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To The Contrary with Charlie Sykes

Tim O'Brien: Trump is a Chaos Agent in a Chaotic World

Charlie Sykes sits down with Bloomberg Opinion’s Tim O’Brien to talk about the chaos and consequences of Donald Trump’s second term. From the “No Kings” rallies and the weaponization of the IRS to fears of a politicized military, they examine how America’s democratic institutions are holding up—or falling apart. They also talk about whether a new resistance movement is finally taking shape in a nation struggling to remember its constitutional soul.

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  • Why Trump's ICE Strategy Backfired

    51:24|
    Mike Pesca, host of The Gist, joins Charlie to unpack how the administration’s “chaos is a ladder” approach to immigration enforcement is failing. Public perception is shifting and ICE is increasingly viewed as the problem, not the protesters.
  • Money, Lies, God, and State Sponsored Murder

    46:44|
    Katherine Stewart, journalist and author of the book Money, Lies, and God joins Charlie to process the killing of Alex Pretti and share insights from her work on the New Right. 
  • The Violent Occupation of an American City

    44:14|
    New York Times Opinion writer David French joins Charlie to discuss the rising tensions in Minneapolis and Trump's newly formed "Board of Peace."
  • MAGA Jesus Versus the Real Jesus

    50:33|
    Peter Wehner, a contributing writer at The Atlantic and a senior fellow at the Trinity Forum, joins Charlie to discuss the latest DHS video and why many evangelical pastors are not standing up to Trump.
  • Revisiting the Nuremberg Trials

    01:04:35|
    Charlie invites Joe Klein, political commentator and author of Primary Colors, to discuss the 1961 film Judgment at Nuremberg and the 2025 film Nuremberg, and why they resonate today. They also talk about some of the latest news, their political trajectories, and their disagreements. 
  • DHS to White Supremacists: We’ve Got Your Backs

    50:49|
    Olivia Troye, a former DHS official who served under Trump during his first term, joins Charlie to talk about the week’s news and what’s been worrying her lately, including the dangers of DHS messaging on social media.
  • Trump’s Authoritarian Playbook

    43:19|
    Jonathan Rauch, senior fellow at the Brookings Institution and contributing writer at The Atlantic, joins Charlie to explain why he thinks Trump is following a European authoritarian playbook. 
  • Blue Screen of Hypocrisy

    49:17|
    Miles Taylor, a former DHS official during Trump's first term, joins Charlie to dissect the administration's response to the ICE killing of Nicole Renee Good in Minneapolis. 
  • Nobody Is Coming to Save Us

    55:24|
    In this episode, Charlie answers your questions about the ICE killing in Minneapolis, the Donroe Doctrine, and the psychological and physical burdens of living under Trumpism.