George Conway's Political Transformation

Once a loyal Republican who celebrated Donald Trump’s 2016 victory, George Conway is now one of this administration’s most outspoken critics and a Democratic candidate for Congress in New York’s 12th District. In this candid, wide-ranging conversation, he sits down with Katie to discuss what motivated him to run for office and why this moment requires more than commentary and criticism. He traces the early days of the first Trump administration, when he began to see something he could no longer ignore, and how that realization reshaped not just his politics, but his personal life, including his high-profile marriage to political consultant Kellyanne Conway. Along the way, he examines why so many Americans remain loyal to Trump, drawing on psychology, identity, and what he calls a growing “permission structure” for division and resentment. Ultimately, he sees this as a moment that demands engagement, not passivity, and one that will help define the future of American democracy. Hosted on Acast. See acast.com/privacy for more information.