JM was hardly an insurgent looking to mix up the old order. He wrote the Bill of Rights because of the radicals' (in places like PA and NC, two very large "states to be" with powerful Anti-Federalist lobbies) reaction to the conservative bent the Constitution took. The only way that PA and NC agreed to ratify was if changes (the BoR) we made to the extend the revolutionary gains of the Rev to more people. The BoR was a compromise to bring more "radical" elements into the US polity. If you really want to read some good history on this, I suggest Bernard Bailyn, Gordan Wood, Jackson Turner Main, and Cecilia Kenyon. Drew McCoy's work on how Madison's political philosophy changed over the years is excellent. Madison was a man of the established and elite political order.