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

Website

Every guest on Dear Chelsea

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

1. —
   Cody Rigsby

   Men Found Useless with Cody Rigsby · Feb 2025

   0 votes

   Never again
2. —
   Dan Siegel

   REPLAY: A Therapy Session with Dr. Dan Siegel · 2 episodes

   0 votes

   Never again
3. —
   Debbie Gibson

   Jersey Girls with Debbie Gibson · Sep 2025

   0 votes

   Never again
4. —
   Deepak Chopra

   Meditation with Deepak Chopra · Jun 2021

   0 votes

   Never again
5. —
   Diane Kruger

   Going to Bed Early with Diane Kruger · Nov 2022

   0 votes

   Never again
6. —
   Drag Queen

   You're Lucky To Have Me with Bob the Drag Queen · Mar 2022

   0 votes

   Never again
7. —
   Dylan Mulvaney

   From Cute to F*ckable with Dylan Mulvaney · 3 episodes

   0 votes

   Never again
8. —
   Eli J. Finkel

   The Best Relationships in History with Eli J. Finkel · Dec 2021

   0 votes

   Never again
9. —
   Elise Loehnen

   On Our Best Behavior with Elise Loehnen · Jun 2023

   0 votes

   Never again
10. —
    Elle King

    Baby Daddy’s Weekend with Elle King · May 2024

    0 votes

    Never again
11. —
    Emily Harrington

    Girl Climber with Emily Harrington · Nov 2025

    0 votes

    Never again
12. —
    Ethan Nadelmann

    Psychedelics and Drug Use with Ethan Nadelmann · Sep 2022

    0 votes

    Never again
13. —
    Gaten Matarazzo

    Getting the Update with Gaten Matarazzo · Apr 2026

    0 votes

    Never again
14. —
    Guy Branum

    A Lately Reunion with Guy Branum · Mar 2026

    0 votes

    Never again
15. —
    Haley Lu Richardson

    Becoming a Male Lion with Haley Lu Richardson · Nov 2025

    0 votes

    Never again
16. —
    Heather Gay

    Bad Mormon with Heather Gay · May 2023

    0 votes

    Never again
17. —
    Heather McMahan

    Breadwinner with Heather McMahan · Oct 2024

    0 votes

    Never again
18. —
    Hunter McGrady

    Skinny’s Not a Compliment with Hunter McGrady · Oct 2024

    0 votes

    Never again
19. —
    Isla Fisher

    Disagreeing with Isla Fisher · Nov 2025

    0 votes

    Never again
20. —
    Jameela Jamil

    Moonwalking Away with Jameela Jamil · Oct 2021

    0 votes

    Never again
21. —
    Jamie Greenberg

    Manifesting a Good Time with Jamie Greenberg · Aug 2022

    0 votes

    Never again
22. —
    Jason Biggs

    Minisode: Crazy (About Your) Ex Girlfriend with Jenny Mollen and Jason Biggs · 5 episodes

    0 votes

    Never again
23. —
    Jemma Sbeg

    The Psychology of Your 20s with Jemma Sbeg · Aug 2025

    0 votes

    Never again
24. —
    Jen Sincero

    You Are a Badass with Jen Sincero · Mar 2023

    0 votes

    Never again
25. —
    Jenny Mollen

    The Light of a Narcissist with Jenny Mollen · Jun 2022

    0 votes

    Never again
26. —
    Jodi Picoult

    Crying on Planes with Jodi Picoult · Aug 2024

    0 votes

    Never again
27. —
    Joel Kim Booster

    Never Laugh at an Exorcism with Joel Kim Booster · Jul 2023

    0 votes

    Never again
28. —
    Jon Lovett

    Survivor and Surviving the Election with Jon Lovett · Sep 2024

    0 votes

    Never again
29. —
    Josh Radnor

    Making Out with Josh Radnor · Jan 2026

    0 votes

    Never again
30. —
    Judy Greer

    Dating the Good Dad with Judy Greer · Oct 2025

    0 votes

    Never again
31. —
    Justin Michael Williams

    Racism & Righting Wrongs with Shelly Tygielski & Justin Michael Williams · Nov 2023

    0 votes

    Never again
32. —
    Karamo Brown

    Everyone Should Try Being Gay with Karamo Brown · Sep 2024

    0 votes

    Never again
33. —
    Kate Moennig

    So Gay For You with Leisha Hailey & Kate Moennig · May 2025

    0 votes

    Never again
34. —
    Kelly Rizzo

    Losing Bob Saget & Finding Love Again with Kelly Rizzo · Nov 2024

    0 votes

    Never again
35. —
    Kelsea Ballerini

    Failure is the Best with Kelsea Ballerini · Aug 2023

    0 votes

    Never again
36. —
    Kerri Kenney-Silver

    Dirtbag Punk with Kerri Kenney-Silver · May 2026

    0 votes

    Never again
37. —
    Kevin Kane

    Mahjong is the New Pickleball with Kevin Kane · May 2026

    0 votes

    Never again
38. —
    Kristen Johnston

    Stimulation Junkie with Kristen Johnston · Sep 2026

    0 votes

    Never again
39. —
    Kristin Hannah

    Writing Your Way Through with Kristin Hannah · Mar 2024

    0 votes

    Never again
40. —
    Laura Day

    Practicing Intuition with Laura Day · Mar 2026

    0 votes

    Never again