On with Kara Swisher

“Democrats in disarray” is more than just a trope — after last year’s disastrous elections, Democrats are openly fretting about how to pull the party out of its crisis. Kara speaks to a panel of millennial leaders about how to rejuvenate it; what role the generational divide plays in policy and agenda setting; and what Democrats need to do to win back younger voters (and older ones, too). Rep. Greg Casar [https://casar.house.gov/] (D-TX) was first elected to Congress in 2022. He is the chair of the Congressional Progressive Caucus, and he’s currently part of the “Fighting Oligarchy Tour” with Sen. Bernie Sanders (I-VT) and Rep. Alexandria Ocasio-Cortez (D-NY). Amanda Litman is a co-founder of Run for Something [https://runforsomething.net/], an organization that helps young, diverse progressives run for down-ballot races. Since its founding in 2017, Run for Something has helped elect nearly 1,500 candidates in 49 states and the District of Columbia – including more than 250 candidates in 2024, 18 of whom flipped their seats from red to blue. Litman’s new book, “When We’re in Charge: The Next Generation’s Guide to Leadership” [https://greenlightbookstore.com/book/9781638931928] was just published. Rep. Sarah McBride [https://mcbride.house.gov/] (D-DE) was elected to the House last year, and she is the first openly transgender elected member of Congress. She is also member of the Congressional Progressive Caucus, a former Delaware state senator, and a Run For Something alum. Her campaign and first few months in office (which included being banned from using the women’s bathroom in the Capitol) is the subject of a new documentary “State of Firsts [https://www.imdb.com/title/tt36589618/],” which just played at the Tribeca Film Festival and DC/DOX. Questions? Comments? Email us at on@voxmedia.com or find us on Instagram, TikTok and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices [https://podcastchoices.com/adchoices]

After reportedly speaking to President Trump on the phone, Elon Musk took to Twitter, on Wednesday, to say he regrets “some” of his tweets about President Trump — but that doesn’t mean all is forgiven. As the dust settles on last week’s cross-platform showdown, the long-term consequences from the breakup of the world’s richest man and its most powerful one are just beginning to emerge. So, Kara gathered a panel of four expert guests to unpack how the feud ignited, who holds the most leverage, why a ceasefire took place, if it’ll last, and what it all means for the future of tech, politics and power.  Henry Blodget is the co-founder and former CEO of and editor-in-chief of Business Insider. Before that, he was a tech analyst on Walls Stree. You can find him on Substack at Regenerator [https://www.regenerator1.com/].  Kirsten Grind is an investigative business reporter at The New York Times [https://www.nytimes.com/by/kirsten-grind], the author of two books, and the winner of more than a dozen national awards.  Kristen Soltis Anderson is a pollster, contributing Opinion writer for The New York Times, author, and co-founder of Echelon Insights [https://echeloninsights.com/]. Rick Wilson is a former Republican political strategist and ad-make. He is a co-founder of the Lincoln Project and you can find him on Substack [https://therickwilson.substack.com/] or listen to his podcast The Enemies List [https://open.spotify.com/show/5TmWv143zWx7ISHMpuGtxR]. Questions? Comments? Email us at on@voxmedia.com or find us on Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices [https://podcastchoices.com/adchoices]

For the past five decades, every Republican president except Gerald Ford has tried to cut funding for public media. But NPR and PBS have never dealt with a moment like this, where the Trump administration is attacking them from every possible angle. A recent executive order demanded the Corporation for Public Broadcasting (or CPB) and executive agencies halt all funding for NPR and PBS; the FCC is investigating their corporate underwriting; and this week, the House is expected to take up a rescissions package that would claw back federal funding for the CPB. Katherine Maher, the CEO of NPR, is fighting back. On May 27th, NPR and three Colorado member stations filed a suit challenging the president’s executive order. (PBS followed suit a few days later.) Suing the president is, obviously, an uncomfortable position for a media organization which has to cover him. But according to Maher, NPR is doing its patriotic duty to defend the First Amendment. Kara and Maher discuss the potential effects the defunding would have on NPR, its member stations, and the communities that it serves; criticisms aimed at NPR and Maher, from both conservatives, on one hand, and some journalists, on the other; and her approach to innovation at NPR. Questions? Comments? Email us at on@voxmedia.com or find us on Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices [https://podcastchoices.com/adchoices]

From media moguls to tech billionaires, Oscar-nominated and Emmy award-winning writer, producer and director Jesse Armstrong knows how to tap into the psyche of the rich and powerful. In the “Succession” creator’s new HBO movie, “Mountainhead, [https://www.youtube.com/watch?v=27cN2_k0JF0]” a tech-bro poker weekend turns into a life-or-death battle over who will control the future — in both business and the real world. From their isolated lair in Utah, four millionaire/billionaire friends (played by Steve Carell, Jason Schwartzman, Cory Michael Smith, and Ramy Youssef) watch as deepfakes created on one of their platforms lead to massacres, assassinations, and government takeovers around the world. This sparks the friends’ imperialistic fantasies and some unfriendly inter-group competition. Kara talks to writer-director Jesse Armstrong about the real-world inspirations for these characters, how tech founders think about their own role in society, and whether the tech oligarchy has replaced legacy media giants like Rupert Murdoch. Questions? Comments? Email us at on@voxmedia.com or find us on Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices [https://podcastchoices.com/adchoices]

Jeffrey Goldberg has been a thorn in President Donald Trump’s side since the real-estate developer–turned reality-show host first ran for office in 2016. Back then — ten months before he took over as editor-in-chief of The Atlantic — Goldberg wrote a piece headlined “A Brief Exercise Meant to Illuminate the Prejudices of Donald Trump.” The magazine has continued its unsparing criticism of Trump ever since, and Goldberg’s recent Signalgate [https://www.theatlantic.com/politics/archive/2025/03/trump-administration-accidentally-texted-me-its-war-plans/682151/] story was just the latest in a series of blockbuster scoops that have nominally embarrassed the president.  On Friday, Goldberg sat down with Kara for an on-stage interview at the WBUR Festival in Boston. They discussed Trump’s corruption, the unserious people staffing his administration (as well as with the very serious Russell Vought, a Project 2025 architect who heads the OMB), the Democratic Party’s travails, and the state of the news media.  Questions? Comments? Email us at on@voxmedia.com or find us on Instagram, TikTok, and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices [https://podcastchoices.com/adchoices]