To The Contrary with Charlie Sykes

Charlie Sykes sits down with former Congressman Adam Kinzinger to discuss his new documentary The Last Republican and the personal and political fallout from his stand against Donald Trump. Kinzinger reflects on January 6th, his deep contempt for Kevin McCarthy’s capitulation, and how small acts of cowardice reshaped the GOP. The conversation also turns to the future of both parties, the shifting...

Charlie Sykes and Jonathan Rauch dissect a surprising Supreme Court challenge to Donald Trump’s sweeping tariff powers and what it could mean for the limits of presidential authority. They also break down the recent “blue wave” election results, the shifting loyalties of younger and minority voters, and the growing ideological fractures inside the Republican Party. The conversation explores whethe...

Charlie Sykes is joined by political scientist Daniel Drezner for a wide-ranging conversation that begins with baseball’s most thrilling World Series in years and ends with America’s political curveballs. They unpack Trump’s Great Gatsby–style party amid a government shutdown, the pardoning of a crypto billionaire, and the GOP’s flirtation with extremist rhetoric. Along the way, they tackle corrup...

Charlie Sykes talks with Simon Bazelon, lead author of Deciding to Win , a new report urging Democrats to refocus on economic and public safety issues. Bazelon argues that since 2012, highly educated donors and advocacy groups have pushed the party away from the bread-and-butter concerns of working-class voters. The conversation explores how Democrats lost touch with moderates, what lessons can be...

Charlie Sykes talks with Lawfare’s Ben Wittes about the erosion of congressional power, Donald Trump’s attempts to reshape the civil service, and the growing danger of a one-man government. They unpack Trump’s $230 million claim against U.S. taxpayers, the ethical chaos inside the Justice Department, and how judges are grappling with lies from the federal government. Wittes also shares the story b...

Charlie Sykes is joined by historian and journalist Anne Applebaum to discuss the accelerating erosion of democratic norms in the United States. They explore how corruption, institutional fragility, and authoritarian habits are reshaping American politics, and why complacency is our greatest danger. Applebaum warns that the midterms may determine whether America still has the will to defend its de...

Economist Justin Wolfers joins Charlie Sykes to unpack the puzzling disconnect between Wall Street’s optimism and Main Street’s uncertainty, and what that says about America’s economic direction. They dive into Trump’s tariffs, Argentina’s bailout, and how “crony capitalism” tilts the playing field toward big corporations. Wolfers also reflects on his recent Boyer Lecture, arguing that the erosion...

Charlie Sykes and Adam Kinzinger take stock of another chaotic week in American politics, from Donald Trump’s demand for $230 million in taxpayer money and his controversial White House renovations, to Speaker Mike Johnson’s embrace of Trump’s culture-war theatrics. They also discuss the rise of the “No Kings” movement, the corporate backlash over Jimmy Kimmel’s firing, and what it all says about...

Charlie Sykes and Jim Acosta unpack the massive “No Kings” rallies, Trump’s inflammatory AI video targeting protesters, and the unsettling normalization of authoritarian behavior from the Oval Office. They discuss the divide between Trump’s rhetoric and reality, the media’s response to his attacks, and how both parties face a long road ahead in defending democratic norms. Hosted on Acast. See acas...

Charlie Sykes sits down with Bloomberg Opinion’s Tim O’Brien to talk about the chaos and consequences of Donald Trump’s second term. From the “No Kings” rallies and the weaponization of the IRS to fears of a politicized military, they examine how America’s democratic institutions are holding up—or falling apart. They also talk about whether a new resistance movement is finally taking shape in a na...

Charlie Sykes welcomes Atlantic writer Tom Nichols for a conversation about the Pentagon’s unprecedented expulsion of the press and what it means for democracy and transparency. They also unpack the MAGA movement’s growing hostility toward free speech, Trump’s chaotic foreign policy moves, and JD Vance’s defense of young right-wing bigots. Hosted on Acast. See acast.com/privacy for more informatio...

Charlie Sykes turns his attention from the Middle East to the Midwest, where escalating ICE raids, federal court battles, and National Guard deployments have put Chicago at the center of a national storm. WBBM anchor Rob Hart joins to break down the reality on the ground—what’s true, what’s political theater, and how local leaders like J.B. Pritzker and Brandon Johnson are navigating the crisis. H...

Charlie Sykes is joined by David French to unpack a week of alarming developments — from Trump’s threatened invocation of the Insurrection Act and deployment of troops to Chicago, to the stunning announcement of a Qatari military base on U.S. soil. Together, they explore how rhetoric, legality, and raw power collide in a presidency that continually tests constitutional limits. Amid escalating tens...

New Yorker staff writer Susan Glasser joins Charlie Sykes to talk about what she calls “TrumpSchmerz” — the constant state of worry that hangs over America in the Trump era. They discuss the weaponization of government power, the collapse of political norms, and whether the country’s institutions or its people will stop the slide toward authoritarianism. It’s a conversation about inflection points...

Charlie Sykes sits down with Financial Times U.S. National Editor Edward Luce to examine the accelerating retreat of Western liberalism and the fragility of democratic institutions in the Trump 2.0 era. They discuss Jane Goodall’s viral quip about “rocketing” world leaders into space, the performative nature of Trump’s domestic “wag the dog” tactics, and the escalating intimidation of judges acros...

Charlie Sykes and former U.S. attorney Harry Litman unpack the escalating legal and constitutional crises of the Trump era. From the unprecedented ICE raid in Chicago to the flimsy indictment of James Comey, Litman explains why these actions strike at the core of the rule of law. The conversation also turns to the looming threat of the Insurrection Act and what it could mean for the future of the...

Charlie Sykes and Olivia Troye take a journey through the week’s political turmoil — from Trump’s Oval Office trolling and the specter of a third term to the weaponization of ICE and the military’s role in domestic politics. Drawing on Olivia’s firsthand experiences inside the Trump administration, the two discuss how fear and intimidation reshape institutions and the lives of public servants. Ami...

Charlie Sykes sits down with Paul Rieckhoff, founder of Independent Veterans of America, for a wide-ranging conversation about America’s mass shooting crisis, the culture of grievance fueling extremism, and the dangerous consolidation of presidential power. Rieckhoff highlights the role of isolation and disconnection among young men, the failures of political leadership, and the urgent need for ne...

Charlie Sykes is joined by Nicholas Grossman to unpack another chaotic week in politics and foreign affairs. From Trump’s bizarre UN speech and a mysterious generals’ meeting to the flip-flop on Ukraine and the Comey indictment, they examine what these moments reveal about America’s democratic resilience and vulnerabilities. They also look at how Jimmy Kimmel’s unexpected comeback has sparked a na...

Charlie Sykes welcomes David French back to the podcast to unpack the fallout from Jimmy Kimmel’s viral monologue and Donald Trump’s failed attempt to cancel him. Together they explore why government pressure on speech crosses a bright constitutional line, how cancel culture has backfired across the political spectrum, and why Americans must return to first principles of free expression. The conve...

Charlie Sykes and historian Julian Zelizer take a hard look at a whirlwind week of political intimidation, weaponized investigations, and the GOP’s muted response. Zelizer explains how public commands to the Justice Department, lawsuits used as tools of intimidation, and attacks on the press fit into a broader pattern that risks normalizing authoritarian tactics. The institutions that once restrai...

Charlie Sykes talks with Daniel Drezner, academic dean and distinguished professor at Tufts University’s Fletcher School, to discuss the evolution of Trump from “toddler-in-chief” to something far more troubling. They explore how Trump’s “Pence-proofed” administration is reshaping American democracy, his escalating attacks on the media, and the international fallout from his foreign policy blunder...

Charlie Sykes is joined by former Congressman Adam Kinzinger to unpack the mounting threats to free speech in America. They examine Donald Trump’s escalating lawsuits, the dangerous conflation of criticism with “hate speech,” and the broader culture of intimidation that chills dissent. Together, they reflect on the lessons of history, the hypocrisy of cancel culture, and why this is a pivotal mome...

Charlie Sykes and Tom Nichols return to “the gloom” for a conversation about political violence, creeping authoritarianism, and the weaponization of tragedy. They explore how figures like Donald Trump and Stephen Miller are openly embracing rhetoric and policies with fascist undertones, while allies and opponents alike struggle to respond. From propaganda to the weakening of America’s “democratic...

Former world chess champion and democracy activist Garry Kasparov joins Charlie Sykes to discuss Russia’s escalating war, including the deliberate drone strike on Poland. He warns how Vladimir Putin thrives on testing NATO’s resolve while Donald Trump’s response further weakens Western unity. Kasparov also explains why America’s fragile democratic norms face their most dangerous test yet. Hosted o...