As far as the Elk Song sale:
http://www.landreport.com/2011/07/for-sale-elk-song/I haven't seen any definitive explanation, but my hunch is that it's a sibling of his that is the troublesome family member. His family owned a Colorado ranch, which was sold and some or all of the proceeds were used to purchase Elk Song, I think. I bet that one or more siblings are agitating to get their money out of the real estate and into their pockets. I bet sharing his guiding income without any other farming income isn't enough to make them happy, when they have multi-millions tied up in the land.
Again, this is completely speculation but it seems the most plausible unless someone has some facts
