Catching More Than Passes From Bobby: Stephen Schlesinger on what RFK Can Still Teach America

What kind of leadership can hold a fractured democracy together?About the GuestStephen Schlesinger is an American historian, author, and foreign policy analyst. The son of Arthur Schlesinger Jr.—Pulitzer Prize–winning historian and special assistant to President John F. Kennedy—and grandson of Arthur Schlesinger Sr., he grew up at the centre of one of America's most distinguished intellectual families. Schlesinger is the author of Act of Creation: The Founding of the United Nations, and has written widely on American foreign policy and international institutions. He knew both John and Robert Kennedy personally, and brings a rare insider perspective to the history of American liberalism.About This Episode"He went around the table asking us, 'Do you still believe in God?' — this was 1967, he was already being considered for the presidency. Why would a man of this intensity and ambition be talking about these issues?" - Stephen Schlesinger After two days exploring the surveillance state and the ethics of unmasking—with Andrew Guthrie Ferguson on how your data will be used against you and Christopher Mathias on the fight to expose the radical right—Andrew Keen steps back to ask a larger question: What kind of leadership can hold a fractured democracy together?Stephen Schlesinger joins the show from the Upper West Side of New York to offer a historian's perspective—and a personal one. From his father's role in Camelot to his own memories of playing touch football with Bobby Kennedy at Hickory Hill, Schlesinger reflects on what made the Kennedy brothers effective leaders in a divided country, and what lessons their example holds for progressives today. The conversation moves from the founding of the republic (one-third pro-British) through the Civil War to the present fracture, and asks whether elections remain democracy's "great solver"—or whether something has fundamentally changed.Chapters:00:00 Introduction On the road in New York, beside Columbia University01:10 What Has Happened to America? Schlesinger’s 250-year view of national fracture03:40 The One-Third Fracture Why a leader with minority support cannot impose ideology on 330 million05:15 Elections as the Great Solver Except for the Civil War, the ballot box has resolved every American crisis07:30 An Intellectual Aristocracy Harvard, the Schlesinger legacy, and the view from inside the American elite10:45 The Romance of Camelot Meeting JFK, the magnetism of youth, and the television presidency14:20 Bobby’s Vulnerability The dinner where RFK asked, “Do you still believe in God?”17:45 Touch Football at Hickory Hill Bobby’s toughness and the bullet pass Schlesinger had to catch20:30 Jackie vs. Hickory Hill Two styles of Kennedy parenting22:15 Composed Jack, Emotional Bobby Arthur Schlesinger Jr.’s perspective on the two brothers24:40 The Assassinations The White House, Lyndon Johnson’s motorcade, and the bar exam Schlesinger failed28:15 Could Bobby Have Won? Humphrey, the nomination, and what might have been30:30 The Kennedys and Internationalism From Joe Kennedy’s isolationism to JFK’s UN vision and RFK during the Cuban Missile Crisis34:00 Chris Matthews and the Bobby Kennedy CenentaryLessons for Today36:30 The Perpetual Civic DutyWhy each generation must defend constitutional freedoms anew38:45 ClosingAdvice to grandchildren and the enduring fight for democracyLinks & ReferencesMentioned in this episode:Act of Creation: The Founding of the United Nations by Stephen SchlesingerA Thousand Days: John F. Kennedy in the White House by Arthur Schlesinger Jr.Robert Kennedy: His Life by Evan ThomasBobby Kennedy: A Raging Spirit by Chris MatthewsThe Power and the Glory by Graham Greene — the novel Bobby Kennedy mentioned reading at a 1967 dinner Schlesinger attendedWhy England Slept by John F. Kennedy (1940)Previous episode: Andrew Guthrie Ferguson on Your Data Will Be Used Against You (Episode 2794)About Keen On America Nobody asks more impertinent questions than the Anglo-American writer, filmmaker and SiliconValley entrepreneur Andrew Keen. In Keen On America , Andrew brings his sharp Transatlanticwit to the forces reshaping the United States — hosting daily interviews with leading thinkersand writers about American history, politics, technology, culture, and business. With nearly2,800 episodes since the show launched on TechCrunch in 2010, Keen On America is the mostprolific intellectual interview show in the history of podcasting.Website | Substack | YouTube