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As many Americans search for ways to channel their frustration with the administration, Jon is joined by Boston College historian Heather Cox Richardson. Together, they explore past moments when government ceased to serve the people, investigate how citizens have historically overcome failing systems, and discuss why, despite the darkness of this moment, Americans still possess the power to determine their collective future. This episode is brought to you by: SHOPIFY - Sign up for your $1 per month trial and start selling today at https://shopify.com/TWS QUINCE - Go to https://Quince.c...

With traditional allies refusing to join America’s war on Iran, Jon is joined by Alastair Campbell, co-host of “The Rest Is Politics.” Together, they examine what NATO’s restraint says about how this war and leadership differ from those of the past, discuss what would happen if foreign leaders stood up to Trump, and consider what role Western military intervention should play in the world. This episode is brought to you by: SURFSHARK - Go to https://surfshark.com/jonstewart and use code jonstewart at checkout to get 4 extra months of Surfshark VPN! UPWORK...

As the Senate debates the SAVE America Act amid unfounded claims of voter fraud, Jon is joined by Georgetown Research Professor Renée DiResta and Platformer editor Casey Newton to examine what actually threatens our elections. Together, they investigate how algorithms are engineered to push users toward platform owners' preferred ideologies, explore the incentives driving Silicon Valley's rightward shift, and discuss how Republicans have weaponized disinformation to undermine electoral trust and rewrite voting rules in their favor. This episode is brought to you by: GROUND NEWS - Go to https://groundnews.com/stewart to see h...

As reports emerge of AI-powered weapons systems deployed in strikes on Iran, we’re joined by Dr. Sarah Shoker, Senior Research Scholar at UC Berkeley, and Paul Scharre, Executive Vice President of the Center for a New American Security. Together, they examine how autonomous weapons and artificial intelligence are being integrated into military operations, investigate the relationships between Silicon Valley AI companies and the Pentagon, and explore if regulation is possible amid an accelerating arms race. This episode is brought to you by: MINT MOBILE - Plans start at $15/month at https://mintmobile.com/tws ...

As American strikes intensify and Iran retaliates across the region, Jon is joined by Ambassador Wendy Sherman, who negotiated the 2015 Iran nuclear agreement that Trump later withdrew from, and CNN's Chief International Anchor Christiane Amanpour. Together, they analyze Trump's decision to choose war over diplomacy, assess what the administration is trying to accomplish through military force, and examine the possibilities ahead for the Iranian people and the region. Plus, Jon talks about the merger aftermath and his Last Meal order! This episode is brought to you by: GROUND NEWS - Go to https://groundnews.com...

At a moment when both Trump and the public are reflecting on his administration's direction, Jon is joined by MS NOW's Ali Velshi, host of "Velshi" and co-host of "It's Happening with Velshi and Ruhle." Together, they discuss the economic realities of immigration, explore what it would take to restore a flourishing American middle class, and examine how the media might rebuild public trust in a shifting information landscape. Plus, Jon predicts SOTU and doesn’t let up on Punch the Monkey! This episode is brought to you by: SHOPIFY - Sign up for your $1 pe...

As the stock market continues to break records, Jon is joined by Oren Cass, Chief Economist at American Compass, to examine how America's economy was reengineered to serve shareholders instead of workers. Together, they trace the history of financialization that enabled this transformation, explore how shareholder capitalism has hollowed out worker prosperity, and consider what policy interventions could rebuild an economy that delivers shared gains. Plus, Jon answers listener questions on The Washington Post, DOGE and lunch! This episode is brought to you by: GROUND NEWS - Go to https://groundnews.com/stewart to see...

With economic systems failing millions of Americans, Jon is joined by Nobel laureate and University of Chicago Professor Richard Thaler, one of the founding fathers of behavioral economics. Together, they explore why conventional economics fails to account for how people actually behave, discuss Thaler's approach to improving systems from within, and debate whether incremental improvements can meaningfully reform broken systems. Plus, Jon talks Nationalizing Voting, Suing Trump, and Bad Bunny vs. Kid Rock! This episode is brought to you by: MAGIC SPOON - Get $5 off your next order at https://magicspoon.com/tws ...

Following the violent crackdown on protesters in Minneapolis, Jon is joined by investigative journalist Radley Balko and Joseph Cox, co-founder of 404 Media. Together, they examine the tools and tactics being used by ICE, explore how technological advances are being weaponized to hypercharge state power, and discuss what the merger of surveillance and immigration enforcement means for the future of civil liberties in America. This episode is brought to you by: SURFSHARK - Go to https://surfshark.com/jonstewart and use code jonstewart at checkout to get 4 extra months of Surfshark VPN! ROCKET MONEY...

As Trump openly threatens Greenland and other European allies, Jon is joined by Adam Tooze, author of the Chartbook substack, and Ivan Krastev, Chairman of the Centre for Liberal Strategies in Sofia. Together, they examine what Trump’s Greenland ambitions reveal about his worldview, discuss the dismantling of the international order built after World War II, and assess Europe’s capacity to withstand this pressure. Plus, Jon tackles the questions “Are we f**ked?” and “How do anxious overthinkers get into comedy?” This episode is brought to you by: GROUND NEWS - Go to https...

As Trump openly threatens Greenland and other European allies, Jon is joined by Adam Tooze, author of the Chartbook substack, and Ivan Krastev, Chairman of the Centre for Liberal Strategies in Sofia. Together, they examine what Trump's Greenland ambitions reveal about his worldview, discuss the dismantling of the international order built after World War II, and assess Europe's capacity to withstand this pressure. Plus, Jon tackles the questions “Are we f**ked?” and “How do anxious overthinkers get into comedy?” This episode is brought to you by: GROUND NEWS - Go to https://groundnews.com/stewart t...

As the Trump administration continues to operate with unchecked power, Jon is joined by Fareed Zakaria, host of CNN’s "Fareed Zakaria GPS." Together, they explore how Trump has flouted the rule of law at home and abroad, investigate how his approach to Venezuela and international relations fits into his unifying theory of power, and discuss where this philosophy might ultimately lead. Plus, Jon talks Clintons & Epstein, Daily Show vs. Weekly Show, and joining Instagram! This podcast episode is brought to you by: BILT - Join the loyalty program for renters at https://joinbilt.com/tw...