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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.

On with Kara Swisher

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.

Note to listeners: This is an extended version of the episode that was originally published on Thursday, November 20th. 

Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, Threads, and Bluesky @onwithkaraswisher.
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Gloves Off with Scott Jennings, CNN’s Conservative Pundit

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.
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Ken Burns & Sarah Botstein on Finding Hope in America’s Brutal Beginnings

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.
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“Godfather of AI” Geoffrey Hinton Rings the Warning Bells

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.
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What Everyone Gets Wrong About the Future of AI with Nick Foster

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.
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How Trump Dismantled the Department of Justice with Carol Leonnig

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.
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Why Scott Galloway Wants Us To Celebrate Masculinity, Not Diminish It

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.
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Lessons on Capitalism from Patagonia’s Reluctant Billionaire

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.
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Judd Apatow on Meme Politics, Being Funny in 2025 & the Comedy Biz

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.
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Inside Trump’s DOJ Power Play & the Future of Special Counsels

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.
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Bernie Sanders on Beating Authoritarianism, Billionaires & AOC

Billionaire mogul and power broker Barry Diller doesn’t hold back (at all) as he takes us inside Washington, Silicon Valley and Hollywood. The legendary executive breaks down why Biden isn’t his “fave,” how we can save the news business and “the republic” from AI, and how the “evil genius” of Netflix factors into the ongoing WGA and SAG strikes. That, and more, in what Kara and Nayeema dub “the Mediterranean ‘ratf*ck’ episode.” 
Questions or comments? Email us at on@voxmedia.com or find us on social media. We’re on Instagram/Threads as @karaswisher and @nayeemaraza

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Barry Diller on Biden, AI and the Hollywood Shutdown

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