On with Kara Swisher

Happy 2026 from all of us at On with Kara Swisher! We're ringing in the new year with an episode of ACCESS, a new tech insider podcast from the Vox Media Podcast Network that's hosted by two highly connected tech journalists, Alex Heath and Ellis Hamburger. Each week, Alex and Ellis have revealing conversations with Silicon Valley's most influential leaders, from the tech titans of today to tomorrow's most interesting entrepreneurs. On this episode of ACCESS, they speak to Robinhood CEO Vlad Tenev to discuss the rise of prediction markets, juggling priorities as a public CEO, and much more. For full video episodes, subscribe on YouTube Follow ACCESS on Instagram and TikTok. Follow Alex's ⁠Sources newsletter⁠ and on ⁠X @alexeheath⁠. Follow Ellis at ⁠Meaning⁠ and on ⁠X @hamburger⁠. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Kara sits down with Chris Urmson, CEO and co-founder of the autonomous trucking company Aurora, and Johnathon Ehsani, a professor of public health at Johns Hopkins University and leading road safety researcher, for a candid look at the future of AI-powered freight transport.  Recorded live at the Hopkins Bloomberg Center, the three discuss the rapid rise of driverless trucking, what it will take to convince a skeptical public that sharing the road with self-driving 18-wheelers will actually make driving safer, the potential for job losses, and how to regulate autonomous vehicles across state lines. It's a deeply informed look at the promises and the trade-offs of autonomous trucking with two experts. 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

Happy Holidays from the On with Kara Swisher team! To celebrate, we're gifting you a recent episode of a new national security podcast from the Vox Media Podcast Network. “The Long Game” is hosted by Jake Sullivan, President Biden's National Security Advisor, and Jon Finer, his Principal Deputy — both senior aides who sat in on the classified Presidential Daily Brief each morning and translated raw intelligence into policy advice. On this episode of The Long Game, Jake and Jon cover: - The fast-escalating U.S. pressure campaign against the Maduro regime in Venezuela — including the growing American military buildup and Trump's post calling Venezuela a “foreign terrorist organization.” - President Trump's decision to allow the sale of Nvidia's advanced H200 AI chips to China — announced on the same day that the DOJ called the chip a cornerstone of “AI superiority.” - A Red Team/Blue Team exercise on the U.S.-backed peace proposal for the Ukraine–Russia war, with Jake and Jon stepping into the roles of advisers to Zelensky and Putin. Follow The Long Game so you never miss an episode. New episodes drop on Fridays. Show notes and a transcript of the episode are available here.Watch the video of this episode on Youtube. Learn more about your ad choices. Visit podcastchoices.com/adchoices

From an unenforced TikTok ban and a chatbot calling itself MechaHitler to mounting fears that we're in an AI bubble, 2025 was another messy year for the tech industry. We watched billionaire CEOs fully align themselves with President Trump, Nvidia become the first $5 trillion company, and Elon Musk's popularity tank, thanks to his DOGE antics (and yet he could still become the world's first trillionaire).  Kara breaks down the biggest tech stories of 2025 with four journalists: Bill Cohan, a longtime financial journalist, author, and Puck co-founder who covers Wall Street; Casey Newton, founder and editor of the tech newsletter Platformer and host of The New York Times podcast “Hard Fork”; Joanna Stern, senior personal technology columnist for The Wall Street Journal and author of a forthcoming book about how she surrendered her life to A.I. for a year; and Charlie Warzel, staff writer at The Atlantic and host of the tech and culture podcast “Galaxy Brain.”  (Please note, this conversation was recorded before news broke that TikTok had signed a deal to spin off its U.S. business to a group of American investors, the Justice Department released a trove of documents tied to investigations into Jeffrey Epstein, and Waymo halted service in San Francisco because of power outages in the area.)  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

Kara sits down with Uber CEO Dara Khosrowshahi to dig into how applied artificial intelligence works at scale.  At Uber, AI powers everything from pricing, routing, and customer service to autonomous vehicles and sidewalk robots that deliver food. It has partnered with more than 20 autonomous vehicle manufacturers, and it's moving aggressively into robotaxis. And although it may take many decades, Khosrowshahi believes society may eventually decide humans aren't safe enough to be trusted behind the wheel. Kara and Dara discuss what this all means for jobs, congestion, climate and Uber's business model.  This conversation was recorded live at the Johns Hopkins University Bloomberg Center as part of its Discovery Series on artificial intelligence.   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

One of 2025's most memorable images was of Silicon Valley's billionaire CEOs lined up in the front rows at President Donald Trump's inauguration. It was visual proof of the tech industry's embrace of MAGA's authoritarian-style of politics — one it has benefited from considerably over the last year. Author and neuroscientist Sam Harris has been using his podcast, “Making Sense,” to talk about the ways tech moguls are corroding our politics, and although he used to be close with some of them, he's become a vocal critic of their support for Trump. Kara and Sam talk about why he thinks the left is to blame for the tech billionaires' shift to the right, why all of us are bad at sorting through the glut of information we find online, and the potential risks that come with the Trump administration's hands-off approach to A.I. They also talk about what possible tech regulation could look like, and whether everyday people stand a chance against tech oligarchs and their platforms.  (Please note: This interview was recorded before President Trump signed an executive order to block states from passing A.I. regulation.) 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

Rachel Maddow is an author, podcast host and producer, documentary producer, and, of course, the anchor of her eponymous show on MS NOW. Her newest podcast, "Rachel Maddow Presents: Burn Order," unravels how the incarceration of more than 100,000 Japanese Americans and Japanese immigrants during WWII was planned and carried out. Shockingly, the full story behind one of the 20th century's worst American human-rights abuses might never have come to light if not for the relentless work of a hobbyist researcher — who had been incarcerated herself. Kara and Rachel dig into the story and explore the parallels to President Trump's mass-deportation policies. They also discuss the recent boat strikes on alleged drug traffickers, the escalating drama around the competing bids for Warner Bros. Discovery and what it signals for the future of the news business, and MSNBC's evolution into MS NOW. Please note: This episode was taped on Tuesday, before President Trump said it was “imperative that CNN be sold." 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

Margaret Atwood is one of the most famous and prolific authors of the modern era. Though best known for her 1985 hit “The Handmaid's Tale,” her dozens of works span literary genres — poetry, novels, children's books, essays, short stories — and often defy neat categorization. Now, at 86, Atwood has written her first memoir. At roughly 600 pages, it's an intimate look at the ways her personal life inspired and shaped her writing.  Kara and Atwood talk about her lifelong passion for the outdoors, how she decided to become a poet when she was just a teenager, and her reputation for having an eerie prescience about major world events. They also talk about Atwood's fears about the Trump administration's use of power, and why she still considers herself to be a hopeful person despite her predilection for dark stories.  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

The tech billionaires of Silicon Valley and the Midwestern rural poor wouldn't seem to have much in common. But somehow many of them have united under the MAGA umbrella. Kara brings together two reporters who have written about the opposite sides of the MAGA coin to talk about the role of social media in fueling enragement, why tech billionaires and poor Americans are coalescing around issues like education, the press and more; and how to bridge the political divide. Her guests are: Beth Macy, a newspaper reporter for three decades and the author of five non-fiction books, including her most recent: Paper Girl: A Memoir of Home and Family in a Fractured America. Jacob Silverman, an independent journalist with a focus on tech, political corruption and illicit finance. He's written three books, including his most recent: Gilded Rage: Elon Musk and the Radicalization of Silicon Valley.  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

How do you grieve the impending death of a lifelong friend when you are a multi-hyphenate comedian, actor, director and producer? If you are Tig Notaro, you produce a film about their life and work — as she has done for the late spoken word poet Andrea Gibson with the documentary Come See Me In The Good Light. Best known for her dry-witted stand up comedy, Tig is also a podcaster (Handsome), actor (Star Trek: Discovery, The Morning Show), director (Am I Ok?) and producer for film and television. Kara and Tig discuss the documentary, Gibson's life and relationship with their wife Meg Falley after they were diagnosed with incurable cancer, how Andrea's death opened her up to experiencing grief in a new way, and how it all relates to Tig's own 2012 cancer diagnosis, which she shared on stage in a genre-breaking set. Plus: how the comedy world is shifting under Trump and Tig's plans for an all-lesbian action film. 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 mid-2010s, television journalist and former chief White House correspondent Jessica Yellin left her job at CNN to go independent. A few years later, she founded News Not Noise, a multi-platform news outlet that publishes all across the internet  (mainly on Substack, Instagram and YouTube). It made Yellin one of the first journalists to ditch mainstream media for social media, and it's given her a unique perspective on the challenges and opportunities facing independent journalists, newsfluencers, and content creators in a crowded media environment.   In a live interview hosted by the Center for Journalism Ethics at the University of Wisconsin–Madison, earlier this fall, Kara and Jessica talk about what it takes to be a successful online news creator, the effects President Trump's attacks on fact-based journalism have had on the news business as a whole, and how news creators can adapt to changing social media algorithms and AI. They also talk about solutions that could help the entire news industry in an era of waning public trust.  Please note: This conversation was recorded before X rolled out a new transparency location feature, revealing some prominent pro-MAGA accounts are not based in the U.S. despite claims on their profiles.  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 year since President Trump won re-election — thanks in part to capitalizing on sitdowns on friendly podcasts — Democrats have been looking for their own answer to the so-called “manosphere.” One of the top contenders has emerged from an unlikely place: bright red Oklahoma. That's where Jennifer Welch and Angie “Pumps” Sullivan started their hit podcast, “I've Had It.” They've interviewed some of the biggest names on the left side of the political spectrum, like former President Obama, New York Mayor-elect Zohran Mamdani, and Vermont Independent Sen. Bernie Sanders. Welch in particular has gone viral for testy exchanges with former Chicago Mayor Rahm Emanuel and New Jersey Sen. Cory Booker.  Kara and Jennifer talk about what it's like to be a liberal atheist in the Bible Belt, why Jennifer finds centrist Democrats so frustrating, and why she's skeptical about Georgia Republican Rep. Marjorie Taylor Greene's recent break with Trump. They also talk about what Democrats get wrong about red states, and what she thinks the party needs to do to appeal to voters outside the coasts and big cities.  Please note: The original interview for this episode was taped Friday morning, before Greene announced her decision to resign from Congress and Mamdani met with Trump. We taped a second interview on Saturday morning to get Jennifer's reaction to the news.  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

Political commentator Scott Jennings has been called the “conservative explaining Red America to CNN viewers.” As the in-house Republican on CNN's NewsNight With Abby Phillips debate panels, he often acts as a de facto Trump spokesman at the table. Jennings has been in Republican politics for more than two decades. In the mid-aughts he worked as a Special Assistant to President George W. Bush, and later advised Kentucky Senator Mitch McConnell in multiple campaigns. Jennings was openly critical of President Trump before and during his first term, especially after the January 6th attacks. But in his new book, A Revolution of Common Sense: How Donald Trump Stormed Washington and Fought for Western Civilization, Jennings argues that Donald Trump's second term is not just a political comeback, but a transformation of the presidency itself. Kara and Scott spar about the Epstein files, discuss what they mean for the MAGA movement, and whether Trump's policies are really “common sense.” Plus, how Scott turned into a MAGA man and why he likes being the odd-Republican-out at CNN. 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 American Revolution,” a new six-part docuseries airing on PBS this week, filmmakers Ken Burns and Sarah Botstein take a deep look at the American Revolutionary War and the years before and after. They debunk many of the idealized myths we tell ourselves about the country's founding and the complex motivations of the men who championed independence. At once critical and patriotic, it examines America's history in ways the Trump administration would rather paper over. Kara, Ken and Sarah talk about the ways George Washington was both a deeply flawed man and integral to American victory in the war, how enslaved African Americans looked to the British for hope of freedom, and why it's unfair to paint all Loyalists to the British Crown as traitors. They also talk about why there's still a lot of reasons to find hope in America's origin story today.  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

Nobel laureate Geoffrey Hinton, known as one of the “godfathers of AI” for his pioneering work in deep learning and neural networks, joins Kara to discuss the technology he helped create — and how to mitigate the existential risks it poses.  Hinton explains both the short- and long-term dangers he sees in the rapid rise of artificial intelligence, from its potential to undermine democracy to the existential threat of machines surpassing human intelligence. He offers a thoughtful, complex perspective on how to craft national and international policies to keep AI in check and weighs in on whether the  AI bubble is about to burst. Plus: why your mom might be the best model for creating a safe AI. 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

Futures designer Nick Foster spent decades helping tech companies create products many of us didn't even know we wanted. As the head of design at Google X — a.k.a. Alphabet's “Moonshot Factory,” which is now known simply as “X” — he led teams working on brain-controlled computer interfaces, intelligent robotics, and even neighborhood-level nuclear fusion. He also designed emerging technologies for Apple, Sony, Nokia and Dyson. But in his debut book, “Could, Should, Might, Don't: How We Think About the Future,” Foster argues for a more measured approach to thinking about big disruptive technology, like A.I. Kara and Nick talk about the pitfalls of the current AI hype cycle, why executives need to think critically about how everyday people are using AI, and how companies can more thoughtfully adopt the technology. They also talk about Foster's argument that all of us need to take a more “mundane” approach to thinking about AI and the future.  This episode was recorded live at Smartsheet ENGAGE 2025 in Seattle.  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

Under President Trump, the Department of Justice's long-standing mission to uphold the law “without fear or favor” has been turned on its head. Attorney General Pam Bondi has followed Trump's directives to target his political enemies and help his allies. But in their new book, Injustice: How Politics and Fear Vanquished America's Justice Department, investigative journalists Carol Leonnig and Aaron Davis show that the erosion of the DOJ's independence began long before Trump's second term. Kara speaks to Leonnig, MSNBC senior investigative reporter, bestselling author and five-time Pulitzer Prize winner, about how internal pressure campaigns in Trump 1.0 prevailed, despite the noble intentions of prosecutors; the many red flags that were missed by the FBI ahead of the January 6th Capitol attack; the stubborn bravery of unsung heroes in the National Archives Department during the Biden administration; and how the DOJ's loss of political independence will impact the country. 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

Scott Galloway has spent the last few years ringing the alarm about how boys and young men are falling behind. Galloway, a marketing professor at New York University, best-selling author, and Kara's ‘Pivot' co-host, says his concern stems from the fact that he can relate to their problems. As a young boy raised by a single mom, Scott struggled in school, didn't have many friends, and barely got into college. But he went on to found several successful marketing firms, make millions, and raise two sons of his own. He shares his story — and his own advice on how to be a good man — in his new book, “Notes on Being a Man.” Kara and Scott talk about how the Trump campaign was able to win over young men with its regressive version of masculinity, why he thinks we need to re-embrace young men's horniness, and why more men need to step up as mentors. They also talk about Scott's difficult relationship with his late father, and the ways he's trying to be a better father to his sons.  Check out our sponsor Smartsheet here! 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

When Patagonia founder Yvon Chouinard first got into business, all he wanted to do was make better equipment for himself and his fellow “dirtbags.” Over 50 years, he built Patagonia into a global outdoor retailer with a sustainable mission and ensured that the company's profits will go toward protecting the environment for years to come. In his latest book, “Dirtbag Billionaire. How Yvon Chouinard Built Patagonia, Made A Fortune, and Gave it All Away,” New York Times reporter David Gelles chronicles how Chouinard set new industry standards for sustainable production and charitable giving. Kara talks with Gelles about how Chouinard's version of conscious capitalism compares with that of tech billionaires, what to make of shifting US corporate environmental and social responsibility, and how artificial intelligence could affect the climate in the future. Want to see Kara and Scott Galloway live on the Pivot Tour November 8th-14th? Limited tickets are still available 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

From an early age, writer, director, and producer Judd Apatow has been obsessed with comedy. What started as a quest to interview comedians for his high school radio station ultimately evolved into one of the most prolific careers in Hollywood today, with hits like “The 40 Year Old Virgin,” “Knocked Up,” and “Anchorman.” Now, Apatow is looking backwards. His new book, “Comedy Nerd,” is a visual memoir of his decades in the business, working with a who's who of the biggest names in comedy.  Kara and Judd talk about how he reimagined the genre of raunchy, R-rated comedies about stunted adolescence; what he got right about American masculinity in the mid-and-late 2000s; and his recent pivot to making documentaries about some of the greatest comedians of the modern era. They also discuss whether AI can be funny and the ways politics is shaping comedy right now.  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

When the Department of Justice has to investigate politically sensitive matters, those investigations are typically handled by outside prosecutors known as Special Counsels: independent investigators given the freedom to unearth the dirtiest dirt against executive branch officials, including the president.  Kara speaks with CNN senior legal analyst, former prosecutor, and best-selling author Elie Honig about his latest book, When You Come at the King: Inside DOJ's Pursuit of the President, from Nixon to Trump. They discuss the history of the DOJ's independent investigations, the Trump administration's current (and mostly successful) attempts to weaponize the DOJ, the Supreme Court's presidential immunity ruling, and recommendations for fixing the system. Want to see Kara and Scott Galloway live during the Pivot Tour November 8th-14th? There are still limited tickets available. Go to PivotTour.com for details. 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 wake of President Trump's return to the White House, independent Vermont Sen. Bernie Sanders spent months crisscrossing the nation rallying huge crowds in red and blue states during his Fighting Oligarchy tour. His new book, “Fight Oligarchy,” is an extension of those rallies and also serves as a blueprint for how everyday Americans can push back against the deep-pocketed forces shaping politics today. But at 84 years old, the two-time presidential candidate is also looking to the future of the progressive movement he helped build.  Kara and Sen. Sanders talk about his headline speech at this weekend's No King's rally in Washington, D.C.; the corrosive effects he thinks billionaire donors have on the Democratic Party; and the ongoing government shutdown. They also chat about how he's getting involved early in next year's midterm elections to help boost progressive candidates — both Democrats and independents like him — in races across the country.  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

Will artificial intelligence be a job creator or a job destroyer? Who will be most affected — and how long will the AI revolution in employment take?  Futurist Martin Ford and economist Betsey Stevenson join Kara to unpack the realities behind the AI hype. They explore the impact of artificial intelligence on the future of work, from the fate of blue-collar jobs amid advancing robotics to the government's role in helping workers navigate this new era. They also dive into ideas like universal basic income and a digital dividend, and examine how AI could redefine our economy, society, and the role work plays in a meaningful life. Martin Ford is the founder of a software development firm and the author of four books, including the New York Times bestselling Rise of the Robots: Technology and the Threat of a Jobless Future. Betsey Stevenson was the chief economist of the US Department of Labor from 2010 to 2011, and then served on the Council of Economic Advisors from 2013 to 2015. She's a professor of Public Policy and Economics at the University of Michigan and serves on the executive committee of the American Economic Association. Register for Smartsheet Engage here! 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

Former Vice President Kamala Harris joined Kara to talk about her new book, “107 Days,” in front of a packed house at the Warner Theatre in Washington, D.C. They discussed President Trump's weaponization of the Justice Department, the tech industry's rightward shift, and how to combat Trump's march toward autocracy in an age of disinformation, blatant power plays, and political exhaustion. 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

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.  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 Gary Ginsberg and Carole Radziwill, two close friends of John and Carolyn who are featured in American Prince. series. They both bring a lifetime of experience working in media, and reflect on the lives behind the legend, the media scrutiny that shaped their legacy, and how myth and reality collided in the story of John and Carolyn. Ginsberg met John at Brown University, and he was the senior editor and legal counsel at George magazine. Ginsberg went on to become an assistant counsel to President Clinton and a senior executive at News Corp and Time Warner. He understands the inner workings of media and politics as well as anyone. 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

Legacy media isn't dead, but journalists are leaving traditional outlets in swarms to launch their own newsletters, podcasts and social media ventures, and they may be forcing a reboot. As one of the early media entrepreneurs (and a trusted advisor to many of those who aspire to follow in her footsteps), Kara sits down to discuss the current landscape with Oliver Darcy, founder of the “must-read” media newsletter “Status”; Katie Drummond, Wired's global editorial director; and Dave Jorgenson, The Washington Post's former “TikTok Guy”, who has recently launched his own site, Local News International. In a freewheeling conversation, they unpack the challenges of audience capture, the looming shadow of AI, and the surprising (financial) realities of being an independent journalist. 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