Dear Chelsea

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

Episodes

July 3, 2025 63 mins

Jeff Hiller joins Chelsea in NY to talk about finally booking the role that launched him, why casting directors love to give you a soft ghost, and the *one* little problem that kept him from becoming a pastor.  Then: A couple wonder if they should be opening up or breaking up.  A gay son wants to get his mom to stop pushing her religious agenda on him.  And a daughter struggles when her mom gets remarried to her Uncl...

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Today, we are sharing Chelsea’s recent interview on the Webby Award-winning daily podcast Totally Booked with Zibby. Hosted by Zibby Owens – the powerhouse bookstore owner and bestselling author dubbed "NYC's Most Powerful Book-fluencer" by Vulture – Totally Booked delivers interviews with the best, buzziest, and underrated authors to share work that’s truly worth your time.

 

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Welcome to Bookmarked by Reese’s Book Club — the podcast where great stories, bold women, and irresistible conversations collide! Hosted by award-winning journalist Danielle Robay, each week new episodes balance thoughtful literary insight with the fervor of buzzy book trends, pop culture and more. Bookmarked brings together celebrities, tastemakers, influencers and authors from Reese's Book Clu...

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Yamaneika joins Chelsea to discuss some sneakers that need to be retired.  Then: A girlfriend’s support for her boyfriend begins to waver. 

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Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com

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Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

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The views and opinions expressed are solely those of the Podcast author, or individuals participating in the Podcast, an...

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June 26, 2025 55 mins

Sophia Bush is here to talk about her acceptance into the club of Hot Celesbians, takes the reins on how to weather the political landscape, and wonders why nobody noticed she’s been kissing girls onscreen for quite some time.  Then: A FWB situation has a caller dickmatized.  A lesbian is angry about politics - but should she hold back? And a best friend wonders how to tell her bestie she’s in love with her.&n...

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June 19, 2025 53 mins

Atsuko Okatsuka is back to chat about the time she didn’t do laundry for 7 years, the weirdest things about touring in Europe, and why she’ll never be allowed to get another haircut.  Then: A singer sends inappropriate texts.  A sister-in-law spat needs to be dragged out in the open.  And a burnt-out lawyer hits the breaks.  

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Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail....

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Yamaneika Saunders joins Chelsea to talk about the worst/best dinner they ever had.  Then: A therapist-cum-psychedelics-dealer gets trolled online by her ex. 

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Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com

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Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

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The views and opinions expressed are solely those of the Podcast author, or individuals participating in th...

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June 12, 2025 52 mins

Wendi McLendon-Covey joins Chelsea to chat about her love of New Orleans, why she’s obsessed with costar David Alan Grier, and the best thing about being childfree by choice. Then: A childfree woman struggles when her partner’s teenage kid moves in with them. A mom wonders if her daughter is asexual.  And a 20-something is put in an awkward position when her neighbor sleeps with her best friend.  

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Need ...

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Maren Morris dishes with Chelsea about leaving country music and her marriage, supercharging her personal growth, and why being a woman takes guts and balls.  Then: A brand-new singer wonders how to gain confidence. A trans man struggles to find peace with his wife as they divorce. And a wedding RSVP starts to waffle.  

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Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com

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Executive Producer Cat...

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Chelsea and Catherine do couples counseling with a wife whose husband has “penis fingers”. 

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Order a signed copy of Chelsea’s new book HERE!

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Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com

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Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

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The views and opinions expressed are solely those of the Podcast author, or individuals participating in the Po...

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The L Word’s Kate Moennig and Leisha Hailey are here to talk about their new memoir documenting their groundbreaking show, why the L Word was made for the female gaze, and the truth about whether or not the two of them hooked up.  Then: A crush distracts and Alabaman from what could be her true love.  A lover’s ex won’t stop posting about them on tiktok.  And is lesbian bed death just a myth?

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Orde...

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May 22, 2025 53 mins

Jay Shetty is here to chat with Chelsea about leading with love, managing difficult relationships, and why we’re all just kids at heart.  Then: A son tries to break up his mom and dad.  A mom who wants to be an empty-nester isn’t sure how to get her twenty-something kids out of the nest.  And a caller with an invisible illness wants to get laid.  

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Get tickets to Jay’s tour at Jayshetty.m...

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Chelsea recounts a sordid tale of bad sushi.  

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Order a signed copy of Chelsea’s new book HERE!

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Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com

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Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

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The views and opinions expressed are solely those of the Podcast author, or individuals participating in the Podcast, and do not represent the opinions of iHeartMe...

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May 15, 2025 54 mins

Chelsea’s pal Ed Helms shows up to talk about why the US government bought the world’s supply of LSD, his love of historical blunders, and the best way to go heli-skiing.  Then: An actor wrestles with the choice to give up his day job. A coworker divulges her previous bad behavior at the office.  And a brokenhearted yachtie finds her footing on dry land.   

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Pick up a copy of Ed’s new boo...

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Connie Britton joins Chelsea to talk about Connie’s experience as a single mom, their longtime friendship, Connie’s new Hallmark show The Motherhood, and an open-seating flight with the two of them and Jane Fonda.  Then: A single mom wants to help her best friend have a baby, with or without a man.  A teacher needs help choosing between her passion and making a living.  And a working mom faces guilt about...

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Chelsea and Catherine tackle a paternity fake-out, ayahuasca best-bets, and whether you should get a baby or a dog.  

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Order a signed copy of Chelsea’s new book HERE!

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Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com

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Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

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The views and opinions expressed are solely those of the Podcast author, or individuals part...

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May 1, 2025 60 mins

Rob Lowe joins Chelsea for a two-part conversation to celebrate our 200th episode!  The conversation starts over on Rob’s podcast, so be sure to check that out, too.   Rob and Chelsea chat about sobriety and knowing yourself, discuss Bigfoot vs. God, and find out why Rob is still so hot for his wife after all these years. Then: A wife wonders if it’s okay to forgive her cheating husband.  A work crush get...

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May 1, 2025 52 mins

Tinx is back to talk about the importance of horniness, why women should spend more time fantasizing, and why she can’t wait for all her friends to get divorced.  Then:  A queer couple have a houseguest who’s overstayed his welcome.  A caller going through a breakup needs a reset.  And a friendship gets too possessive when location-tracking comes into play.  

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Pick up Tinx’s new book...

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April 24, 2025 57 mins

Pop icon, composer and legendary beauty Rufus Wainwright joins Chelsea to discuss why his music is the subject of scrutiny of the world’s leaders, how to hold failure and acceptance in the same hand, how to keep a glimmer of hope when you’re a tortured artist, and all about his new work featuring Jane Fonda. Then:  A hot tub romance heats up. A journal-reading boyfriend blames the victim.  And the sands of tim...

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April 18, 2025 15 mins

Couples Counseling with Chelsea has never been this blessed: A 20-something worries she’s in for heartbreak when she falls for a polyamorous, married Rabbi. 

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Order a signed copy of Chelsea’s new book HERE!

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Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com

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Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

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The views and opinions expressed are solely those o...

Mark as Played

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