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 31, 2025 56 mins

Yamaneika Saunders is back for a full episode, this time to talk about perimenopause, why Chelsea sent her a box of vibrators, and bringing a buddy to a mammogram.  Then: A mom is concerned she’s smoking too much weed while caring for her toddler.  A youngest sister finds herself cleaning up the messes of her older sister’s bitcoin scams.  

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Need some advice from Chelsea? Email us at DearChelseaPodc...

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A followup about an 0nlyfans mishap.  Then: A book club is threatened by political divides.

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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 iHeartMedia or its emplo...

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July 24, 2025 58 mins

Eric Bana is here in America to talk about fighting a kangaroo, his love of fast cars and motorcycles, and why his kids still speak to him.  Then: A put-together woman struggles with the decision to leave her lackadaisical husband.  And a bisexual man finds out he may be a dad – after a fling 8 years ago.  

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Need some advice from Chelsea...

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July 17, 2025 60 mins

Malin Akerman is here to talk about the power of women, why you’ll never win an argument with a narcissist, and why much-younger men make surprisingly great husbands. Then: A 20-something can’t stomach her influencer friend’s lifestyle. A sister wonders how to stay in touch when she makes a cross-country move.  And a dad struggles to deal with his kid’s mom - especially when she tells lies about him.&nb...

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A positive update from a favorite trans caller.  Then: A new boyfriend’s nether-regions overwhelm.   

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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 opini...

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July 10, 2025 50 mins

Monica Lewinsky joins Chelsea to talk about the perfect temperature for sleeping, getting better about road rage, and why you should never answer the door naked.  Then: A friend is ghosted for having a baby.  A government worker struggles with the precarious future of her job.  And a gay man loses his mom, his dog and his relationship in one fell swoop… but can he see the light again?

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Need some advice from C...

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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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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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