On with Kara Swisher

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.

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Every guest on On with Kara Swisher

286 guests, ranked by how many people never want them back.

1. —
   Bobbi Brown

   Makeup Mogul Bobbi Brown on Reinventing Herself in Her 60s · Oct 2025

   0 votes

   Never again
2. —
   Anne Lamott

   Radical Self-Acceptance, Cancel Culture, and Forgiveness with Writer Anne Lamott · May 2024

   0 votes

   Never again
3. —
   Alison Bechdel

   Cartoons, Capitalism & Censorship: Alison Bechdel & Ann Telnaes on Politics in Art · Aug 2025

   0 votes

   Never again
4. —
   Fei Fei Li

   Fei-Fei Li and a Humane Approach to AI · 2 episodes

   0 votes

   Never again
5. —
   Robert Downey Jr

   Robert Downey Jr., Ayad Akhtar and Bartlett Sher on “Truthful Lies” in AI, Art and Politics · Oct 2024

   0 votes

   Never again
6. —
   Eric Topol

   Wellness Grifters and the Real Science Behind Longevity with Dr. Eric Topol · Apr 2026

   0 votes

   Never again
7. —
   Reid Hoffman

   Reid Hoffman on Trump, Elon, Peter Thiel and Lina Khan · 3 episodes

   0 votes

   Never again
8. —
   Ilana Glazer

   Making Parenthood and Politics Sexy with Comedian Ilana Glazer · Jun 2024

   0 votes

   Never again
9. —
   Maria Sharapova

   Pretty Tough with Maria Sharapova: Chelsea Handler · May 2026

   0 votes

   Never again
10. —
    Vivek Murthy

    Guns, Social Media & Loneliness with Surgeon General Vivek Murthy · Jul 2024

    0 votes

    Never again
11. —
    Mustafa Suleyman

    Microsoft AI CEO Mustafa Suleyman on AI “Friends”, OpenAI “Siblings” and Climate Change · Oct 2024

    0 votes

    Never again
12. —
    Chris Wallace

    Chris Wallace Explains How JFK (Possibly) Stole the 1960 Election · Oct 2024

    0 votes

    Never again
13. —
    Hillary Clinton

    Hillary Rodham Clinton Drops Truth Bombs · 2 episodes

    0 votes

    Never again
14. —
    Rajiv Shah

    Will Big Bets to Solve Climate Change Pay Off? With Rajiv Shah · Dec 2023

    0 votes

    Never again
15. —
    Ed Helms

    From The Office to SNAFU: Ed Helms on History, Politics & Comedy · Apr 2025

    0 votes

    Never again
16. —
    Audie Cornish

    Audie Cornish and Ari Shapiro on Friendship, Feeds and Their New Podcast · 2 episodes

    0 votes

    Never again
17. —
    Ben Smith

    Ben Smith on the Turmoil at Buzzfeed, Fox News and Everything In Between · Apr 2023

    0 votes

    Never again
18. —
    Casey Newton

    Casey Newton, Kara & Nayeema Talk Tech · Dec 2022

    0 votes

    Never again
19. —
    Cord Jefferson

    Cord Jefferson on Making American Fiction · Feb 2024

    0 votes

    Never again
20. —
    Ezekiel Emanuel

    The Problem with Wellness Culture, According to Dr. Zeke Emanuel · Jan 2026

    0 votes

    Never again
21. —
    Isaac Chotiner

    Isaac Chotiner on Confrontation, Curiosity, and Being the 'Interview Assassin' · Jan 2026

    0 votes

    Never again
22. —
    Jessica Lessin

    Has the Silicon Valley Bubble Burst? A Conversation w Jessica Lessin & William Cohan · Jan 2023

    0 votes

    Never again
23. —
    Jodi Kantor

    Beat the Resume Bots & Build a Career You Love with Jodi Kantor · Apr 2026

    0 votes

    Never again
24. —
    Maggie Haberman

    Maggie Haberman and Jonathan Swan Take Us Inside Trump’s ‘Imperial Presidency’ · 4 episodes

    0 votes

    Never again
25. —
    Mariana Mazzucato
    0 votes

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26. —
    Matt Levine

    Matt Levine on Elon Musk: Chief Twit & “Meme Lord” · Oct 2022

    0 votes

    Never again
27. —
    Melinda French Gates

    Why Melinda French Gates is Betting On Women in Politics, Business and Tech · Apr 2025

    0 votes

    Never again
28. —
    Alexis Ohanian

    Alexis Ohanian and Deb Roy on Big Tech’s Effects on Democracy · Oct 2023

    0 votes

    Never again
29. —
    Anne Applebaum

    Dissecting Elon Musk’s Hostile Takeover with Anne Applebaum, Eoin Higgins & Ryan Mac · Feb 2025

    0 votes

    Never again
30. —
    Dara Khosrowshahi

    The End of Human Driving? with Uber CEO Dara Khosrowshahi · Dec 2025

    0 votes

    Never again
31. —
    Ian Bremmer

    Ian Bremmer on Putin, Xi…and Elon Musk · Jan 2023

    0 votes

    Never again
32. —
    Joanna Stern

    Joanna Stern Turned Her Life Over to AI For A Year — Here’s What She Learned · May 2026

    0 votes

    Never again
33. —
    Lawrence Lessig

    How to Knock Out Super PACs with Lawrence Lessig · Feb 2026

    0 votes

    Never again
34. —
    Lilly Singh

    Lilly Singh on Making It on Social Media — and Hollywood · May 2023

    0 votes

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35. —
    Rahm Emanuel

    Rahm Emanuel’s Tough Love Intervention for the Democratic Party · 2 episodes

    0 votes

    Never again
36. —
    Renee DiResta

    How the Right Launders Online Propaganda with Renée DiResta · Aug 2024

    0 votes

    Never again
37. —
    Ryan Mac
    0 votes

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38. —
    Sarah Longwell

    The Bulwark’s Sarah Longwell on How Democrats Can Defeat MAGA for Good · Sep 2026

    0 votes

    Never again
39. —
    Timothy Snyder

    Timothy Snyder and Bill Adair on the War on Truth & The Fight for Freedom · Oct 2024

    0 votes

    Never again
40. —
    Vinod Khosla

    Vinod Khosla’s View of the Future, From AI to China · Jul 2023

    0 votes

    Never again