George Will, a renowned political scientist and columnist, delves into the core principles of conservatism in his discussion. He contrasts James Madison's vision of government with Woodrow Wilson's, revealing how these ideologies shape current political debates. The conversation touches on the evolution of presidential power through Teddy Roosevelt, the intricacies of tariff policies, and the shifting landscape of conservatism within the Republican Party. Will also emphasizes the role of markets and individualism in society, reminding us of the vigilance needed to uphold a free society.