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Charlie Sykes

Conservative commentator and host of the To the Contrary podcast and newsletter, formerly host at The Bulwark and an influential voice in Wisconsin broadcasting and politics.

Top 5 podcasts with Charlie Sykes

Ranked by the Snipd community
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10 snips
Aug 31, 2025 • 50min

How Should We Respond to the MAGA Right's Embrace of the Cult of Cruelty? A Conversation With Radley Balko and Charlie Sykes

In a thought-provoking discussion, Radley Balko, an expert on police militarization, and Charlie Sykes, a political analyst, tackle the MAGA right's embrace of cruelty. They dissect how fear is weaponized in politics, creating a climate that undermines civil liberties. The duo highlights the contradictions in the law-and-order narrative while emphasizing the need for accountability. They also delve into systemic racism and the resistance to civil rights movements, underscoring the urgency for a renewed commitment to democratic values and shared humanity.
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8 snips
Jan 22, 2026 • 48min

Charlie Sykes & Ron Insana

Charlie Sykes, a conservative commentator and author, discusses the fear Donald Trump is instilling in American society and critiques his erratic NATO negotiations. Ron Insana, a seasoned financial journalist, connects Trump's rhetoric at Davos to market volatility and outlines the vague framework regarding Greenland's defenses. Both guests highlight the long-term threats posed by an emboldened MAGA movement to democracy and examine the Federal Reserve's independence in light of recent Supreme Court signals. It's a thought-provoking discussion on politics and economics!
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Jan 29, 2026 • 42min

“What funding ICE has wrought”

Charlie Sykes, conservative commentator and newsletter author (To the Contrary). They dig into ICE’s expanded surveillance tools like biometrics, drones, and spyware. Then they shift to questions about Donald Trump’s public behavior: mysterious hand bruising, dozing in meetings, and his fixation on cognitive tests.
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Oct 22, 2025 • 41min

Charlie Sykes & Anna Bower

Charlie Sykes, a conservative commentator and author, sheds light on Trump’s vandalism of the White House, delving into the political ramifications of his renovations. Anna Bower, a senior editor at Lawfare, shares her intriguing text exchanges with prosecutor Lindsay Halligan, highlighting atypical outreach regarding grand jury issues. They also discuss the potential legal implications of Halligan's unorthodox communications and the unexpected viral moment surrounding her statements, revealing insight into prosecutorial conduct.
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May 17, 2025 • 47min

Charlie Sykes & Rep. Greg Casar

Charlie Sykes, author of the To The Contrary newsletter, shares insights on the chaos surrounding Trump’s recent Middle East trip. Representative Greg Casar discusses strategies for Democrats to effectively communicate and win back voters. They dive into the absurdities of current political narratives, the challenges new lawmakers face, and the critical need for progressive unity in healthcare reform. The conversation also humorously critiques a disturbing DHS proposal for a reality show about immigration, exploring the ethical implications of such commodification.

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