Getting my well drilled was an absolute nightmare. Went through three drilling crews, each one bringing in a bigger piece of equipment before finally hitting water at about 320 feet. In watching the crews I could see there is a lot of tricks and techniques to deal with all the problems that for sure are going to come up, I think that only comes from a lot of drilling experience. I think that buying a rig and hiring labor would be pretty risky if you don't already know what your are doing, there is a lot that goes into it, especially if you need to drill really deep which is probably the case if you're in the mountains.