iHeartPodcasts

Dear Chelsea

Comedy EN ↓ 342 episodes

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

Author

iHeartPodcasts

Category

Comedy

Podcast website

www.iheart.com

Latest episode

Jul 9, 2026

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Episodes

Meeting Men at Airports with Matteo Lane 06.07.2023

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 wonde...

Loud Women Talking with Chelsea + Catherine 29.06.2023

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....

Split Sh*t 50/50 with Gabrielle Union 22.06.2023

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 fail...

Maybe Don’t Report Back with Emily Morse 15.06.2023

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...

Three Dads with Kate Hudson 08.06.2023

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...

On Our Best Behavior with Elise Loehnen 01.06.2023

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’...

Big Words for Being Cheap with Chelsea + Catherine 25.05.2023

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. * Trigger Warning: this...

Gold Star, Not Platinum with Andrew Rannells 18.05.2023

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 nee...

Bad Mormon with Heather Gay 11.05.2023

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 j...

Love Ya with Dylan Mulvaney 04.05.2023

Actress and activist Dylan Mulvaney joins Chelsea in-studio to talk about first kisses, learning by doing, and the whirlwind year she’s had after coming out as trans.  Then: A formerly lonely kid struggles to keep up with all of her adult relationships. A twenty-something’s mother has kept his identity secret from her own husband. And an army officer finds dating to be her biggest battle yet.   *...

REPLAY: Kinky Bottoms with Ross Mathews 27.04.2023

Dear Chelsea will be back on May 4th for Season 4! Ross Mathews joins Chelsea this week to discuss being a newlywed, what he’s learned from loss, and how a rock changed his life.  Then: A bestie discovers that her friend has unfollowed her over a guy.  A Minneapolitan swears he’s run out of gay men to date. And a burgeoning stand-up comic struggles with a decision about going through with weight l...

REPLAY: A Therapy Session with Dr. Dan Siegel 20.04.2023

Dear Chelsea will be back on May 4th for Season 4! Chelsea is joined in the Season 2 Finale by none other than her very own therapist: Dr. Dan Siegel.  They chat about the double-edged sword of social media, how to become a lifelong learner, and why you should always be generous with your oranges.  Then: A mom struggles with her child’s pronouns.  A 21-year-old grapples with the untimely death of...

The Art of Livin’ with Matthew McConaughey 13.04.2023

Chelsea’s joined this week by Matthew McConaughey to discuss the changing nature of his relationship with his kids, how he learned to see more greenlights in life, and why you should always be your own hype-man.  Then: A flight attendant struggles with self-confidence as he pursues a career in comedy.  A post-grad feels lost in life as she searches for meaning.  And a forty-something wonders if sh...

There Is No Fairy Tale with Lindsey Vonn 06.04.2023

This week Lindsey Vonn joins Chelsea to talk about multitasking yourself into an incredible career, how your relationship changes with a parent after they die, and why Lindsey’s no longer worried about getting injured while skiing.  Then: A golfer is ready to give up after lewd comments from sexist old men. A world traveler wants to know how NOT to pick up guys.  And a girlfriend wants her boyfrie...

You Are a Badass with Jen Sincero 30.03.2023

Chelsea and Catherine are joined by Jen Sincero to talk about why what you tell yourself becomes your truth, being broke in your forties, and shifting your energy to change your life.  Then: A schoolteacher finds herself unlovable.  A fiance feels guilty about her student loan debt.  And a fashionista dreams of a life like the DIY bloggers she sees online.  * Books in this episode: You are a Badas...

You Might Be the Egg Lady with Chelsea + Catherine 23.03.2023

Chelsea and Catherine are in-studio this week to talk about letting go of anger and blame to soothe your soul, what books are on their must-read lists right now, and the correct way to peel an egg in public. Then: They hear an update from a caller who chose NOT to follow their advice.  A woman with trichotillomania (chronic hair pulling) wonders when to reveal her wig to a new guy.  Dirty dishes m...

Big Italian Sausage with Bianca Del Rio 16.03.2023

Bianca Del Rio joins Chelsea to talk about having a man in every port, not letting your career take over your life, and the business of pronouns. Then: A Bostonian cringes at his friend’s bad behavior. A self-deprecator wonders why all his friends seem to tease him too much.  And an up-and-coming comic fears he’ll run into his ex… who’s in the same line of work. * Need some advice from Chelsea? Em...

A High Ratio of Predators with Katie Couric 09.03.2023

Chelsea is joined by none other than Katie Couric to discuss falling in love again after loss, Katie’s cancer diagnosis, and how to survive a dinner almost entirely attended by sexual predators. Then: An oldest sister is unsure what to say as her younger sister nears the end of her life.  And a wife finds out that her addict husband has been having an affair with a younger woman. Books in this epi...

Hard to Penetrate with Sophia Bush 02.03.2023

Hard to Penetrate with Sophia Bush Description: Sophia Bush joins Chelsea to discuss using her wedding to spread awareness of history, how her treasured memories are turning into clutter, and why most of us don’t realize we’ve been steeped in the tea of the patriarchy. Then: A new mom with one on the way discovers her husband has been seduced by conspiracy theories. A widow turns to travel and com...

Facetiming on Myspace with Chelsea & Catherine 23.02.2023

This week, Chelsea and Catherine chat about how to make friends as an adult, discover what weed smells like, and discuss the transferable nature of love - especially the love of a pet.  Then: A man who had given up on love discovers the heartbreak of lovebombing. A sober woman regrets friend-zoning someone she now feels a connection with.  And we discover the one question too horrible - too shocki...

Boss of the Family with Chelsea's Sisters, Shoshanna & Simone 16.02.2023

Chelsea is joined by two very special guests this week - her sisters!  They chat about their (mis)adventures nursing Simone back to health after surgery, chasing after new beginnings, and why making big changes in your life is almost never a bad thing.  Then: An auntie’s nephew is a bully - just like his mom was.  A sister can’t get over her brother’s ex.  And a girlfriend wonders if her cheating...

The Norma Jean Years with Bruce Bozzi 09.02.2023

Hollywood mainstay Bruce Bozzi joins Chelsea this week to talk about bringing up daughters with two dads, why timing is everything when it comes to falling in love, and what it means to really reinvent yourself.  Then: A chef gets burned when a cookie recipe is stolen.  An author dealing with sexual harassment finds herself surrounded by creeps.  And a throuple situation turns ugly when two partne...

Soap in the Hole with Cat and Nat 02.02.2023

Podcasters Cat and Nat join Chelsea from their car to talk about what it’s like running a business with your bestie, how they bought new engagement rings together without telling their husbands,  what it’s like co-parenting 7 kids, and why they have a joint bank account.  Then: A weed smoker wonders if 14 years is too long not to cohabitate.  A 26-year-old mom has too many kids - and one very part...

Learning the Hard Way with Meghan Trainor 26.01.2023

Meghan Trainor joins Chelsea in-studio to talk about how her life changed when she started medication for her panic disorder, how many kids she wants to have, and why redheads are the most well-endowed men.  Then: A fiance worries her best friend’s boyfriend will ruin her wedding with his drunken buffoonery.  A newly single twenty-something yearns to leave her life behind and move somewhere new. ...

Call Her Daddy with Alex Cooper 19.01.2023

Alex Cooper of the Call Her Daddy podcast joins Chelsea this week to talk about why keeping things offline with her boyfriend of two years has kept her relationship healthy, how her family keeps her grounded, and why staying in your lane is a thing of the past. Then: A college girl gets the ick when her boyfriend calls her Mommy.  A committed girlfriend struggles with her boyfriend’s overblown sex...

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