WP may often be viewed as the private property of a God-King, guided and defended by a cabal. In fact it is a 501 ( c ) ( 3 ) foundation that derives its status by contributing to "Continuing Adult Education." One possible reason it is able to operate much like a closely held company might be a Board of Trustees that can be easily dominated and controlled by JW. The board governs Wikipedia as public trust. It has 7 members, including Jimmy himself. Two of these members are so obscure as to not warrant any WP mainspace articles, one had an article but it couldn't survive AfD/DRV process. As far as a cursory look can tell none have any substantial background in adult education, public sector administration, or anything else that would make sense. Instead of the captains of industry, great minds of society, or leaders of noble civic endeavors they seem, well just a little lightweight for the calling.
I contribute to the encyclopedic project of WP even though I would never support a non-profit organization that lacks a broad-base of community and civic input in it's governance. I tell myself this is alright because of the nature of the open source licensing of the project's contents. I suspect that someday the foundation will get itself into a jam and won't be able recover. This will allow a "rescue" of the project by a properly broad-based organization that steps in simply by "forking" the content and proclaiming their successorship. If they have the bona-fides and gravitas they will be credible with or without consent of the foundation.
Keeping all of this in mind it might be worthwhile focusing some of the problem solving skills of WR on identifying the background of Board members, the circumstances of their securing board seats, and the decision making process involved in foundation matters.