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EPISODE · May 14, 2026 · 1H 9M

George Conway's Political Transformation

from Next Question with Katie Couric

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.

Episode metadata supplied by the publisher feed · Published May 14, 2026

What this episode covers

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.

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How long is this episode of Next Question with Katie Couric?

This episode is 1 hour and 9 minutes long.

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This episode was published on May 14, 2026.

What is this episode about?

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...

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