This paper analyzes the ideological transformation of American conservatism in the Trump era, focusing on the rise of postliberalism. It explores how conservative liberalism, once central to American conservative thought, has been increasingly challenged from within, culminating in a postliberal turn under Trump. Special attention is given to the political thought of Patrick Deneen, who offers a unified critique of both conservative and progressive liberalism. The study examines how Deneen seeks to modernize traditional conservatism by integrating the sensibilities of paleoconservatism and a populist vision. It further investigates the theoretical continuity between Deneen's critique and earlier conservative and communitarian discourses, while exploring how his thought reconstructs a new conservative ideology. This paper argues that the ideological shift in Trump-era conservatism represents a philosophical transformation beyond a mere political event, yet one that entails inherent limitations and risks.