Rick Wilson's The Enemies List

Rick takes audience questions, and you sent some doozies. Rick answers questions about Elon, Hegseth, George Santos - MAGA's best and brightest. But you were also wondering if these tariffs might actually be working (spoiler: no), about the legality of arresting judges, where Rick might flee to in a pinch, and...well...how Rick's doing. You're the best audience in the business, and curious, too. Learn more about your ad choices. Visit megaphone.fm/adchoices

Pete Hegseth went from being a tatted-up, Fox News weekend host with a frat-boy persona to being Secretary of Defense. It's going as well as any rational person might have expected. That is to say, according to insiders, reporting, and our own eyes and ears, it’s a disaster. His time at the Pentagon has been marked by leaked classified information, paranoia-driven purges of senior staff, and an obsession with dismantling diversity programs, even if it means erasing sacred military history. Hegseth, who has a history of alleged abuse and heavy drinking, threatens to lead the greatest military the world has ever seen over a cliff. Even MAGA allies and Republican officials can see the edge quickly approaching and are now scrambling to distance themselves from the fallout. But here's the thing: Trump is stuck with him. Find out why in this episode of the Enemies List. Learn more about your ad choices. Visit megaphone.fm/adchoices

Pam Bondi fits a certain MAGA mold. She's blonde. She's attractive. She's blindly obedient to Trump. And she's, well, not smart. Instead of making her someone to disregard as just another make-up-slathered clown, it makes her one of the most dangerous figures on the Enemies List. Learn more about your ad choices. Visit megaphone.fm/adchoices

Don't let them decouple Donald Trump from the economy we're about to have. In this episode, Rick goes back to #1 on the Enemies List: Donald Trump. He's giving you everything we need to defeat him...but it's up to us - and Democrats - to use it. Be sure to subscribe to Lincoln Square Media on Substack and follow us on all your favorite (or tolerated) social media platforms. Instagram Facebook TikTok Sez Us BlueSky YouTube Xitter Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Rick boards the F-bomb train to lead us into the unsettling world of Howard Lutnick, the billionaire CEO of Cantor Fitzgerald and Donald Trump's Secretary of Commerce - and the most hated man on Wall Street (and that's a high bar). Lutnick's MAGA superpower is his willingness to destroy the global economy and ensure abject financial misery for most Americans in exchange for kudos from his favorite special guy. Kidding aside, there is almost no cleaner parallel to the fealty authoritarian regimes require than Howard Lutnick. The damage his loyalty-over-competence approach threatens the global order, American power, and our democratic institutions. That means it also threatens your job, your financial well-being, and the future security of your family. As Rick says, Lutnick is building a temple of stupid on top of a mountain of burning tires. Be sure to subscribe to Lincoln Square Media on Substack and follow us on all your favorite (or tolerated) social media platforms. Instagram Facebook TikTok Sez Us BlueSky YouTube Xitter Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Rick does something a little different - a solo deep dive into someone who is actively destroying American institutions and harming citizens. Today, he breaks down the dangerous conduct of Karoline Leavitt, a key figure in the Trump administration, exposing her deceitful actions and the toxic political culture she embodies. Rick draws parallels between Leavitt's behavior and the influence of figures like Roy Cohn on Donald Trump's political strategy. The episode emphasizes the importance of holding these bad actors accountable and stresses the need for a free and inquisitive press during these turbulent times. 00:00 Introduction and New Format Announcement 02:04 Highlighting the Enemies: Carolyn Levitt 03:41 The Influence of Roy Cohn and Roger Stone 05:53 Carolyn Levitt's Media Tactics 11:40 The Hypocrisy of the Trump Administration 14:10 Conclusion: Carolyn Levitt on the Enemies List Learn more about your ad choices. Visit megaphone.fm/adchoices

For all of the head scratching by Trump supporters over his literal, real-life, actual love of tariffs, it’s worth noting that for everyone who thought he’d never be crazy enough to go through with them, there were those who knew the whole time that this outcome was at best likely - and worst inevitable. One of those sounding the alarm was Rick Wilson. In this rebroadcast episode from the lead up to the election, Rick sat down with Edward Goldberg, an adjunct professor at NYU’s Center for Global Affairs and expert on political economy and trade. Together, they predict the dangers of Donald Trump's proposed tariffs and the broader risks of economic isolationism - the risks we’re now facing. Learn more about your ad choices. Visit megaphone.fm/adchoices

Today on the Enemies List, Rick is joined by the head of the ACLU in DC, Monica Hopkins. In its 105-year history, the ACLU has never faced a president like Trump, and that's all the more reason to fight back. Rick and Monica discuss Trump's defiance of court orders, utter disrespect for the law, his desire to reshape DC in his own grotesque image, and the overall state-of-play of the rule of law in America. Learn more about your ad choices. Visit megaphone.fm/adchoices

What does it take to win back voters in red districts and break through the noise? On today's episode Rick sits down with Congressman Ro Khanna to discuss his work engaging communities where Democrats have struggled, emphasizing the importance of showing up and fighting for working-class Americans. They also explore the rising influence of Bitcoin among young voters, the dangers of anti-tech sentiment, and how Democrats can rebuild trust with a clear, action-oriented plan. Timestamps: (00:01:25) Voters in Bakersfield (00:07:30) What do non-democrats want? (00:14:08) What are democratic voters looking for? (00:16:49) Where do democrats need to go on bitcoin? (00:24:21) Giving America a set of principles Follow Resolute Square: Instagram Twitter TikTok Find out more at Resolute Square Learn more about your ad choices. Visit megaphone.fm/adchoices

Three top intelligence officials sat before Congress and lied through their teeth. In another classic Rick rant, our host unpacks a jaw-dropping hearing featuring Tulsi Gabbard, Kash Patel, and John Ratcliffe, the classified Signal chat scandal, and the dangerous implications for U.S. national security. Follow Resolute Square: Instagram Twitter TikTok Find out more at Resolute Square Learn more about your ad choices. Visit megaphone.fm/adchoices

What does it take to go from Googling “how to run for office” to becoming one of the most compelling voices in American politics? In this episode Rick speaks with Michigan State Senator Mallory McMorrow to discuss her new book Hate Won’t Win: Find Your Power and Leave This Place Better Than You Found It. They dive into her unexpected path into politics, what drives her to fight back against extremism, and how everyday people can reclaim their power in a chaotic political landscape. Mallory also hints at a possible run for U.S. Senate and shares her thoughts on trade, tariffs, and the importance of staying engaged. Mallory's book, Hate Won’t Win: Find Your Power and Leave This Place Better Than You Found It, available now. Timestamps: (00:01:48) Hate Won't Win (00:11:54) What should people do? (00:16:08) Michigan's response to the trade war Follow Resolute Square: Instagram Twitter TikTok Find out more at Resolute Square Learn more about your ad choices. Visit megaphone.fm/adchoices

Rick kicks off this episode with a blistering rant on Trump and his blatant, idiotic buffoonery. He couldn't wait so we put it at the top of the show. Then he speaks with authors Sarah Vowell and Casey Cep about their contributions to the new Michael Lewis anthology Who is Government? The Untold Story of Public Service. They discuss the often-overlooked dedication of public servants, from archivists preserving the nation's history to veterans ensuring the dignity of military burials. Through their compelling profiles, Vowell and Cep highlight the essential yet under appreciated roles these individuals play in upholding democracy. Who is Government? The Untold Story of Public Service, available now. Timestamps: (00:11:50) Who is Government? (00:14:57) The Sentinal (00:27:52) Keepers of the Tradition Follow Resolute Square: Instagram Twitter TikTok Find out more at Resolute Square Learn more about your ad choices. Visit megaphone.fm/adchoices

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 battles, and how Democrats can better connect with voters by focusing on real-world concerns rather than policy jargon. Payne offers insight on the evolving political spectrum, the need for Democrats to fight smarter, and how Trump’s chaos-driven approach presents both challenges and opportunities. Timestamps: (00:01:36) Should they be helping Mike Johnson? (00:09:04) Speaking American (00:14:53) An agenda that doesn't rely on Trump (00:18:27) Susie Wiles and Elon Musk Follow Resolute Square: Instagram Twitter TikTok Find out more at Resolute Square Learn more about your ad choices. Visit megaphone.fm/adchoices

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 decisive role of figures like JD Vance and Elon Musk, Isenstadt provides an insider's perspective on how Trump reshaped his movement. They also explore the psychological impact of the assassination attempt in Pennsylvania and how it further galvanized his supporters. Alex's book, Revenge: The Inside Story of Trump's Return to Power, available here. Timestamps: (00:01:30) What people missed in the Trump Campaign (00:02:50) How Trump used the culture war (00:14:53) Revenge (00:24:13) Susie Wiles and Elon Musk Follow Resolute Square: Instagram Twitter TikTok Find out more at Resolute Square Learn more about your ad choices. Visit megaphone.fm/adchoices

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 Americans to pass literacy tests, register to vote, and fight systemic oppression. Weiss sheds light on the broader civil rights movement, the institutional barriers activists faced, and the enduring importance of civic education in today’s political landscape. Elaine's book, Spell Freedom: The Underground Schools That Built the Civil Rights Movement, available now. Timestamps: (00:02:00) The history of the citizenship schools (00:07:32) The institutional opposition (00:16:15) The post war era ripple effect Follow Resolute Square: Instagram Twitter TikTok Find out more at Resolute Square Learn more about your ad choices. Visit megaphone.fm/adchoices

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 Administrative Procedure Act, and the growing constitutional crisis if Trump defies court rulings. Visit Tristan's Substack at tristansnell.com. Timestamps: (00:01:26) Watching the legal battles unfold (00:10:59) What happens when Trump denies a court order? (00:20:24) The protection of executive action Follow Resolute Square: Instagram Twitter TikTok Find out more at Resolute Square Learn more about your ad choices. Visit megaphone.fm/adchoices

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 reimagines American news as if it were unfolding overseas—casting a stark light on the nation's mounting instability and the erosion of federal institutions. Subscribe to Garrett's newsletter at doomsdayscenario.co. Timestamps: (00:01:44) Doomsday Scenario (00:13:08) The machine moves with the president (00:22:53) Dismantling the federal government Follow Resolute Square: Instagram Twitter TikTok Find out more at Resolute Square Learn more about your ad choices. Visit megaphone.fm/adchoices

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 men. They dive into economic frustrations, media strategies, and the urgent need for Democrats to improve their branding and messaging. With insights on the future of digital political engagement and the 2028 election, this conversation sheds light on the evolving battle for young voters' attention and trust. Timestamps: (00:01:15) The Gen Z voice (00:04:39) How Gen Z is processing today's politics (00:11:39) Who can reach Gen Z? (00:22:06) The 2028 election Follow Resolute Square: Instagram Twitter TikTok Find out more at Resolute Square Learn more about your ad choices. Visit megaphone.fm/adchoices

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 national security institutions to internal power struggles, and debate the evolution of conservative politics. And of course, Rick adds to the Enemies List. Timestamps: (00:01:08) Covering the second Trump white house (00:05:52) What the public doesn't know about DOGE (00:16:29) Trumpism is not inevitable (00:23:01) Trump's fear mongering Follow Resolute Square: Instagram Twitter TikTok Find out more at Resolute Square Learn more about your ad choices. Visit megaphone.fm/adchoices

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 upheaval to the looming dangers of reckless governance, the two break down the woodchipper-like destruction of key institutions and its long-term consequences. Timestamps: (00:01:17) Where does the DOGE arc end? (00:07:13) Trump's attitude toward Europeans (00:14:00) MAGA and expanding the American empire (00:18:31) "Burn it all down, we'll figure it out later" Follow Resolute Square: Instagram Twitter TikTok Find out more at Resolute Square Learn more about your ad choices. Visit megaphone.fm/adchoices