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

September 17, 2026 75 mins

Fox News commentator Jessica Tarlov joins Chelsea to discuss how she tolerates her co-hosts on The Five, what she’s learned by becoming part of the ever-growing community of 9/11 survivors, and how fruitful healthy disagreement can be.  Then: A MAGA boyfriend receives some required reading.  A straight-talking woman wonders when to curb her bluntness.  And a humanitarian struggles with career prospects after th...

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Chelsea and Catherine attempt to tackle some serious questions… and get a PSA on honeys and sweeties.  

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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 iHea...

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September 10, 2026 59 mins

Sara Bareilles joins Chelsea to talk about transmissions from her muses, wondering if it’s crazy to write a song about Anderson Cooper, and how gratitude can come from grief.  Then: A fling with a bartender gets political. A musician sees too many open roads in front of her. And a daughter struggles with her grief over her father’s death - but can she find a way to celebrate his life?

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September 3, 2026 64 mins

Kristen Johnston is here to chat with Chelsea about her occasional foray into cocaine before she got sober, her new role on Leann (on Netflix), and why fame initially terrified her.  Then: A sister worries that her brother’s drinking has gotten out of control. A new girlfriend finds that beans and boyfriends don’t mix.  And a daughter grieves the father she cared for, whose personality changed at the end of hi...

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Chelsea invites comic Rebecca Corry to discuss speaking out against Louis C.K., as well as her work with her pitbull rescue foundation.  Get involved at StandUpForPits.us.  

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Donate and Vote for SUFP here

See Rebecca’s film Saving Jones 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 op...

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August 27, 2026 62 mins

Dave Franco joins Chelsea to chat about how he won over the Pope, why cats should be fat, and the best things about playing unhinged characters. Then: A hungry husband resorts to pre-gaming meals. A girlfriend struggles to deal with her boyfriend’s family.  And a 20-something clocks his dad scrolling on Grindr… while supposedly happily married to his mom.  

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August 20, 2026 71 mins

Anna Faris joins Chelsea to talk about processing the loss of her home in the fires last year, parenting when your kid wants to convert you, and why she left her mega-popular podcast.  Then: A happily married man realizes he and his husband never leave the house. And a mom of two struggles when she moves in with her MIL.  

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

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Executive Producer ...

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Chelsea and Catherine chat about labels and lesbians.  And a couple with wedding drama may be off the hook.

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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 ...

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August 13, 2026 67 mins

Adam Scott joins Chelsea to discuss his borderline-overboard fandom of Robert DeNiro, smoking in bars in the 90’s, and how to lock down your dream girl.  Then: A couple has never spent a night away from their kids. Online dating has destroyed one woman’s ability to flirt.  And a daughter wonders whether she should reconnect with her MAGA mom.

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August 6, 2026 66 mins

Madelyn Cline joins Chelsea to discuss the final season of her hit show Outer Banks, the perils of layering sunblock and deet, and the benefits of dating a finance guy. Then: A listener may need to be a little meaner when turning down dates.  A husband’s Youtube fave triggers his wife’s ED.   And a 27-year-old with teenage daughters wonders when she gets to have a life.  

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July 31, 2026 28 mins

Chelsea’s personal trainer Ben Bruno is here to discuss dumbbells, getting fit, and why doing things the simple way actually gets you a lot farther.  Sign up for Ben Bruno’s fitness program 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 au...

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Tiffany Haddish is here to discuss how dating cops led her to developing discernment, why she once shat in her ex’s shoes, and gives a play-by-play of the Netflix doc Maternal Instinct. Then: A single woman struggles to find a man who’s both interesting and interested.  A surprise pregnancy signals the end of a relationship.  And a divorcee isn’t sure how to fill her life now the chaos is gone. &nbs...

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Yamaneika’s in Chelsea’s house (and won’t leave) to discuss the merits of an Erewhon rotisserie Chicken, the power of two women wrestling, and why Chelsea’s the problem this week.  Then: A family falls apart after an open marriage becomes a little too open.  A trans man’s love life gets increasingly more complicated.  And a sister needs to put her sister in her place. 

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Chelsea and Catherine get an update about a long-distance move for love, and a caller struggles with a marriage that really shouldn’t be long-distance at all.

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Find our callers today on instagram!

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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 ...

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Hannah Gadsby joins Chelsea to chat about the dubious nature of cruises, why their new special features a sock puppet, and how Tasmania is not in Africa. 

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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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D’Arcy Carden joins Chelsea to chat about eating her niece’s hair, why working on the Handmaid’s Tale was actually fun, and the best advice Ted Danson ever gave her. Then: An actor struggles to know what’s next in the shifting landscape of entertainment.  And a med student must decide between her fiance and the potential of another man.

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Find Cassidi and her new production here

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Chelsea and Catherine hear from a listener who saw the Signs, and a Floridian is looking to get the hell out.

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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 ...

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July 2, 2026 58 mins

Wanda Sykes joins Chelsea to talk about what she’d do if Ivanka moved in, treating church like bar-hopping, and why she may not be able to top her new special, LEGACY.  Then: A Black woman cringes when going to her white boyfriend’s redneck family get-togethers. A 50-something is laid off but looking forward to what’s next. And a bisexual man worries his lack of experience will hold him back.

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June 25, 2026 64 mins

The indomitable TS Madison joins Chelsea to discuss the voice that told her she’d be friends with RuPaul, what it means to be a woman, and why she remains well-endowed.  Then: A caller learns that you f*ck young, date rich.  And a childfree woman can’t shake the guys who *might* want kids.  

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

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Executive Producer Catherine Law

E...

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Chelsea and Catherine go on a book roundup filled with giants, sisterhood, and the deep, dark woods. 

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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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*

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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...

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Mark as Played

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