

On with Kara Swisher
Vox Media
It's on. Twice a week, award-winning journalist Kara Swisher gets to the heart of the story through no-holds-barred interviews with power players across business, tech, media, politics and beyond. So why do her guests show up? “Smart people,” says Kara, “like difficult questions.”Mondays and Thursdays from New York Magazine and the Vox Media Podcast Network.
Episodes
Mentioned books

59 snips
Aug 25, 2025 • 59min
Cartoons, Capitalism & Censorship: Alison Bechdel & Ann Telnaes on Politics in Art
Graphic novelist Alison Bechdel, known for 'Fun Home' and teaching at Yale, and Pulitzer-winning cartoonist Ann Telnaes discuss the intersection of art and politics. They dive into the challenges of censorship, the rise of book bans, and how their cartoons confront powerful figures. The duo explores the evolution of satire in today's polarized climate and debates the impact of AI on artistic expression. Their insightful conversation highlights the importance of creative freedom and the role of visuals in shaping political discourse.

52 snips
Aug 21, 2025 • 57min
Why Trump’s Economic Illiteracy Might *Not* Tank the Economy
Steven Rattner, an economic analyst for MSNBC and CEO of Willett Advisors, joins to dissect recent economic paradoxes. He discusses how tariffs are rising yet inflation remains stable, while the stock market thrives despite job losses. Rattner critiques Trump's economic policies, highlighting the disconnect between the economy and the stock market. They explore the impact of AI on productivity and ponder whether this technological boom can sustain growth amid political upheaval. His insights shed light on the chaotic intersection of business, politics, and economic trends.

138 snips
Aug 18, 2025 • 51min
Why Trump’s Cartoonish Fascism Is So Effective with Jason Stanley
Jason Stanley, a philosophy professor and expert on fascism, dives deep into the unsettling parallels between Trump’s tactics and historical fascist strategies. He argues that Trump's actions reflect a systematic ‘cultural capture’ and manipulative narrative control. The conversation covers themes like the rising authoritarianism, the significance of education in combating these ideologies, and whether MAGA can endure without Trump. Stanley's provocative insights on the future of democracy and the role of media add layers to this pressing political discussion.

59 snips
Aug 14, 2025 • 60min
What Makes A Man? Richard Reeves on Addressing the Struggles Facing Boys and Men
Richard Reeves, founding president of the American Institute for Boys and Men and author of "Of Boys and Men," dives into the pressing issues facing boys and men today. He highlights the 'male malaise,' exploring the political vacuum and societal pressures affecting modern masculinity. The conversation addresses the impact of smartphones and social media on identity, as well as the urgent need for positive male role models. Reeves emphasizes redefining masculinity to foster emotional well-being and unity across genders in tackling shared challenges.

36 snips
Aug 11, 2025 • 49min
Unpacking the Myth of John F. Kennedy Jr.
Gary Ginsberg, former senior editor at George magazine and legal counsel to President Clinton, and Carol Radziwill, a Peabody-winning journalist and former Real Housewife, dive deep into the enduring legacy of John F. Kennedy Jr. They discuss how JFK Jr.'s charisma and political ambition continue to captivate America, the myths surrounding his life and tragic death, and the role of media in shaping his legacy. The conversation also touches on the absurdity of conspiracy theories and the evolution of celebrity culture in politics.

94 snips
Aug 7, 2025 • 59min
Kids These Days: The Impact of Tech, Social Media and AI on Adolescents
Join Lauren Greenfield, a renowned documentary photographer known for her work on American adolescents, Matt Richtel, a New York Times health reporter exploring tech's social impact, and Jack Thorne, an award-winning playwright tackling themes of toxic masculinity and social media. They delve into the alarming rise of mental health issues among teens exacerbated by technology. The conversation covers the fine line between connection and loneliness, the vulnerabilities of the adolescent brain, and essential strategies for parents to navigate this digital landscape.

273 snips
Aug 4, 2025 • 54min
Robert Reich on Democrats’ Failures, Trump’s Fascism & Populism
In this engaging discussion, Robert Reich, former Labor Secretary and author, addresses the Democrats' abandonment of the working class, spotlighting how Trump’s populism exploits this disconnect. He advocates for an economic populist message that challenges corporate power. Reich also delves into the Democratic Party's past ties with Wall Street, the necessity for reforms to combat fascism, and the vital role of youth activism in effecting change. Listeners can expect insightful critiques and a call to action from this seasoned policy expert.

82 snips
Jul 31, 2025 • 1h
Journalists or Creators? How Media Entrepreneurs Are Reshaping News
In this engaging discussion, Oliver Darcy, founder of the media newsletter Status and former CNN reporter, Katie Drummond, global editorial director at Wired, and Dave Jorgenson, creator of Local News International and The Washington Post's former TikTok Guy, explore the shifting dynamics of media. They dive into the challenges faced by legacy journalism, the rise of creator culture, and the financial aspects of independent media. The trio also tackles the impact of AI on journalism and the importance of maintaining authentic audience connections.

116 snips
Jul 28, 2025 • 56min
Epstein, Trump & the MAGA Meltdown — Sorting Fact from Fiction
Julie K. Brown, an investigative reporter for the Miami Herald, and Donie O'Sullivan, CNN's senior correspondent, dive deep into the fallout from Jeffrey Epstein's association with Donald Trump. They discuss the recent Justice Department memo that debunked key conspiracy theories surrounding the Epstein case, highlighting the rift within the MAGA base. Additionally, they unpack the implications of Trump’s name appearing in Epstein’s files and the broader impact of misinformation in shaping political narratives.

61 snips
Jul 24, 2025 • 53min
When AI F*s Up, Who’s to Blame? With Bruce Holsinger
Bruce Holsinger, an author and University of Virginia professor, dives into the ethical labyrinth AI creates in today's society. He discusses his novel, Culpability, which centers on a tragic accident involving an autonomous vehicle and the pressing questions of accountability that arise. The conversation touches on AI companionship, the dual nature of AI as both aid and threat, and the historical impact of innovations like the printing press, highlighting the balance between progress and responsibility in an increasingly automated world.


