On with Kara Swisher

• The Daily Show’s Josh Johnson Can Make Even A Recession Funny

  Emmy-nominated writer, stand-up comic and actor Josh Johnson may be the most prolific comedian on the internet right now. You might recognize him as a regular correspondent on The Daily Show, or maybe you've come across his sharp political critique on TikTok (where he has 2 million followers), or watched one of his longer, philosophical stand-up routines on YouTube (where he has 1.5 million subscribers). Josh is currently touring the country (catch his Flowers Tour in a city near you), but he took a break this week to sit down with Kara at the Great Hall at The Cooper Union for the Advancement of Science and Art in New York City. They discussed Josh’s entrepreneurial approach to distributing and owning his work, how to make dry political topics like tariffs funny and relatable, what Elon Musk should really be doing with his money and how the ultimate antidote to fear is community. Questions? Comments? Email us at [email protected] or find us on Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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• The Onion’s Owner on Satire, Infowars, Defending Democracy & Trump

  Last year, after pressure from activist investors, Jeff Lawson stepped down from his perch as CEO from Twilio, the cloud communications company he co-founded. But he didn’t spend any time twiddling his thumbs — that same spring, he bought the satirical news organization The Onion, and by the end of the year, they’d tried to buy Alex Jones’ Infowars at a bankruptcy auction.  Jeff also stayed busy on the political front, continuing his work on DemocracyFirst, a political action committee he co-founded, in 2022, to support candidates committed to democracy.  So there was plenty to chew on when Kara interviewed Jeff last week at Democracy’s Information Dilemma, a symposium hosted by the University of Michigan’s Gerald R. Ford School of Public Policy. They discuss the tech founder mindset; how Jeff is remaking The Onion; why political satire is more necessary than ever; why DEI — which Jeff championed as a CEO — can sometimes do more harm than good; and how to fight for democracy during Trump 2.0. Questions? Comments? Email us at [email protected] or find us on Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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• Trump’s Attacks on the Press and on Freedom of Expression

  President Donald Trump has always bashed the press. But his attacks are no longer just rhetorical — he’s using lawsuits to intimidate the news media, and he’s inspired a conservative legal movement to overturn the New York Times Co. v. Sullivan. The landmark Supreme Court decision protects freedom of speech and freedom of the press, and unfortunately, Trump’s attempt to destroy it are part of a larger pattern of tearing away at our right to freedom of expression.  To break it all down, Kara speaks to three exceptional journalists: David Enrich, a deputy investigations editor for The New York Times and the author of four books, including the newly released, Murder the Truth: Fear, the First Amendment, and a Secret Campaign to Protect the Powerful; Ruth Marcus, a former associate editor and columnist for The Washington Post and the author of Supreme Ambition: Brett Kavanaugh and the Conservative Takeover; and Ben Mullin, a media reporter for The New York Times covers the major players in the news and entertainment business.  Questions? Comments? Email us at [email protected] or find us on Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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• Michelle Buteau on Comedy, Community and Calling Out Dave Chappelle

  Comedian Michelle Buteau is a true mutli-hyphenate — actor, standup comic, TV host, podcaster, and executive producer — and she wouldn’t have it any other way. Kara spoke to Buteau about the season 2 launch of “Survival of the Thickest,” a Netflix series loosely based on her 2020 memoir, and how she’s using her life stories to push the boundaries of representation. They also talked about Buteau’s 20-year stand up career, how she became the first woman to record a special in Radio City Music Hall (“A Buteau-ful Mind”), why she stands by calling out Dave Chappelle for his transgender jokes, and how she wants to use her producing prowess to uplift more marginalized voices, despite the current political climate. Questions? Comments? Email us at [email protected] or find us on Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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• Graydon Carter on Vanity Fair, Editing & a Short-Fingered Vulgarian Named Trump

  Graydon Carter is the co-founder of Spy Magazine and Air Mail, and for 25 years, he was the editor of Vanity Fair. His memoir, When The Going Was Good, chronicles a time when the going was extremely good for glossy magazines and their star editors. During the golden age of magazines, Vanity Fair combined celebrity profiles with deeply reported journalism to great acclaim, and Carter, arguably, became more famous than many of his extremely talented writers.  He and Kara discuss everything from office politics at Vanity Fair to Canadian politics, including President Trump’s (possible) descent into madness, the artistry involved in making a restaurant cool (as opposed to hot), and why anxiety is an essential ingredient for editors.   Questions? Comments? Email us at [email protected] or find us on Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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