In this wide-ranging episode, American political commentator, retired talk-show host, and author Chris Matthews joins Gentry to discuss his new book, Lessons from Bobby: Ten Reasons Robert F. Kennedy Still Matters. Matthews lays out why RFK’s moral courage, coalition-building, and willingness to risk political capital still resonate—and what those lessons mean for the country now.
Grab the book here: Buy Lessons from Bobby. Simon & Schuster
Beyond the book, Chris shares a remarkable story from his younger years hitchhiking across Africa, then pivots to an unflinching conversation about the Kennedy legacy—with a special focus on Bobby. He and Gentry also unpack today’s political flashpoints: the new New York mayor and Assembly member Zohran Mamdani, the evolving crises between the U.S., Israel, and Palestine, and the brutal realities of the Russia–Ukraine war.
It’s candid, timely, and steeped in history—an essential listen for anyone who cares about American politics and the ideas that still shape it.
Dateline NBC
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Are You A Charlotte?
In 1997, actress Kristin Davis’ life was forever changed when she took on the role of Charlotte York in Sex and the City. As we watched Carrie, Samantha, Miranda and Charlotte navigate relationships in NYC, the show helped push once unacceptable conversation topics out of the shadows and altered the narrative around women and sex. We all saw ourselves in them as they searched for fulfillment in life, sex and friendships. Now, Kristin Davis wants to connect with you, the fans, and share untold stories and all the behind the scenes. Together, with Kristin and special guests, what will begin with Sex and the City will evolve into talks about themes that are still so relevant today. "Are you a Charlotte?" is much more than just rewatching this beloved show, it brings the past and the present together as we talk with heart, humor and of course some optimism.
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If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.