George Conway's Political Transformation
Next Question with Katie Couric
Katie Couric Media
4.4 • 4.7K Ratings
🗓️ 14 May 2026
⏱️ 70 minutes
🔗️ Recording | iTunes | RSS
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| 0:00.0 | You know, there are two reactions to Trump that you could have, and you can see how some people had one and some people had others. |
| 0:13.9 | It's like nails on a chalkboard. Some people kind of can get used to the screeching and the noise and others. |
| 0:20.4 | It drives them to do something to and the noise and others it drives them |
| 0:21.0 | to do something to leave the room. |
| 0:23.6 | And I was one of the people that it didn't take much. |
| 0:27.1 | And ever since then, it's, you know, I've rethought everything, rethought everything about |
| 0:32.3 | my understanding of human nature, rethought everything about what, you know, what the purpose |
| 0:36.8 | of the whole governmental enterprises, rethought everything about what, you know, what the purpose of your whole governmental |
| 0:37.8 | enterprises, rethought everything about, you know, what's the importance of, like, empathy. |
| 0:46.9 | Hi, everyone, I'm Katie Couric, and this is next question. |
| 0:54.1 | George Conway is not your typical Democratic congressional candidate. In fact, until just a few |
| 1:00.4 | months ago, he wasn't a Democrat at all. And now he's running to represent New York's 12th |
| 1:06.4 | district as one. For decades, he was a conservative Republican, a top lawyer, a proud member of the |
| 1:12.8 | Federalist Society, and someone who celebrated Donald Trump's 2016 victory. He was even considered |
| 1:19.4 | for a role in Trump's Justice Department. But instead of joining the administration, Conway became |
| 1:26.1 | one of its fiercest and most relentless critics. |
| 1:30.0 | That opposition didn't just come to define his public life. It also reshaped his personal one. |
| 1:35.8 | Until a few years ago, he was married to Kellyanne Conway, who managed Trump's first campaign |
| 1:40.8 | and became one of his most loyal advisors. Their political divide played out in real |
| 1:47.0 | time in full public view, with Donald Trump himself, once calling Conway a stone cold loser |
| 1:52.8 | and husband from hell. Now, after years on the sidelines, as a legal and political commentator, |
| 2:00.0 | he's stepping into the arena himself |
... |
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