On with Kara Swisher

Acclaimed researcher, podcaster and best-selling author Brené Brown joins Kara to unpack her vision of leadership, as outlined in her latest book, "Strong Ground." They discuss the dangers of "power over" leadership, why courage and vulnerability are essential traits for real leadership, and how turbulent times can pave the way for bad leadership. They also explore the impact of AI on human connection and the challenges faced by leaders in navigating a world of uncertainty and paradox. Brown shares her research on the self-conscious effects of shame and humiliation, and both she and Kara reflect on the qualities of effective and ethical leadership. Want to see Kara and Scott Galloway live during the Pivot Tour November 8th-14th? Get tickets and details at PivotTour.com.  Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, Threads, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

In the late 80s and early 90s, makeup artist Bobbi Brown made a name for herself by pioneering a more natural look long before it became the dominant trend. She eventually turned her side hustle selling lipstick out of her house in suburban New Jersey into a billion-dollar eponymous makeup brand that changed the beauty industry. But her unceremonious exit from parent company Esteé Lauder, with approximately four years left on a 25-year noncompete clause, stripped her of the company she had built over decades and sidelined her from the industry.  Now in her 60s, Brown has started over with a new makeup line called Jones Road, and she’s telling her story in a memoir, “Still Bobbi: A Master Class in Resilience and Reinvention.”  Kara and Brown talk about how she changed the makeup industry and founded a second successful company, plus where she sees the beauty industry headed in the era of influencers and social media.  Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, Threads, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Universities have been in the crosshairs of the White House since President Trump took office — and Princeton University president Christopher Eisgruber is one of a handful of college administrators who have spoken out against it.  Kara speaks to the Eisgruber about his new book, Terms of Respect: How Colleges Get Free Speech Right, and right-wing attacks on universities that come under the guise of free speech, including from the late conservative activist Charlie Kirk and his organization Turning Point USA. They discuss why some campus leaders have fought against (and others have complied) with the Trump administration’s investigations into allegations of antisemitism and demands to overhaul diversity programs in college admissions and hiring. And they talk about the long-term impacts of losing academic freedom on the reputation and success of US higher education, the economy and society as a whole.  Please note: this interview was recorded on Monday September 29th, before President Trump said his administration was nearing a deal with Harvard while it also began a process called debarment that could allow it to bar the university from future federal grants.  Want to see Kara (and Scott Galloway) live on the Pivot Tour November 8th - 14th? Find tickets and details at PivotTour.com.  Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, Threads, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

At age 67, Sen. Tina Smith (D, MN) is doing something that’s still rather rare for senators: retiring at a relatively young age, after just one full term in office. Smith’s open Senate seat is one of five Democrats will have to defend in next year’s midterm elections, in what’s shaping up to be a tough cycle. But with a little more than a year left in office, she still has to work on the big problems facing the Democratic Party, and the nation more broadly, including a rise in political violence and this week’s looming government shutdown.  In a live conversation recorded Saturday at the annual MinnPost Festival in downtown Minneapolis, Kara and Smith talk about why she thinks Democrats shouldn’t cave to Republican demands to keep the government open; how more of her colleagues should opt to retire instead of run for re-election; and what Democrats need to do to come out ahead in next year’s midterm elections. Smith also reflects on the recent spate of political violence, including the assasination of  her friend and fellow Minnesota Democrat, Melissa Hortman, in June. (The gunman reportedly included the senator on his hit list.)  Thank you to MinnPost for hosting this conversation.  Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, Threads, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Matt and Maria Raine say their son, 16-year-old Adam Raine, started using ChatGPT-4o in September 2024 to help with his homework. After Adam died by suicide this past April, his parents realized that ChatGPT was also lending an ear to Adam’s suicidal ideations and giving him advice on techniques. In a lawsuit filed against OpenAI and its CEO Sam Altman, the Raines allege that the chatbot actively isolated Adam from family and friends.  They say ChatGPT not only didn’t stop Adam from taking his own life —  it actually helped him do it. Kara speaks to Matt and Maria, as well as their attorney, Jay Edelson of Edelson PC, about Adam’s final months, why they believe OpenAI and CEO Sam Altman should be held responsible for Adam’s suffering and death, and what kind of safety features are needed for AI companions.  In response to a request for comment, an OpenAI spokesperson said: “Our deepest sympathies are with the Raine family for their unthinkable loss. Teen well-being is a top priority for us - minors deserve strong protections, especially in sensitive moments. We have safeguards in place today, such as surfacing crisis hotlines, guiding how our models respond to sensitive requests, and nudging for breaks during long sessions, and we’re continuing to strengthen them. We will soon roll out parental controls, developed with expert input, so families can decide what works best in their homes, and we’re building toward a long-term age-prediction system to help tailor experiences appropriately.” This episode discusses the death by suicide of a teenager in significant detail. If you are struggling, please reach out for help. In the US and Canada you can call or text the National Suicide Prevention Lifeline at 988 anytime for immediate support.  This episode version has been updated with a revised introduction. Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, Threads, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Former U.S. Secretary of Transportation Pete Buttigieg is on the shortlist of Democrats expected to make a run for the White House in 2028. Six years ago, the then-mayor of South Bend, Indiana, burst onto the national political scene as the first openly gay major presidential candidate. His centrist appeal and platform of good governance helped him win the Iowa Caucuses, edging out independent Vermont Senator Bernie Sanders and then-former Vice President Joe Biden. But should Buttigieg choose to run again, he’ll face a much more fractured Democratic electorate that’s still divided over Gaza, the 2024 election, and the best strategy to counter the MAGA movement.   In a live conversation recorded at the University of Michigan’s Rackham Auditorium, Kara and Pete talk about his concerns over how the Trump administration is using the assassination of conservative commentator Charlie Kirk to crack down on free speech; why he and other Democrats struggle to speak clearly about the war in Gaza; and his vision for a post-Trump America. Buttigieg also weighs in on whether he is, in fact, planning to run for president again in 2028. Thanks to the Gerald R. Ford School of Public Policy for hosting this conversation.  Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, Threads, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

For years, Senator Joe Manchin of West Virginia was a Democrat with a habit of voting against the party line. Not surprisingly, that was something many Democrats despised and Republicans relished. His resistance cost Democrats big legislative wins, including President Biden’s $1.75 trillion Build Back Better Act in 2021. After being called a DINO (Democrat in Name Only) for years, Manchin flirted with a presidential run on the No Labels ticket and officially dropped the “D” to become an independent in 2024, shortly before leaving office. Kara talks to Manchin about his new memoir, Dead Center: In Defense of Common Sense, his reasoning for occasionally siding with the other side of the aisle, his defense of the filibuster, and why he thinks independents might have a better chance in 2028. Questions? Comments? Email us at on@voxmedia.com or find us on YouTube (full episodes available now!) Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

As more companies push AI in their workplaces, the technology is rapidly reshaping the way many of us do our jobs. But a lot of people — from entry-level employees to the C-Suite — are still in the dark about the limits of AI, its best uses, and how to make it work for them.  We called in a panel of AI experts to answer some our listeners’ burning questions about how to use it at work: Sayash Kapoor, co-author of the book AI Snake Oil: What Artificial Can Do, What it Can’t, and How to Tell the Difference and the Substack AI as Normal Technology; Rajeev Kapur, CEO of 1105 Media and author of the book AI Made Simple: A Beginner's Guide to Generative Intelligence; and futurist and author Amy Webb, founder and CEO of the consulting firm Future Today Strategy Group. Kara, Sayash, Rajeev and Amy break down everything from how vibe coding works to thornier questions around privacy and regulation. They talk about how young people can prepare themselves to enter the workforce, and how all of us can develop skills to stay relevant. And, of course, they weigh in on the question so many of us are asking right now: Is AI coming for my job?  Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

AI video generators are making storytelling more affordable — and one day, the tools may allow anyone with enough creativity to become a filmmaker. But the same technology can power convincing deepfakes that undermine our shared reality and destabilize our politics.  Cristobal Valenzuela, the co-founder and CEO of Runway AI, joins Kara to discuss how its tools are disrupting the advertising and film industries, and why Hollywood studios might not want to admit how much they are using them.  They also talk about how Runway is holding its own against (and warding off takeover advances from) much bigger tech players, and the AI video industry's responsibility in preventing deepfakes and political manipulation. Plus: Kara becomes a Top Gun pilot! Watch the video on the On With Kara Swisher YouTube page.  Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

In her latest book, We the People, the historian, New Yorker staff writer, and Harvard University professor Jill Lepore turns her attention to the history of the U.S. Constitution. Specifically, she focuses on all the ways our government’s foundational text has changed throughout its nearly 250 year history. Lepore calls Article V, which lays out the Constitution’s amendment mechanism, by far its most “radical innovation.” But she says the Constitution has become unamendable in the modern era — it hasn’t been meaningfully updated in more than a half-century, corroding our politics and government.  Kara and Jill break down why the Framers included a way to make changes to the Constitution, how we’re still grappling with Article V’s bad compromises, and why the now dominant judicial philosophy of originalism contradicts the Framers’ intent. Lepore also digs into whether the Constitution can withstand PresidentTrump’s constant attacks. Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, and Bluesky @onwithkaraswishe Learn more about your ad choices. Visit podcastchoices.com/adchoices

While media pioneer John Malone may not be a household name, he’s had a hand in shaping how all of us watch TV. Malone built Denver-based Tele-Communications Inc. into the largest cable company in the country, and then carved out Liberty Media from TCI. Liberty, along with various spinoff companies, have owned controlling stakes in companies like Discovery, SiriusXM, the Atlanta Braves, and Formula 1. Now, at 84, Malone has a new book out, “Born to Be Wired,” about his career and the fellow media titans he met along the way.   Kara and Malone talk about how he transformed from the Ivy League-educated engineer to one of the “cable cowboys” who helped bring cable television into the homes of millions of Americans, how he squares his libertarian politics with President Donald Trump’s policies and the MAGA Republican Party, and why he thinks Big Tech needs major regulation. He also expands on some of his recent critiques of CNN and supposed left-wing bias in the media.  Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Happy Labor Day! Today, we’re bringing you a special episode from our friends at Hacks on Tap. This one is hosted by David Axelrod and John Heilemann, and they’re joined by Rahm Emanuel, the former White House chief of staff, mayor of Chicago and ambassador to Japan.  The trio discusses President Trump’s threats to deploy the National Guard to Chicago, the FBI’s investigation into former National Security Advisor John Bolton, the collapse of the Ukraine peace talks, the high-stakes redistricting battles in Texas and California, and more. Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Joy Reid was an early social media adopter — which didn’t always go over well with her former bosses at MSNBC. But after her primetime show, The ReidOut, was canceled as part of MSNBC’s shakeup, this past February, Reid quickly used social media platforms to successfully pivot to independent media.  Kara and Reid discuss the evolving landscape of cable news, how her Substack, "Joy's House", and her YouTube channel, "The Joy Reid Show”, allow her to cover topics like the war in Gaza and politics with more freedom, and her insights into the direction of the Democratic party. Plus: Reid’s thoughts on MSNBC’s new name/logo, MSNOW. Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

How do artists hold the powerful to account? Graphic novelist Alison Bechdel and editorial cartoonist Ann Telnaes have been grappling with that question for decades, in their own very different ways.  Bechdel is the creator of the seminal comic strip, “Dykes to Watch out For,” which she self-syndicated for 25 years. She’s also the author and illustrator of four graphic novels, including “Fun Home,” which was adapted into a five-time Tony-winning Broadway musical. She is a professor at Yale, and her latest book is Spent.   Telnaes is a two-time Pulitzer winner and the winner of the Herb Block Prize for editorial cartooning in 2023. Earlier this year, she made international headlines after resigning from The Washington Post when her cartoon mocking tech billionaires for bending the knee to President Trump, including Post owner Jezz Bezos, was spiked. She now publishes her work on Substack  Kara, Alison and Ann discuss everything from politics and money in art, to South Park, book bans, drawing Kristi Noem's flowing extensions, art making, and AI drawings.  Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Tariffs are up, but inflation is still holding steady. Job numbers are down, but the stock market is booming. Meanwhile, President Trump fired the head of the Bureau of Labor Statistics, and he’s pushing Federal Reserve Chair Jerome Powell to cut interest rates (he’s also calling for Fed governor Lisa Cook to resign, but that began after our taping). MSNBC economic analyst Steven Rattner joins Kara to break down the contradictory and confusing economic news of late. Rattner is the chairman and CEO of Willett Advisors, the investment arm for former New York City Mayor Michael Bloomberg’s personal and philanthropic assets, and a contributing opinion writer for The New York Times. He and Kara discuss the impact of Trump’s “economic illiteracy” on the business world; why major price hikes haven’t materialized yet and whether Trump’s tariffs could lead to inflation; why there’s such a disconnect between the economy and the stock market; and whether the AI boom’s potential to increase productivity will keep the economy humming during Trump 2.0. Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

As federal troops patrol the capital and masked men whisk away immigrants in unmarked cars, it’s reasonable to ask: is President Trump a fascist? According to Jason Stanley, the answer is a resounding yes. Stanley is a philosopher and the author of seven books, including How Propaganda Works, How Fascism Works, and Erasing History. He’ll be teaching at the University of Toronto this fall, after leaving Yale and the United States for Canada. He describes his self-imposed exile as an expressive act meant to sound an alarm, but Kara is skeptical, and the two of them spar over his choice. They also break down the ways in which Trump is following the fascist playbook — from cultural capture of museums and universities, to data manipulation, and emergency declarations — and the role of the media in normalizing anti-democratic power grabs. Finally they debate whether MAGA can survive without Trump, and whether America can survive MAGA.  Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Are boys and men in crisis? Kara tackles the "male malaise" head-on with Richard Reeves, founding president of the American Institute for Boys and Men and author of "Of Boys and Men: Why the Modern Male is Struggling, Why it Matters and What to Do About It."  Kara and Richard explore the challenges they face and their implications for society at large. Those challenges include the political vacuum allowing right-wing voices to dominate the conversation, the loss of male role models in education and care services, and the profound impact of smartphones, social media, and artificial intelligence on male identity. They also explore solutions that will benefit boys and men without  undermining the progress made by women and girls. Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

More than 25 years after his tragic death, John F. Kennedy Jr. remains one of the most captivating figures in American public life. He was handsome, charming, and born into political royalty — and when he died in a plane crash in 1999, he was fighting to save George, his glossy political magazine, and weighing a run for New York governor. Ryan Murphy is producing American Love Story, a new series about John and his wife Carolyn Bessette-Kennedy; some QAnon conspiracy theorists believe JFK Jr. is still alive; and CNN has just released the first episode of a three-part documentary series called American Prince: JFK. Jr.  So why can’t we look away? Why are John and Carolyn still objects of fascination, speculation, and even conspiracy? What does our continued obsession say about us — and about American political culture? Kara talks to two close friends of John and Carolyn, Gary Ginsberg and Carole Radziwill, who are featured in American Prince. Together with Kara, they reflect how myth and reality collided in the story of John and Carolyn, what George got right (and wrong) about modern politics, and how the media scrutiny that continues to shape John and Carolyn's legacy. Ginsberg met John at Brown University, and he was the senior editor and legal counsel at George magazine. He went on to become an assistant counsel to President Clinton and a senior executive at News Corp and Time Warner. He was also a consulting producer on American Prince and the author of First Friends: The Powerful, Unsung (And Unelected) People Who Shaped Our Presidents. Radziwill is a former journalist. Her work at ABC News won a Peabody and multiple Emmys. She’s also a former cast member of the Real Housewives of New York, and her late husband, Anthony Radziwill, was JFK Jr.’s cousin and best friend. Radziwill is the author of three books, including the bestselling memoir, What Remains, and she recently launched a newsletter on Substack, Life with Carole Radziwill.  Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

According to the Substance Abuse and Mental Health Services Administration, in 2022, more than one in three U.S. adolescents between the ages of 18 and 25 had some form of mental health disorder, including anxiety and depression. There’s also a loneliness epidemic: Teens and adults are more connected than ever, yet, somehow, more alone. Kara and three panelists  explore how much blame should be placed on technology like smartphones, the impact of social media, whether the adolescent brain is inherently vulnerable, how artificial intelligence might shift the paradigm, and how parents and society at large could mitigate the problem. In this episode: Lauren Greenfield, artist, documentary photographer and filmmaker, who has been chronicling the lives of American adolescents for decades. Most recently, she created and directed Social Studies, an Emmy-nominated five-part docuseries for FX. Matt Richtel, a health and science reporter for the New York Times, who has long covered the social impact of the tech industry. His latest book, How We Grow Up: Understanding Adolescence, draws on neuroscience and personal narratives to explore the changing complexities of the teen brain and the role technology plays. Jack Thorne, playwright and screenwriter, whose recent Emmy-nominated Netflix hit Adolescence, co-created with Stephen Graham, examines the psychological toll of toxic masculinity, bullying and social media radicalization after a teenage boy kills his female classmate. Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Democrats have abandoned the working class, according to former Labor Secretary Robert Reich, leading working people to fall for President Trump’s hollow and hateful cultural populism. But he argues that an economic populist message that exposes how corporations and wealthy people abuse their power could turn the tide. Kara and Reich discuss how that would work in practice, why Democrats have repeatedly sided with Wall Street, how Americans should fight back against Trump’s fascist tendencies, and other questions drawn from his upcoming memoir, Coming Up Short: A Memoir of My America. Plus, Reich answers an “expert question” from his longtime debate partner, former Treasury Secretary Larry Summers. Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices