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 21, 2023 44 mins

Chelsea and Catherine get a followup from a world-traveler, discuss the delights of a fat baby, and help a First Nation artist find the love of his life (hopefully).   Then:  A new diet comes between two besties and their indulgent dinners out. A 30-something’s boyfriend can’t commit. And a lovebird isn’t concerned about her boyfriend’s alternative look… but her mom has other ideas. 

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Slide into Patrick’s DMs at @patrickhunter_a...

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Chelsea is joined by Jason Biggs to talk about why travel is a value, a Chelsean adventure that landed Jason on a boat surrounded by sharks, and the crossroads of ayahuasca and sobriety. Then: A boyfriend likes kids… he just doesn’t want them. A 30-something smarts whenever she catches her husband looking at thirst traps. And a wife bemoans a husband who’s bad at communication - and even worse in bed.

 

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Need some advice from C...

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September 7, 2023 62 mins

Yvonne Orji joins Chelsea to talk about hearing God’s voice, why she’s still a virgin, and the big risks that paid off when she trusted a higher plan.  Then: A comedian feels defeated before she ever gets her start.  A 30-year-old virgin is terrified to date.  And a pageant king struggles to choose his deepest truth over his family.

 

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Find Yvonne’s book Bamboozled by Jesus here.

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

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August 31, 2023 60 mins

Sarah Paulson joins Chelsea in-studio to talk about what happens when you’re not sure if dinner is a date, why she’s scared of holes but not snakes, and how she leads an unconventional life.  Then: A cheating wife pays the price at home… and at work.  A chef can’t seem to turn up the heat on her dating life. And the passing of a best friend has one hairdresser thinking she may be alone forever.

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Need some advice from Chelsea? Em...

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This week, Chelsea and Catherine discuss dealing with a mother-in-law who’s prone to waterworks, when you know if you’re going to like a book, and help an Airbnb guest find love with a much older man. Then: A thirty-something gets hoodwinked by a con-man - who lives in her building.  A friendship ends after a confrontation over an affair. And a sister is desperate to get her sibling out of an abusive marriage… but how?

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Need som...

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Country music’s Kelsea Ballerini joins Chelsea this week to discuss how her parents’ divorce impacted her own, why divine timing requires patience, and the importance of being yourself.  Then: A father’s affair makes one bride wonder if he should be uninvited to the wedding. A Nervous Nelly wonders if it’s her intuition speaking - or her anxiety.   And a Floridian isn’t upset about her breakup… until a new woman is involved.  

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August 10, 2023 49 mins

Billy Eichner is in the studio today to talk about the benefits and pitfalls of using anger to fuel your creativity, the loss of his parents as a young man, and exactly which 1980s baseball players made him realize he was gay.    Then: A 50-something finds that he’s no longer as interested in bar-hopping as his husband.  A mom’s concern grows when she discovers her grade-schooler has gone full Mean Girl.  And a Texan with a mullet ...

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Julianna Margulies is back!  She and Chelsea cover learning to love your elders, the unfulfilled promise of matcha lemonade, and how Julianna is fighting back against anti-semitism.  Then: A new mom wrestles with a nasty neighbor.  A caller from a previous Julianna episode has an update.  And a wife wonders if she’d be better off without her husband, after all.

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Note: This episode was recorded prior to the SAG-AFTRA strike. 

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Brittany Broski is in the studio this week to chat about what it feels like to get surprised by Harry Styles, getting waitlisted by dating app Raya, and why she’s this generation’s Walter Cronkite.  Then: A girlfriend wonders if she should move in with a guy who has no time for her.  A sister single-handedly tries to fix a family squabble.  And a twentysomething has daddy issues - in that her boyfriend wants her to call him daddy.

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Joel Kim Booster joins Chelsea in-studio to discuss his recent diagnosis of Bipolar disorder, the family who saved him as a teen, and why a good friend is there for your wedding day and your divorce.  Then: A writer struggles to get anything done - despite working 3 jobs.  A longsuffering wife is desperate for her husband to ditch the stubble.  And a bridesmaid is torn between a funeral and her best friend’s wedding.  

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Follow J...

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July 13, 2023 58 mins

Tyler Henry joins Chelsea to talk about the ways our loved ones communicate from the beyond, the family secrets that changed his life, and his experience re-learning how to speak as a teenager.   Then: Tyler does a reading.  The daughter of a paraplegic wonders if her mom suffered at the end.  A granddaughter can’t seem to get past her grief.  And secrets are revealed about how to find a psychic - and when you should avoid one alto...

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Back by popular demand! Matteo Lane joins Chelsea in-studio to talk about how he found a healthy relationship, the importance of airplane etiquette, and dating after you’ve been to therapy.  Then: And a Peace Corps cutie wrestles with opening up his relationship with his long-distance love.  A newlywed has to choose between her wife’s feelings and her ex-girlfriend’s neediness.  And a fiance wonders if there’s something strange abo...

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Chelsea + Catherine are in-studio today to talk about the allure of awesomely bad movies, summer getaways, and why Chelsea’s mom keeps stealing her earrings in her sleep.  Then: A schoolteacher gets fired from her 6th school, and wonders what’s next.  A mom is at her whit’s end when her kindergartener won’t stop self-stimulating. And a Palm Springs transplant finds he can no longer tolerate women. 

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Thanks to Betterhelp for spon...

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June 22, 2023 57 mins

Gabrielle Union joins Chelsea this week to talk about what it meant to her to document her recent trip to Africa, finding her inner peace, and what it’s like to marry someone almost a decade younger than she is. Then: A want-to-be mom wonders if it’s time to give up the IVF fight - or try one last time.  An artist struggles with jealousy, and finding the patience to keep creating despite past failures.  And a bestie wonders if she’...

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Sex with Emily’s Emily Morse is in the studio today to talk about finding out what you need before you can get in the mood, being present during sex, and why scheduled sex is actually the hottest sex of all.  Then: a twenty-something finds herself celibate after a herpes diagnosis.  And an expat is upset about her German boyfriend’s parenting style, especially when it comes to permissiveness about sex.  And a newly single mom needs...

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June 8, 2023 64 mins

Chelsea is joined by actress and entrepreneur Kate Hudson to talk about what fame can do to sour a relationship, embracing her new chapter as a singer/songwriter,  and why she doesn’t care if she catches heat for her very modern family.  Then: A former teen mom worries that her daughter will turn out just like her.  A Canadian considers taking her kids to the backwoods.  And a thirtysomething must decide whether adoption is truly a...

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Chelsea is joined in-studio by author Elise Loehnen to talk about fixing our societal head trauma, how to stop stunting our emotional growth, and taking down the patriarchy - one step at a time.  Then: A twenty-something discovers her ex cheated on her the whole time.  A mom is horrified at her teenager’s trampy clothes.  And a gym-rat wonders if she has the right body to step into the instructor’s spot.

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Chelsea and Catherine discuss why you probably shouldn’t discuss murder during commercial air travel, several different ways to call someone a cheapskate, and caller followups that make Catherine cry.  Then: Lesbian bed death becomes a good thing.  A badass success-story makes a caller’s friends cringe.  And a teacher’s co-workers are having an affair… and everybody knows.

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Trigger Warning: this episode mentions suicidal ideatio...

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Chelsea is joined by Andrew Rannells to discuss therapists who quote Barbra Streisand, the trouble with sleeping with your “straight”, married co-star, and why falling in love on-set is just so typical.  Then: An older man wonders if he should open his younger partner up to more variety.  A Portlander just can’t seem to get over his ex… or his ex’s dog.  And a 40-something with a broken picker needs help finding love that doesn’t h...

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May 11, 2023 60 mins

Real Housewives of Salt Lake City star Heather Gay joins Chelsea to discuss the ins-and-outs of Mormonism (and leaving it), why she’s glad her husband left, and what it feels like to be disconnected from family.  Then: A pre-teen’s parent struggles with her daughter’s body image issues. A brand-new mom shares a house (and baby duties) with her cheating soon-to-be-ex-husband. And a small-town gal just wants to get laid.

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Bad Morm...

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