Rick Wilson's The Enemies List

Politics is a battlefield, and right now, Democrats are struggling to break free from the traps set by Republicans. In this episode Rick Wilson sits with Democratic strategist Joel Payne to discuss the current political landscape and the challenges facing the Democratic Party. They break down the Republican Party’s attempts to box Democrats in on spending bills, the broader cultural and messaging...

What really fueled Donald Trump’s 2024 comeback? In this episode Rick sits with journalist and author Alex Isenstadt to discuss his new book, Revenge: The Inside Story of Trump's Return to Power. They dive into Trump's campaign strategy, his ability to harness cultural resentment, and the political maneuvers that secured his victory. From his outreach to young male voters through podcasts to the d...

The fight for civil rights wasn’t just waged in the streets, it was built in classrooms led by unsung heroes. In this episode Rick speaks with author Elaine Weiss about her new book, Spell Freedom: The Underground Schools That Built the Civil Rights Movement. They discuss the little-known history of citizenship schools—grassroots educational programs in the 1950s and 60s that empowered Black Ameri...

The balance of power in American democracy is being tested like never before. In this episode Rick is joined by legal expert and author Tristan Snell to discuss the latest legal battles surrounding Trump, the Supreme Court’s role in shaping executive power, and the broader implications for American democracy. They break down key cases, including the limits of presidential immunity, the Administrat...

America’s political landscape is shifting in dangerous ways. On today's episode Rick is joined by journalist and author Garrett Graff to dissect the current crisis in U.S. democracy, where unchecked power, disruptive media narratives, and the staggering influence of figures like Elon Musk are redrawing the rules of governance. Graff introduces his incisive newsletter, Doomsday Scenario, which reim...

Gen Z is at a political crossroads, and the battle for their votes is intensifying. In this episode Rick speaks with Gen Z political commentator Dash Dobrofsky to discuss the shifting political landscape among young voters. Dash shares his journey into political activism, the impact of social media on shaping narratives, and the growing influence of right-wing messaging on Gen Z—particularly young...

We have entered a whirlwind of chaos and controversy as the new order attempts to reshape the American political landscape. In this episode Rick sits with Andrew Egger, chief White House correspondent for The Bulwark, to dissect the early months of Trump's second first term in the White House. They explore how a disruptive, Doge-fueled approach is reshaping federal agencies, from hasty cuts in key...

The chaos isn’t slowing down, it’s accelerating. In this episode Rick is joined by Will Saletan from The Bulwark to dissect the unfolding turmoil in D.C. and beyond. They discuss Elon Musk's growing influence, Trump's erratic decision-making, the GOP’s shift toward isolationism, and the potential global and domestic fallout from these radical changes. From economic instability and foreign policy u...

Is America’s economic power a weapon, or a ticking time bomb? In this episode Rick is joined by Edward Fishman, author of Chokepoints: American Power in the Age of Economic Warfare. They dive into the rise of economic warfare as the primary battleground for global powers, exploring how tariffs, sanctions, and export controls have reshaped international relations. Fishman discusses the risks of Tru...

Can Democrats win back rural and working-class voters before it’s too late? In this episode Rick Wilson sits down with Adam Frisch, former congressional candidate from Colorado, to discuss the state of the Democratic Party and its challenges in connecting with rural and working-class voters. Frisch shares insights from his campaign against Lauren Boebert, emphasizing the importance of dignity, eco...

USAID being dismantled before our eyes is just the beginning. In this episode Rick is joined by Josh Rogin, Lead Global Security Analyst for Washington Post Intelligence, to discuss the shocking dismantlement of USAID by Elon Musk and Donald Trump. They explore the broader implications of this decision, including the erosion of America’s global influence, the potential humanitarian crisis, and how...

Today we tackle a new age of politics and propaganda as Rick is joined by philosopher and author Jason Stanley. The two discuss the manipulation of language, propaganda, and the rise of authoritarianism in modern politics. They examine how global far-right movements are using nationalism, immigration fears, and media control to consolidate power, drawing parallels to historical fascist strategies....

Is the world on the brink of permanent instability? In this episode Rick Wilson sits down with renowned author and geopolitical analyst Robert D. Kaplan to discuss his latest book, Wasteland: A World in Permanent Crisis. Together, they explore the challenges of our increasingly interconnected and unstable world, from the decline of great powers and the erosion of democracy to the disruptive forces...

What happens when traditional media faces off against a generation raised on TikTok and influencers? In this episode Rick chats with political scientist and journalist Jason Johnson for a discussion on the evolving landscape of media, politics, and culture. They explore how generational shifts and platforms like TikTok are reshaping news consumption, the deeper racial and gender dynamics fueling T...

This special series is a joint production by David Pepper and Resolute Square. The book, “Trump’s Project 2025: Up Close And Personal” by David Pepper, is available for purchase at https://a.co/d/adWcJ4S. Special guest host Stuart Stevens introduces the topic of today's episode, Trump's disastrous first week and the incoming deportation calamity likely to take place. The story that leads off Chapt...

This special series is a joint production by David Pepper and Resolute Square. The book, “Trump’s Project 2025: Up Close And Personal” by David Pepper, is available for purchase at https://a.co/d/adWcJ4S. Special guest host Stuart Stevens starts by detailing the potential horrors to come from Trump's cabinet. From Kash Patel, Pam Bondi and the rest, this is a group specifically designed to carry o...

This special series is a joint production by David Pepper and Resolute Square. The book, “Trump’s Project 2025: Up Close And Personal” by David Pepper, is available for purchase at https://a.co/d/adWcJ4S. Special guest host Stuart Stevens kicks off the episode reminding us of the true danger of RFK Jr. and Trump's willingness to put the nation's health at risk with his confirmation. So what could...

This special series is a joint production by David Pepper and Resolute Square. The book, “Trump’s Project 2025: Up Close And Personal” by David Pepper, is available for purchase at https://a.co/d/adWcJ4S. To start, special guest host Stuart Stevens weighs in on day one of the confirmation hearings and the abomination that is the slate of nominees Trump has put forward for some of the most importan...

So you think you've heard it all about JFK? Think again. In this episode Rick is joined by bestselling author Brad Meltzer to discuss his new book, The JFK Conspiracy: The Secret Plot to Kill Kennedy and Why It Failed. Brad uncovers the little-known story of a 1960 assassination attempt on JFK's life by disgruntled postal worker Richard Pavlik and explores its historical implications. Together, Ri...

This special series is a joint production by David Pepper and Resolute Square. The book, “Trump’s Project 2025: Up Close And Personal” by David Pepper, is available for purchase at https://a.co/d/adWcJ4S. Chapter Two of Trump’s Project 2025: Up Close and Personal depicts the personal story of Eve, a nurse struggling with infertility, whose treatment is threatened by the new president's executive o...

In our first episode of 2025, Rick takes a hard look back at January 6th, 2021—a day he calls a stain on American democracy. He reflects on the failures of leadership, the lack of accountability, and the enduring dangers posed by Trump and his movement. With unflinching honesty, Rick explores the authoritarian vision of MAGA, the moral compromises of its enablers, and the need to remember and conf...

We are entering a new chapter where the children are taking the wheel. In this episode Rick speaks with journalist and author David Corn to discuss the chaotic implications of a Trump administration return, the rise of figures like Elon Musk and RFK Jr., and the dangerous erosion of government institutions. They dive into concerns about unqualified leadership, the dismantling of public health syst...

This special series is a joint production by David Pepper and Resolute Square. The book, “Trump’s Project 2025: Up Close And Personal” by David Pepper, is available for purchase at https://a.co/d/adWcJ4S. Chapter One of Trump’s Project 2025: Up Close and Personal depicts how the lives of everyday Americans would be impacted by the policies outlined in Trumps’s Project 2025 and the return of Donald...

As the post election dust begins to settle, we look to the future. On today's episode Rick is joined by political strategist and author David Pepper to discuss the challenges and opportunities in the post-Trump landscape. They delve into the importance of state-level elections, the lessons from past midterms, and the critical need for focused messaging to counteract chaos. David also introduces hi...

Today Rick details the chilling effect of ABC's capitulation in a lawsuit brought by Trump, examining its dangerous implications for press freedom and journalism in America. He warns that this decision sets a precedent, emboldening Trump and others to intimidate media outlets into silence through lawsuits, threats, and governmental pressure. He explores how corporate interests, fear of retaliation...