In this episode, we delve into the controversial world of the Intellectual Dark Web (IDW) with guest Jamie Q. Roberts, a political theorist and commentator on digital discourse and dissent. We unpack the origins of the IDW, a loose network of academics, commentators, and public intellectuals who challenge mainstream narratives on culture, politics, and identity. Roberts explores how the IDW gained traction online, its appeal to audiences disillusioned with traditional institutions, and the tensions it reveals within liberal democratic societies. From free speech debates to culture wars, Joe Rogan to Sam Harris, we examine the influence and contradictions of this online movement—and what its rise tells us about the state of public intellectual life in the digital age.