Conversations with Bill Kristol

Where do things stand in the wars in Ukraine and Iran? What are the implications of these wars for military technology, the future of warfare, and our highly fluid geopolitical environment?
In this Conversation, Phillips O'Brien, the distinguished military historian and author of the indispensable Phillips's Newsletter on Substack, shares his perspective on the two major wars. O’Brien also considers the ramifications for US-China military and technological competition, the future of the Middle East, and the faultlines in Europe. This is an unusually incisive analysis of both the facts on the ground and the larger and gathering geopolitical threats we face.

We are less than seven weeks away from Election Day, and early voting already has begun in some states.
To discuss where things stand and where American politics might go after the midterms, we are joined again by David Axelrod, chief strategist for Barack Obama’s presidential campaigns in 2008 and 2012. Axelrod shares his perspective on how the election might play out when Trump “is in a deep hole and keeps on digging.” He explains how the fundamentals point toward a historically bad year for Republicans—with a war and tariffs, unmistakably the president's own doing, felt acutely by voters through rising energy costs. Kristol and Axelrod also discuss how the Democratic Party is dealing with the rise of economic populism, and where both parties might go in terms of ideology and character of candidates as we look toward the presidential race in 2028.

"We're 60 days away from a completely different political environment. And I think people are underestimating how different it's going to be, and how volatile it's going to be without really any moorings for either party."

So argues Doug Sosnik, former political director for Bill Clinton, one of the shrewdest analysts of American politics, and the author of an indispensable new Substack. In this detailed and wide-ranging Conversation on the midterms, 2028, and the instability of American politics, Sosnik explains what polls and historical precedents can and cannot capture about our volatile electorate. Sosnik and Kristol discuss the the strength of populist forces, the challenges facing both parties in the lead up to 2028, and why 2029 may be the beginning of a new era in American political history.

Where do things stand with the military in Trump’s Second Term? What are the consequences of a shortage of munitions in the conduct of the Iran War? What should we make of the firings of senior military leaders?

In this Conversation, Eric Edelman, former Under Secretary of Defense and former ambassador to Turkey and Finland, shares his perspective on what he describes as increasing dysfunction in the military and its civilian leadership. Edelman points to the consequences of Trump’s departure from the military decision-making processes typical of past administrations. Edelman also reflects on the politicization of promotion and other military procedures. As he puts it: “It takes a lot of time and effort to build the kind of military that we have had, that we’ve grown used to having since the 1980s-1990s…. It doesn’t take long to tear it down.”

"Am I worried? A lot. Why? Because they’re not done yet. And it’s not just the president, but the efforts of those around him and on the outside supporting him who have a very huge and fundamental and reshaping ideology, driving an effort to … increase the president’s power even further. And this dramatically weakens the power of Congress."

So argues the distinguished political scientist and leading authority on the workings of American government, Don Kettl. According to Kettl, Trump in his second term has tried to make "loyalty to the president" the ultimate litmus test for government service. He argues that, by ignoring standards of merit and competence, Trump mostly has had the effect of gutting government rather than reforming it—with dangerous consequences for the country.