Can We Prepare People for Freedom?

Is it possible that the default position of libertarianism which has so deeply influenced politics, economics, and philosophy since the enlightenment could produce an ecosystem which stalls our ability to handle the existentially daunting task of freedom? Does the political structure of libertarianism dissolve into a fantasy the moment it encounters a problem of the commons like COVID or climate change? Is a conception of libertarianism as a "freedom from" preferrable to a conception of it as a "freedom to"? Have the economists owned the conversation for too long in this arena? Is a strong-arm government really the biggest threat to individual freedom? Will intentional libertarian blindness maximize a version of our selves that we aren't so proud of? Where does libertarianism end and anarchy begin?

Jay tangles with the editor of Reason Magazine and proud libertarian Nick Gillespie in a 2 hour conversation through the weeds of freedom.