The dominant don't do too badly under private enterprise either, often managing in one way or another to socialize the risk while privatizing the profits. Surely you don't believe all those who swindled stockholders are going to jail (not least because a lot of swindling is legal)? There will always be politically dominant - because nature did not make all men equal. The dominant will always seek - and gain - advantage. Presumably your system will mitigate the more destructive aspect of the situation - as capitalism was an improvement on feudalism.
Under my system you would pay to fly over my land and airports would be privately funded
It used to be that strong individuals would sit on important passes and exact tolls from travelers. Military force was necessary to unseat them - and it was done because free passage was deemed more important to the body politic than the preservation of individual rights. Do you believe that was wrong?