There’s a lot of stuff on this kind of thing in the video thread:
https://forum.freecapitalists.org/t/guides-and-knowledge-for-your-intellectual-journey/22366
The John Stossels seem to touch on it. “Is America #1” is good
http://www.youtube.com/watch?v=PZpDjxIPpFc&list=PLAB558D5BFD7688E2&index=1
And the Milton Friedman documentary is really good too..
http://www.youtube.com/watch?v=89USYVXyCiY
Oh yeah the Free to Choose series too…