Rick Wilson's The Enemies List

• The Secret Schools of the Civil Rights Movement

  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

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• The Collapse of Justice and the Rise of Executive Power

  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

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• Doomsday Scenario

  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

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• America's Battle for Gen Z

  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

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• DOGE Dystopia: The Dark Descent of Trump's White House

  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

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