digital back. The prices and equipment are so volatile that I'm content to shoot film. The camera has a little bit of a learning curve, but you'll quickly find what a brilliant system is. It's truly one of the greatest ever camera systems ever made, in terms of quality, ergonomics, and performance.
If I were you I'd get a total of 2 or 3 A12 film backs. I have three, and it allows me to instantly change from B&W to slide to negative film in the field. Getting film processed may mean mailing it to the nearest full service lab if there isn't one nearby. I'd be surprised if there isn't a single one in Cheyenne, but I'd imagine there are some in Denver and elsewhere in Colorado. B&W you should just process at home. It's practically free, it's easy, it's safe, and you don't need a darkroom -- just a changing bag, a small light-tight tank, and a sink. Color you'll need to send out ordinarily, though you can do it at home. If you get a Jobo CPE-2 you can do your own home processing of slide film and print film. The machine generally goes for $400 on E-bay, and the somewhat better CPP-2 goes for $700 to $1000.
If you send it out, then generally you're going to want to scan color films. You can get professional scans with expensive, high end scanners, and I do that at times, but generally a $350 scanner like a Microtek i800 or Epson 4990 will get you great results. I have printed up to 16x20 with home scanned negatives, and they're beautifully sharp and detailed -- and the professionally scanned ones are even better.
I hike and travel with mine all the time -- it's my preferred travel and hiking camera. I've even been sea kayaking with it. The Hassy system is so great because it's a modular system that is small and portable. It's not quite as flexible as say a Mamiya RB67, but it's much more portable. It's not quite as portable as say a Mamiya 7 rangefinder, but it's much more flexible.
As for your rate of keepers, it will have almost nothing to do with how advanced a system it is. Just remember that 1/60 (or 1/30 with short lenses) is about the slowest you can handhold it unless you use mirror lockup (which is easy to use handheld). In fact you may have more keepers once you realize how easy it is to compose through a MF viewfinder. Take a look at your typical collection of DSLR shots and count the number of keepers. You'll realize (or I did, at least), that 95% of your shots are things that wouldn't be worth shooting if you were using film -- and you'll end up being very selective from the beginning. At this point it actually takes me a long time to go through a full roll of 12 exposures. Of course I'm more of a large format guy, and I'm content to go out and take only 2 shots.
You'll find much more info about Hasselblads on http://www.apug.org
and http://www.photo.net
Finally, you don't need CF lenses. Definitely get ones with T* coating, but a lot of experts I've corresponded with say that the difference between CT* and CF T* is basically indistinguishable. The CT* lenses are a lot less expensive. I wouldn't get the plain C lenses, because they're not coated.