Conversations with Bill Kristol

Conversations with Bill Kristol

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Conversations with Bill Kristol features in-depth, thought-provoking discussions with leading figures in American public life.

Episode List

Aaron Reichlin-Melnick: Immigration and Deportation in the Trump Administration

Jul 17th, 2025 4:08 PM

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.

Ryan Goodman: The Trump Administration and the Supreme Court

Jul 3rd, 2025 12:55 PM

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.

Ray Takeyh on the War between Israel and Iran—and the Future of the Iranian Regime

Jun 19th, 2025 12:45 PM

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.”

Eric Edelman on Trump in the Middle East—and a Dangerous World

May 21st, 2025 4:41 PM

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."

John Bolton on the Trump White House after 100 Days

May 6th, 2025 5:24 PM

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.’"

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