Advertise on podcast: Conversations with Bill Kristol

“The Europeans have been in this alliance [NATO] to protect themselves, largely from Russia and other aggressors. And now it has an aggressor within the gates, so to speak. And that’s quite an extraordinary situation.” So argues the eminent political thinker Francis Fukuyama, who begins with his assessment of Trump’s bullying of Denmark and Western Europe in recent days. In a thought-provoking tour d’horizon Conversation, Fukuyama shares his perspective not only on Greenland but on a world in crisis more generally, covering Ukraine, Europe, China, Japan, as well as developments in the United States. As he puts it, in bracing terms: “Trump is doing the same thing domestically that he’s doing internationally. He’s trying to erode all the existing constraints on his ability to use power.”

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.     

“It’s hard for me to imagine a voter that votes in 2026 that doesn’t have Trump on their mind.” According to veteran Democratic strategist James Carville, Trump "keeps jacking the stakes up, every day” and remains the focal point of American politics as we head towards the midterms next year. As he puts it, the Republican Party has become a “personality cult” while the Democratic Party is "a coalition in search of itself." As he explains: “I don’t think Democrats can know who they are until Democratic primary voters weigh in and decide. It’s not up to me to say what the Democratic Party should be. It’s for eight people to run for president and then have Democratic primary voters pick one, and then that’s what the party becomes.”  In a wide-ranging Conversation, Carville shares his distinctive perspective and characteristically shrewd insights on where our politics might be headed as we look toward the midterms and 2028.

The second Trump administration’s approach to China so far differs from the more consistently hawkish posture of the first term.  To analyze the increasingly dangerous state of our geopolitical situation and the threat posed by China, we are joined again by Princeton professor Aaron Friedberg. According to Friedberg, China continues to strengthen in military, technological, and geopolitical might as it continues to advance its ties to Russia and North Korea. Meanwhile, in Washington, the position seems to be emerging that the US can make a deal with China, as well as draw back from American positions in Europe and elsewhere. As Friedberg puts it, this policy would leave American allies in Europe and Asia more vulnerable to China and Russia—countries that have their own differences but are united by an “ideology that’s anti-Western, anti-liberal, anti-democratic. And that’s a pretty powerful force.” Friedberg argues that the various and growing threats to the US and the world order remain ever more interconnected. To counter these threats, the US must increase engagement around the world and strengthen collaboration with allies—rather than “making deals” with adversaries while retreating from global commitments.

Much has happened since we were last joined by Pulitzer Prize-winning historian Anne Applebaum in February, including the Trump-Putin summit in Alaska and the Zelensky visit to the White House that provoked an alarmed and last-minute rush to join by European heads of state. In this Conversation, Applebaum shares her perspective on the situation on the ground in Ukraine and the response in European capitals to reduced US support for Ukraine on the battlefield. Drawing on her recent book Autocracy, Inc, out this week in paperback, Applebaum considers the growing authoritarian threat and dangers to liberal democracy on both sides of the Atlantic. As she states, “the farther you go down the road [to authoritarianism], the harder it becomes to turn back.”

How is President Trump’s new tariff regime different from the trade deals of his first term? How might the new tariffs affect American businesses, consumers, and the country's macroeconomic outlook?  To discuss, we are joined by Scott Lincicome, a senior fellow at the Cato Institute and a columnist at The Dispatch. Drawing on his own background as a trade lawyer, Lincicome analyzes the effects of Trump’s tariffs on American firms and consumers. Lincicome shares real-world examples of the knock-on effects of introducing new tariffs without warning, the burden of compliance with complex and untested customs regulations, and how arbitrary exemptions favor large corporations over smaller firms. Lincicome argues that the tariffs could substantially squeeze American consumers in the months ahead—and considers the intended and unintended consequences of the policies could hamper American competitiveness in the years to come.

Six months in, what has the Trump administration done with immigration and deportation—and what have we learned about where it may be headed? To discuss, we are joined, again, by Aaron Reichlin-Melnick. A leading expert on immigration and Senior Fellow at the American Immigration Council, Reichlin-Melnick presents an in-depth analysis of the situation that goes beyond the headlines. As he puts it: “We are seeing a pace of enforcement unlike anything we’ve really seen in decades….with [immigration] as the Trump Administration’s top priority. It has surged resources, manpower, and attention to immigration enforcement, with the goal of massively ramping up arrests, detentions, and deportations.” Reichlin-Melnick shares his perspective on the situation on the ground now—as well as how developments such as the massive increase in funding in the reconciliation bill might affect things in the months and years ahead.

What has the Supreme Court done—and not done—to check the Trump administration so far? What are the broader political and constitutional implications? What might the next months and years look like?  To discuss these questions we are joined, again, by Ryan Goodman, a law professor at New York University, former special counsel in the Department of Defense, and co-editor of NYU Law’s Just Security blog. According to Goodman, “there are many danger signs coming from the US Supreme Court that they [are] not ready to meet the moment.” As he explains, to this point, the Supreme Court has deferred to the Trump administration on a broad range of issues, including, for example, the use of the military domestically and the militarization of ICE. Goodman also describes the increasing weaponization of the Department of Justice against political opponents. Amidst uncertainty about how the Supreme Court will respond to executive actions that ignore constitutional authorities, and in the absence of pushback by Congress, Goodman argues that civil society must step up to defend the rule of law.

Where do things stand in the war—and what will the future of Iran look like when the fighting stops? To discuss these questions, we are joined again by Ray Takeyh, a senior fellow at the Council on Foreign Relations and one of the leading historians and analysts of Iran. Takeyh emphasizes that the Iranian leaders are “traumatized and stunned,” and that “the regime is facing a vast array of problems” from widespread discontent among the people to serious divisions within the elites. He explains that the extent of the apparent collaboration with Israel, including at the highest levels of the state, is itself evidence of the grave threat to the regime from within.  Cautioning that much remains unknown and will be dependent on the course of the war, Takeyh reflects on possible paths forward for the regime. “I have always believed that the post Islamic Republic Iran will be substantially better than the Islamic Republic,” he explains. “But the principal challenge moving forward after this is what does a weaker Islamic Republic mean for regional security? Regimes that lose wars tend to behave in very unpredictable ways. Because what the regime will have to do is reconstitute the fear barrier that it relies on for its rule at home.”

What have we learned so far about Donald Trump’s approach to the Middle East in his second term? In this Conversation, Eric Edelman, former ambassador to Turkey and Finland and Under Secretary of Defense,shares his perspective on the president’s recent trip to Saudi Arabia, Qatar, and the UAE. He presents a tour d’horizon of the highly dynamic and complex situation in the Middle East, not only covering the Gulf States butalso Turkey, Syria, Iran, and Israel. Edelman argues Trump has not been guided by any doctrine or coherent strategyin his foreign policy: “He really believes in transactionalism as a way of life.” The upshot sofar, per Edelman, has been “a very haphazard, incoherent policy in a very dangerous world."

What have we learned about the White House in Trump's second term? How are decisions made in the most consequential areas of national security? During the past week, Trump fired National Security Advisor Mike Waltz. To discuss this and many other matters, we are joined again by John Bolton, who served as National Security Advisor in the Trump White House from 2018 to 2019. Bolton shares the perspective of an insider who understands Donald Trump—and government at a high level of granularity. He describes Waltz’s dismissal as emblematic of a White House in chaos. As he puts it: “more and more decisions will be made in the White House and fewer decisions in the cabinet in the second Trump term than in recent presidencies. That’s the clear message going ahead.” Assessing the price we pay, Bolton states: “[Trump] is burning through decades of effort to build up goodwill, trust, faith, reliance on America. Our friends all over the world are saying, 'You’ve taken leave of your senses.’"