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. —
   Julianna Margulies

   Kill Them (with Kindness) with Julianna Margulies · 2 episodes

   0 votes

   Never again
2. —
   Glennon Doyle

   Chelsea Handler on We Can Do Hard Things with Glennon Doyle · Jul 2022

   0 votes

   Never again
3. —
   Ed Helms

   Arbitrarily Ruthless with Ed Helms · May 2025

   0 votes

   Never again
4. —
   Emilia Clarke

   Ride or Die PONIES with Emilia Clarke · Jan 2026

   0 votes

   Never again
5. —
   Oliver Hudson

   Forgiveness is Selfish with Oliver Hudson · Aug 2022

   0 votes

   Never again
6. —
   Justin Long

   Eventually Good Advice with Justin Long · May 2022

   0 votes

   Never again
7. —
   Sophia Bush

   Friends to Lovers with Sophia Bush · 2 episodes

   0 votes

   Never again
8. —
   Wendi McLendon-Covey

   Folk Magic with Wendi McLendon-Covey · Jun 2025

   0 votes

   Never again
9. —
   Angela Kinsey

   I Might Be The Problem With Jenna Fischer & Angela Kinsey · Nov 2022

   0 votes

   Never again
10. —
    Denis Leary

    Got the Ick with Denis Leary · Mar 2026

    0 votes

    Never again
11. —
    Hannah Gadsby

    Two Women and a Pig with Hannah Gadsby · Jul 2026

    0 votes

    Never again
12. —
    Jamie-Lynn Sigler

    Putting Yourself First with Jamie Lynn Sigler · May 2024

    0 votes

    Never again
13. —
    Kate Hudson

    Three Dads with Kate Hudson · Jun 2023

    0 votes

    Never again
14. —
    Kevin Hart

    Must Be a White Lady with Kevin Hart · Nov 2024

    0 votes

    Never again
15. —
    Mikaela Shiffrin

    I’m Here So I’m Gonna Win with Mikaela Shiffrin · Sep 2024

    0 votes

    Never again
16. —
    Laura Lynne Jackson

    Guided with Laura Lynne Jackson · 2 episodes

    0 votes

    Never again
17. —
    Lilly Singh

    A 100% Survival Rate with Lilly Singh · Nov 2021

    0 votes

    Never again
18. —
    Adam Rippon

    The Gayest Olympics with Adam Rippon · Aug 2025

    0 votes

    Never again
19. —
    Allison Holker Boss

    Finding Gratitude After Loss with Allison Holker Boss · Mar 2024

    0 votes

    Never again
20. —
    Amanda Doyle

    A Lot of Things Happen for a Reason with Glennon Doyle, Abby Wambach & Amanda Doyle · Aug 2022

    0 votes

    Never again
21. —
    Amanda Seyfried

    Not a Loser with Amanda Seyfried · Dec 2025

    0 votes

    Never again
22. —
    Andrew Rannells

    Gold Star, Not Platinum with Andrew Rannells · May 2023

    0 votes

    Never again
23. —
    Andy Haynes

    Minisode: Two Open Wounds with Rosebud Baker and Andy Haynes · 4 episodes

    0 votes

    Never again
24. —
    Anna Roisman

    Is OnlyFans Cheating? with Anna Roisman · Feb 2024

    0 votes

    Never again
25. —
    Antoni Porowski

    Proper Trash with Antoni Porowski · Feb 2025

    0 votes

    Never again
26. —
    Ari Graynor

    We Don’t Condone Murder with Ari Graynor · Feb 2025

    0 votes

    Never again
27. —
    Ashley Graham

    My Love Language Is Vasectomy with Ashley Graham · May 2022

    0 votes

    Never again
28. —
    Ben Bruno

    Minisode: Getting Fit with Ben Bruno · 2 episodes

    0 votes

    Never again
29. —
    Bethany C. Meyers

    Polyamory & Pronouns with Nico Tortorella & Bethany C. Meyers · Dec 2021

    0 votes

    Never again
30. —
    Bethany Joy Lenz

    Escaping a Cult with Bethany Joy Lenz · Dec 2024

    0 votes

    Never again
31. —
    Bianca Del Rio

    Big Italian Sausage with Bianca Del Rio · Mar 2023

    0 votes

    Never again
32. —
    Bobby Berk

    Very Small Yachts with Bobby Berk · Apr 2022

    0 votes

    Never again
33. —
    Boom Boom Hiller

    My D*ck is Exhausted with Boom Boom "Jeff" Hiller · Jul 2025

    0 votes

    Never again
34. —
    Bretman Rock

    Everyone’s a Little Bit Bi with Bretman Rock · Mar 2022

    0 votes

    Never again
35. —
    Bridger Winegar

    Temporary Mormons with Bridger Winegar · Jun 2022

    0 votes

    Never again
36. —
    Brittany Broski

    Waitlisted on Raya with Brittany Broski · Jul 2023

    0 votes

    Never again
37. —
    Bruce Bozzi

    The Norma Jean Years with Bruce Bozzi · Feb 2023

    0 votes

    Never again
38. —
    Camila Morrone

    Argentinean? with Camila Morrone · Apr 2026

    0 votes

    Never again
39. —
    Celeste Barber

    Saving the F*cking World with Celeste Barber · Mar 2025

    0 votes

    Never again
40. —
    Cheri Oteri

    Finding the Plot with Cheri Oteri · Jun 2026

    0 votes

    Never again