Dear Chelsea

On this weekly advice show, comedian & author Chelsea Handler answers listener questions with the hilarious edge you know her for. Joined each week by co-host Catherine Law and celebrity guests, Chelsea never shies away from giving her honest opinion on everything from love, sex and weed to family issues or losing a loved one. Every episode takes you on a ride from funny and informative to inspirational and heartbreaking – and back again. Do you need advice from Chelsea? Send us your question at: DearChelseaPodcast@gmail.com

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Every guest on Dear Chelsea

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

1. —
   Hannah Berner

   Living in Separate Houses with Hannah Berner · Nov 2023

   0 votes

   Never again
2. —
   Jennie Garth

   Finding Love in Your Second Act with Jennie Garth · Dec 2024

   0 votes

   Never again
3. —
   Mike Birbiglia

   Global Warming Escape Plan with Mike Birbiglia · Sep 2022

   0 votes

   Never again
4. —
   Mel Robbins

   Let Them with Mel Robbins · Jan 2025

   0 votes

   Never again
5. —
   Matthew McConaughey

   The Art of Livin’ with Matthew McConaughey · Apr 2023

   0 votes

   Never again
6. —
   Esther Perel

   The Upside of Conflict with Esther Perel · Dec 2023

   0 votes

   Never again
7. —
   Jillian Turecki

   It Begins With You with Jillian Turecki · Jan 2025

   0 votes

   Never again
8. —
   Sam Morril

   I Hate Loud with Sam Morril · Sep 2025

   0 votes

   Never again
9. —
   Emily Morse

   Maybe Don’t Report Back with Emily Morse · Jun 2023

   0 votes

   Never again
10. —
    Adam Scott

    Fangirling with Adam Scott · Aug 2026

    0 votes

    Never again
11. —
    Nikki Glaser

    Muting JLo with Nikki Glaser · Jun 2022

    0 votes

    Never again
12. —
    Sarah Paulson

    Expansion with Sarah Paulson · Aug 2023

    0 votes

    Never again
13. —
    Amy Schumer

    Autism & Abortion with Amy Schumer · Mar 2022

    0 votes

    Never again
14. —
    Rob Lowe

    Open and Ridiculous with Rob Lowe · May 2025

    0 votes

    Never again
15. —
    Kumail Nanjiani

    Night Thoughts with Kumail Nanjiani · Jan 2026

    0 votes

    Never again
16. —
    Katy Perry

    Season 3 Premiere: Not Very Maternal with Katy Perry · May 2022

    0 votes

    Never again
17. —
    Tiffany Haddish

    Marrying Yourself with Tiffany Haddish · Jul 2026

    0 votes

    Never again
18. —
    Tony Hawk

    Links to Your Kinks with Tony Hawk · Nov 2023

    0 votes

    Never again
19. —
    Gwyneth Paltrow

    Sex, Love & Goop with Gwyneth Paltrow · Oct 2021

    0 votes

    Never again
20. —
    Paul W. Downs

    I’m a Martha with Paul W. Downs · May 2024

    0 votes

    Never again
21. —
    Da'Vine Joy Randolph

    Put Some Luxury On It with Da’Vine Joy Randolph · Dec 2025

    0 votes

    Never again
22. —
    Roy Wood Jr

    Trifling White Women with Roy Wood Jr. · Nov 2025

    0 votes

    Never again
23. —
    Kaitlin Olson

    A Late Bloomer with Kaitlin Olson · Jan 2026

    0 votes

    Never again
24. —
    Elizabeth Olsen

    Swimming Naked with Elizabeth Olsen · Dec 2025

    0 votes

    Never again
25. —
    Blair Socci

    A Pretty Sleepy Bitch with Blair Socci · Apr 2024

    0 votes

    Never again
26. —
    Beth Stelling

    It Takes Guts & Balls with Beth Stelling · Feb 2022

    0 votes

    Never again
27. —
    Susie Essman

    Ready to Rumble with Susie Essman · Jun 2024

    0 votes

    Never again
28. —
    Neal Brennan

    A Big REDdit Flag with Neal Brennan · May 2024

    0 votes

    Never again
29. —
    Alex Edelman

    Only Perfect Once with Alex Edelman · Jun 2024

    0 votes

    Never again
30. —
    Joan Baez

    I Am A Noise with Joan Baez · Nov 2023

    0 votes

    Never again
31. —
    Hannah Einbinder

    A Free Love Queen with Hannah Einbinder · Aug 2024

    0 votes

    Never again
32. —
    Lily Rabe

    Home Births and Past Lives with Lily Rabe · May 2024

    0 votes

    Never again
33. —
    Brooke Shields

    Now Hang On a Second with Brooke Shields · Jan 2023

    0 votes

    Never again
34. —
    Dave Franco

    The Weaker Sex with Dave Franco · Aug 2026

    0 votes

    Never again
35. —
    Christina Ricci

    Tarot, Cults + Body Counts with Christina Ricci · Nov 2024

    0 votes

    Never again
36. —
    Atsuko Okatsuka

    Scheduling Sex with Atsuko Okatsuka · 2 episodes

    0 votes

    Never again
37. —
    Sam Jay

    Night Kayak with Sam Jay · Jan 2024

    0 votes

    Never again
38. —
    Rosebud Baker

    Can’t Vape While You’re Pregnant with Rosebud Baker · 2 episodes

    0 votes

    Never again
39. —
    Eric Bana

    Outsmarting Kangaroos with Eric Bana · Jul 2025

    0 votes

    Never again
40. —
    Toni Collette

    Having a Felch with Toni Collette · Dec 2025

    0 votes

    Never again