In reading thru all this again, I would simply emphasize a few things that stood out: you will want a cab- allergies from a new environment can be unpleasant, heat and cold will be a factor in Montana (I've been there in the winter) as well as airborne crud from bush hogging. A SSQA front hydraulic auger will be a blessing, especially if you are ensconced in a cab, trying to see what you are doing. Sounds like you are man who appreciates quality and good design, so be thorough in checking out Kubotas. Whatever, get a SSQA, not a proprietary QA system.
You may decide you want to deal with snow yourself, so a plow and a toasty cab will be necessary. A rear blower will work, but you will quickly tire of turning to look over your shoulder, most likely. Lastly, as was written, you may never see a dealer's lot again after purchase. Most owners around here have a field service guy who comes out to service tractors, if they don't just DIY. UPS can supply whatever parts, probably fluids and filters, you will need.
Enjoy being in the unusual and enviable position of choosing from free the constraints of cost (more or less).