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. —
   Scott Galloway

   Scott Galloway: How to Hit Trump Where it Hurts (Unsubscribe) · 2 episodes

   0 votes

   Never again
2. —
   Ryan Holiday

   Ryan Holiday on the Case for Stoicism in an Age of Distraction · Aug 2026

   0 votes

   Never again
3. —
   Esther Perel

   Where Should We Begin? with Esther Perel: Friendship — My Reliable Gift · 2 episodes

   0 votes

   Never again
4. —
   Piers Morgan

   Piers Morgan On Murdoch, Musk and – yes – Meghan Markle · Dec 2022

   0 votes

   Never again
5. —
   Adam Grant

   Adam Grant on Your Potential, Gen Z and — oops — Elon · Nov 2023

   0 votes

   Never again
6. —
   Nina Jankowicz

   Will Disinformation Doom Our Democracy? with Nina Jankowicz, Sasha Issenberg & Barbara McQuade · Apr 2024

   0 votes

   Never again
7. —
   Bill Gates

   Bill Gates on How to Tax the Rich, AI, Misinformation, & the Election · Sep 2024

   0 votes

   Never again
8. —
   Tig Notaro

   Comedian Tig Notaro on Laughing Through Grief · Dec 2025

   0 votes

   Never again
9. —
   Nikki Glaser

   Nikki Glaser on Shame, Sex & Owning Who You Are · Apr 2026

   0 votes

   Never again
10. —
    Ronan Farrow

    Why We Can’t Quit Elon with Ronan Farrow & William Cohan · Aug 2023

    0 votes

    Never again
11. —
    Rachel Maddow

    Rachel Maddow on Japanese Incarceration During WWII, Mass Deportation & Media Chaos · 3 episodes

    0 votes

    Never again
12. —
    Jen Psaki

    Jen Psaki on Her New Show and Her Old Boss · Apr 2023

    0 votes

    Never again
13. —
    Paul Giamatti

    Paul Giamatti Is Good With Words · Feb 2024

    0 votes

    Never again
14. —
    John Legend

    Kara on Elon and John Legend on Kanye (and More!) · Nov 2022

    0 votes

    Never again
15. —
    Bill Maher

    Bill Maher Won't Back Down (But He Might Shock You) · May 2024

    0 votes

    Never again
16. —
    Joy Reid

    Joy Reid on Dems, Gaza & Independent Media · Aug 2025

    0 votes

    Never again
17. —
    Jake Tapper

    Jake Tapper on Trust, Trump and CNN · Jul 2023

    0 votes

    Never again
18. —
    Ted Sarandos

    More Burn Book with Ted Sarandos · Mar 2024

    0 votes

    Never again
19. —
    Julia Louis-Dreyfus

    Wiser Than Me with Julia Louis-Dreyfus: Billie Jean King · 2 episodes

    0 votes

    Never again
20. —
    Megan Rapinoe

    Why Are You Like This? with Megan Rapinoe · Aug 2026

    0 votes

    Never again
21. —
    Stacey Abrams

    Will Stacey Abrams (Finally) Win? · Oct 2022

    0 votes

    Never again
22. —
    Kamala Harris

    Kamala Harris on Trump, Tech’s Power Grab, and the Fight for Democracy · Oct 2025

    0 votes

    Never again
23. —
    Roy Wood Jr

    Roy Wood Jr. on President Biden, Tucker Carlson, Trevor Noah and (of course) the WGA Strike · May 2023

    0 votes

    Never again
24. —
    Billie Jean King
    0 votes

    Never again
25. —
    Sarah Jessica Parker

    Sarah Jessica Parker Talks Show Business, Shoe Business and More Business · Jun 2023

    0 votes

    Never again
26. —
    Billy Corben
    0 votes

    Never again
27. —
    Alex Edelman

    How Twitter Took Alex Edelman to IRL White Supremacists · Sep 2023

    0 votes

    Never again
28. —
    Naomi Klein

    What Naomi Klein Found Down the Steve Bannon Rabbit Hole · Sep 2023

    0 votes

    Never again
29. —
    Brooke Shields

    Brooke Shields on Surviving Hollywood · 2 episodes

    0 votes

    Never again
30. —
    Ronny Chieng

    Comedian Ronny Chieng on Political Satire, Trolling Algorithms and Cerebral Dick Jokes · Feb 2025

    0 votes

    Never again
31. —
    Jeremy Strong

    Jeremy Strong, Alexander Skasgard and Succession Spin-Off Theories (Spoiler Alert) · Jun 2023

    0 votes

    Never again
32. —
    Jerrod Carmichael

    Jerrod Carmichael on Truth in Comedy, Coming Out Late & Religion · Jun 2025

    0 votes

    Never again
33. —
    Samantha Bee

    Samantha Bee on Being 'Democrat-Celibate' (from 'The Assignment with Audie Cornish') · Dec 2024

    0 votes

    Never again
34. —
    Rosie O'Donnell

    'I Feel Re-Famous': Rosie O'Donnell on Her Return to New York · Aug 2026

    0 votes

    Never again
35. —
    Fran Drescher

    Fran Drescher on the SAG Strike and Hollywood’s "Fat Cats” · Jul 2023

    0 votes

    Never again
36. —
    Jane Fonda

    Jane Fonda on How to Turn Rage Into Hope · Feb 2026

    0 votes

    Never again
37. —
    Brené Brown

    Brené Brown on the State of Leadership in America Today · 2 episodes

    0 votes

    Never again
38. —
    Eric Idle

    Where’s the Line in Comedy? Monty Python’s Eric Idle Has an Idea · Nov 2022

    0 votes

    Never again
39. —
    Ta-Nehisi Coates

    Ta-Nehisi Coates On Trump, Palestine and Journalism as a “Contact Sport” · Nov 2024

    0 votes

    Never again
40. —
    Wanda Sykes

    Wanda Sykes on Why Trump Isn’t Funny Anymore · Jun 2023

    0 votes

    Never again