Dear Chelsea - podcast cover

Dear Chelsea

iHeartPodcastswww.iheart.com

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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Episodes

The Hunting Wives with Malin Akerman

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. * Want to help families impacted by ICE? Follow the links below: Immigrant Defenders Law Center J...

Jul 17, 20251 hr 1 minSeason 6Ep. 21

Minisode: Big Boyfriend Problems with Yamaneika Saunders

A positive update from a favorite trans caller. Then: A new boyfriend’s nether-regions overwhelm. * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine Law Edited & Engineered by Brad Dickert * * * * * 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 employees. This Podcast should not be used as medical advice, mental ...

Jul 11, 202512 minSeason 6Ep. 20

Reclaiming with Monica Lewinsky

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? * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine Law Edited...

Jul 10, 202550 minSeason 6Ep. 20

My D*ck is Exhausted with Boom Boom "Jeff" Hiller

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 Uncle Daddy. * Pick up Jeff’s book Actress of a Certain Age here! * Need some advice fr...

Jul 03, 20251 hr 4 minSeason 6Ep. 19

“Totally Booked with Zibby: Chelsea Handler”

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. In this specific episode, you’ll hear all about Chelsea’s recent New York Times bestselling book I’ll Have What She’s Havi...

Jun 29, 202525 min

Minisode: I’m Not Here to Tear Up Love with Yamaneika Saunders

Yamaneika joins Chelsea to discuss some sneakers that need to be retired. Then: A girlfriend’s support for her boyfriend begins to waver. * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine Law Edited & Engineered by Brad Dickert * * * * * 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 employees. This Podcast shoul...

Jun 27, 202515 minSeason 6Ep. 18

Friends to Lovers with Sophia Bush

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

Jun 26, 202556 minSeason 6Ep. 18

Scheduling Sex with Atsuko Okatsuka

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. * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine Law Edited & Engineered by Brad Dickert * * * The views and opinions...

Jun 19, 202554 minSeason 6Ep. 17

Minisode: Cosby Voice with Yamaneika Saunders

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. * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine Law Edited & Engineered by Brad Dickert * * * * * 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 employees....

Jun 13, 202513 minSeason 6Ep. 16

Folk Magic with Wendi McLendon-Covey

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. * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catheri...

Jun 12, 202553 minSeason 6Ep. 16

Supercharged Growth with Maren Morris

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. * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine Law Edited & Engineered by Brad Dickert * * * The views and opinions exp...

Jun 05, 20251 hr 4 minSeason 6Ep. 15

Minisode: Over-the-Pants with Chelsea + Catherine

Chelsea and Catherine do couples counseling with a wife whose husband has “penis fingers”. * Order a signed copy of Chelsea’s new book HERE ! * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine Law Edited & Engineered by Brad Dickert * * * * * 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 employees. This Podcast s...

May 30, 202516 minSeason 6Ep. 14

So Gay For You with Leisha Hailey & Kate Moennig

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? * Order Kate & Leisha’s book here ! * Need some advice from Chelsea? Email us at DearChelseaPodcast@gma...

May 29, 20251 hr 1 minSeason 6Ep. 14

On Purpose with Jay Shetty

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. * Get tickets to Jay’s tour at Jayshetty.me/tour * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine L...

May 22, 202553 minSeason 6Ep. 13

Minisode: Both Ends with Chelsea + Catherine

Chelsea recounts a sordid tale of bad sushi. * Order a signed copy of Chelsea’s new book HERE ! * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine Law Edited & Engineered by Brad Dickert * * * * * 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 employees. This Podcast should not be used as medical advice, mental he...

May 16, 202511 minSeason 6Ep. 12

Arbitrarily Ruthless with Ed Helms

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. * Pick up a copy of Ed’s new book SNAFU ! * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherin...

May 15, 202555 minSeason 6Ep. 12

Flying Southwest with Connie Britton

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 her nanny - but is she taking it too far? * Need some advice from Chelsea? Email us at DearChe...

May 08, 202550 minSeason 6Ep. 11

Minisode: Zoomies on top of Zoomies with Chelsea + Catherine

Chelsea and Catherine tackle a paternity fake-out, ayahuasca best-bets, and whether you should get a baby or a dog. * Order a signed copy of Chelsea’s new book HERE ! * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine Law Edited & Engineered by Brad Dickert * * * * * 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 ...

May 02, 202511 minSeason 6Ep. 10

Open and Ridiculous with Rob Lowe

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 gets de-fanged. And a boyfriend of 2 years has never touched his girlfriend’s pikachu. * Listen to...

May 01, 20251 hrSeason 6Ep. 10

Hotter in the Hamptons with Tinx

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. * Pick up Tinx’s new book Hotter in the Hamptons! * Order a signed copy of Chelsea’s new book HERE ! * Need some advice from Chelsea? Email us a...

May 01, 202553 minSeason 6Ep. 9

Dream Requiem with Rufus Wainwright

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 time have one caller wondering if she should call her mother. * Get tickets to Rufus’ Dream ...

Apr 24, 202557 minSeason 6Ep. 8

Minisode: Polyamory Problems

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. * Order a signed copy of Chelsea’s new book HERE ! * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine Law Edited & Engineered by Brad Dickert * * * * * The views and opinions expressed are solely those of the Podcast author, or individuals participating in the Podcast, and do not repr...

Apr 18, 202515 minSeason 6Ep. 7

How to Giggle with Hannah Berner + Paige DeSorbo

Giggly Squad Paige DeSorbo and Hannah Berner are here to talk about losing brain cells while writing their new book, How to Giggle , Hannah’s embarrassing choice to get married, and why you should choose your own boyfriend. Then: A single girlie finds her married-with-children friends don’t have the time - or the budget - for the fabulous outings she’s planned. A stinky boyfriend is on the bubble. And a 30-something wrestles with a toxic ex sliding into her dm’s. * Order a signed copy of Chelsea...

Apr 17, 20251 hrSeason 6Ep. 7

From Cute to F*ckable with Dylan Mulvaney

Back by popular demand, it’s Dylan Mulvaney! Dylan reveals how Chelsea helped her have her first kiss as a girl, who she’s looking for on Raya, and who in the room is a whore on the loose. Then: A crush on a friend turns into deeper soul-searching. A newly-married woman wonders how to support a single friend. And non-binary babe struggles to feel like themselves out in the world. * Order a signed copy of Chelsea’s new book HERE ! * Need some advice from Chelsea? Email us at DearChelseaPodcast@gm...

Apr 10, 202553 minSeason 6Ep. 6

Minisode: The Wedding’s Off with Chelsea + Catherine

Chelsea calls a wedding off and an update comes in from a favorite throuple. * Order a signed copy of Chelsea’s new book HERE ! * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine Law Edited & Engineered by Brad Dickert * * * * * 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 employees. This Podcast should not be u...

Apr 04, 202514 minSeason 6Ep. 5

Enduring Friendships with Michelle Monaghan

White Lotus favorite Michelle Monaghan is here with Chelsea to discuss why Aussies make the best partners, what six months in Thailand felt like, and why SOMEbody had to f*ck that guy. Then: An endo warrior is ready to take the next step after a successful surgery. A mom struggles with a messy teenage daughter. And dating boundaries may have unexpected consequences for the person who set them. * Order a signed copy of Chelsea’s new book HERE ! * Need some advice from Chelsea? Email us at DearChe...

Apr 03, 202557 minSeason 6Ep. 5

A Very Different Vacation with Leslie Bibb

White Lotus star Leslie Bibb is here to make faces and chat about being the captain of your own ship, how the White Lotus ladies could have had a VERY different vacation, and what happens when Chelsea prematurely evacuates a hotel. Then: A 34-year-old comes to terms with the choice she made to marry an 80-year-old man… and struggles to see how she’ll ever get out. * Order a signed copy of Chelsea’s new book HERE ! * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Execut...

Mar 27, 202551 minSeason 6Ep. 4

Minisode: A Magic Sprinkle with Chelsea + Catherine

On today’s episode of Couples Counseling with Chelsea, a husband and wife call in to deal with a passive aggressive sister-in-law. * Order a signed copy of Chelsea’s new book HERE ! * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine Law Edited & Engineered by Brad Dickert * * * * * 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 iHea...

Mar 21, 202520 minSeason 6Ep. 3

Saving the F*cking World with Celeste Barber

Comic Celeste Barber joins Chelsea to talk about making a retiree of her Hot Husband, instamommies who show up looking gorgeous for school pickup, and why she tells her kids she’s on social media “for work”. Then: A baby writer wonders if it’s time to leave her full-time job. A dad creates wedding drama out of thin air. And a wife wonders how to tell acquaintances about her soon-to-be-ex-husband’s cheating ways… or whether she should keep them to herself? * Check out Celeste’s UK/Europe/Dubai to...

Mar 20, 202555 minSeason 6Ep. 3

Boomer Apologist with Iliza Shlesin…ger

Iliza Shlesinger joins Chelsea to talk about facing online backlash, why you can’t have a good hookup twice, and why she chose THOSE pants. Then: A neighbor’s misnomer may be stuck that way. A screenwriter wrestles with a blank page. And a trans man struggles to accept the way his in-laws treat him… even though he doesn’t own a ladder. * Order a signed copy of Chelsea’s new book HERE ! * Check out Iliza’s new special, A Different Animal, on Amazon Prime! * Need some advice from Chelsea? Email us...

Mar 13, 202559 minSeason 6Ep. 2
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