Conversations with Bill Kristol

Where do things stand in American politics as we head into a midterm election year?  To discuss these questions we are joined again by Ron Brownstein, a Bloomberg Opinion columnist and senior CNN political analyst. Brownstein points to President Trump’s approval rating as perhaps the most significant indicator in the 2026 midterm elections—and potentially still a major factor in 2028. As he puts it, "Amid all of the swirling currents that you get whenever Trump is in the White House… the real message of '25 was ‘the fundamental things apply.’” Brownstein shares his in-depth analysis of the current demographic and partisan fault lines in American politics, and the challenges both parties face as we look ahead to the midterms and presidential elections. 

“We take for granted the degree of peace that we’ve enjoyed over the past eight plus decades. And we think that’s the norm. The norm is actually a lot more like what the world looked like before 1945. Certainly, the previous 100 years were one of constant great power warfare. And I don’t think people are ready for that—the world that we’re now moving into.”As the distinguished historian Robert Kagan puts it in this provocative Conversation, Trump’s foreign policy may be a decisive break from the past that will not be followed by a return to the status quo. According to Kagan, we are at risk of returning to a multipolar world of shifting alliance structures and transactional foreign policy that would greatly endanger American security. Kagan’s bracing account considers the stakes of current foreign policy challenges in Asia, the Middle East, Latin America, and Europe—as well as the contest over liberal democracy at home.   

Dick Cheney (1941-2025) is widely regarded as one of the most consequential vice presidents in American history. To discus his life and legacy, we are joined by Steve Hayes, CEO and editor of The Dispatch and author of Cheney (2007), who had extraordinary access to Cheney during his time as vice president. In this Conversation, Hayes shares his personal reflections on Cheney’s character, views, and decades of public service, which spanned from the Ford through the George W. Bush administrations. Hayes reflects on the ways in which Cheney was understood—and misunderstood—by the media and public, and what the story of Cheney's life can teach us about the last half century of American political history.

How has the second Trump presidency differed from the first? How did Trump’s experiences during his time out of office and on the campaign trail in 2024—including his trial in New York and the assassination attempts—shape him? What can we expect in the months and years ahead? In this Conversation, Jonathan Karl, a leading chronicler of Donald Trump and author of Retribution: Donald Trump and the Campaign that Shaped America, argues for the centrality of retribution in understanding Donald Trump’s second presidency. Drawing on his extraordinary access to the president over many years, Karl reflects on how we got here and considers where we might be going.   

Where do things stand in the United States nine months into the second Trump administration? Where do things stand in Ukraine, and what are the implications of the war for the future of liberal democracy around the globe? In this Conversation, the distinguished historian Timothy Snyder reflects on the situation of the United States, Eastern Europe, and the politics of the current moment.