Judge Napolitano talks about the relationship between libertarianism and Catholicism starting around the 6 minute mark:
the essence of libertarianism is the primacy of the individual over the state …and as far as it is conceivable, absolute freedom of the individual to make his or her own choices. That’s actually also the teachings of Jesus Christ: I’ve come to set you free. … The doctrine on religious freedom, the doctrine on free will is such that free will is the greatest gift God gave is. It is so perfect a gift that we are free to abuse it, and history and the modern era is filled with examples of its abuse.. So I see no inconsistency between the observation that the individual is greater than the state, and the Church’s teaching on free will at all. But I’m also not unaware of the Church’s social policy and the social policy of the church is that I am my brother’s keeper and that I should help my brother out. I accept that and I embrace it as long as I am free to accept and embrace it as long as I am not forced to do it through the mechanism of government.