Representative Jim Clyburn of South Carolina sits down at the table to revisit his journey from a young boy in Sumter inspired by Harry Truman to one of the most influential voices in American politics. Together, we reflect on the lessons that shaped his leadership and the mentors and moments that defined his path. Through stories of faith, family, and history—and his new book The First Eight—we explore how America has always measured its greatness by repairing its faults, and how we can do it again by choosing unity, humility, and purpose over division.

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In this powerful roundtable, we sit down with Yolanda Caraway, Minyon Moore, Leah Daughtry, and Tina Flournoy—four trailblazing women known as “The Colored Girls.” Together, they trace their political lineage from Jesse Jackson’s historic campaigns to modern party leadership, unpacking lessons on power, representation, and resilience. They pull no punches, and they have all the receipts as they reflect on the 2024 election, the role of Black women in our democracy, and what it truly means to build—and protect—the Democratic Party.

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Rep. Eric Swalwell joins us at the table to talk about fighting for democracy, standing up to MAGA extremism, and what it means to lead with courage in a divided Congress. From his unconventional path to public service to balancing fatherhood with being a top target of the right, Rep. Swalwell shares why the stakes have never been higher—and why Democrats must stop negotiating with themselves and start flexing their values. He leaves us with a reminder that leadership isn’t about comfort. It’s about courage, conviction, and showing up when it counts most.

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Former Attorney General Eric Holder joins us for a wide-ranging conversation about the future of American democracy. We discuss how his storied career led to his current role fighting against gerrymandering, which we agree is one of the greatest threats to representative government. And we address the painful moments when Democrats could have prevented some of the failures of our current administration. We also look ahead: how to restore the Voting Rights Act, why diversity strengthens our institutions, and why planning for 2029 and beyond must start now.

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DNC Chair Ken Martin joins us for a candid look at his first seven

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U.S. Representative Ro Khanna of California joins us to talk about why Democrats must reject Trump-style politics and lead with moral clarity. We discuss his push to release the Epstein files, his refusal to be part of policies that harm everyday Americans, and his belief that economic justice is key to rebuilding trust. He shares how his identity as an Indian American, shaped by Gandhi’s legacy, fuels his public service and how his long history with HBCUs sparked a broader commitment to equity, education, and opportunity for all.

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Becky Pringle, president of the National Education Association, sits at the table for a wide-ranging conversation about the urgent challenges facing public education. President Pringle reflects on her journey from the classroom to union leadership and shares how educators are standing up against book bans, funding cuts, and other political attacks on schools. We also dig into the fight for equity, the lasting impact of COVID, teacher shortages, and why protecting public education is inseparable from protecting democracy.

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MSNBC host and Former RNC Chair Michael Steele comes to the table with a candid, funny, and deeply personal conversation about his accidental rise through the Republican Party and the moral compass that guided his leadership. We reflect on the loneliness of party chairmanship, Chair Steele’s resistance to Trumpism, and the broken culture of politics today. With stories from the farm to the convention floor, this episode is part family reunion, part political therapy. And ends with one of our best-ever Sit Your Ass Down Awards.

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Senator Ruben Gallego of Arizona joins us for a candid conversation about the Democratic Party’s blind spots with men and communities of color and why campaigns need to break out of cookie-cutter approaches. A Marine combat veteran, Sen. Gallego has strong feelings on Gaza and the future of U.S.–Israel relations. He also lays out what Democrats must do to connect authentically, claim credit for their wins, and fight for voters who feel overlooked. And we couldn’t let him go without asking the burning question on many minds: “What was he doing in Iowa?”

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U.S. Representative Lauren Underwood of Illinois joins us to talk about the moment she left a career in health care to run for office—and the fight that’s kept her going. From defending the ACA to confronting America’s maternal health crisis, she brings both policy chops and personal stakes to her work as one of the most effective members of Congress. She breaks down what power really looks like in Washington, how the Congressional Black Caucus uses it, and why the difference between life and death for millions too often comes down to politics. Also: Congress is just like middle school.

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