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

Trifling White Women with Roy Wood Jr. 27.11.2025

The Daily Show’s Roy Wood Jr. joins Chelsea to talk about the life lessons he learned from unexpected people, why nobody wants to do you a favor unless they have an ulterior motive, and debate whether his parents had an open marriage way before it was cool. Then: A 40+ standup wonders where to focus her time. And a comedy-adjacent New Yorker tries not to become a Chuckle F*cker.  * Pick...

Girl Climber with Emily Harrington 20.11.2025

Mountain Climber Emily Harrington is here to talk about being the first woman to summit El Cap in a day along the Golden Gate route, the mental fortitude it takes to be an endurance athlete, and how to meet a man on Everest. Then: A nosy sister wants to intervene when her brother and his wife are having marital problems… that she’s not supposed to know about. A divorcee searches for t...

Minisode: Verging on Lesbian with Chelsea + Catherine 14.11.2025

Chelsea and Catherine get a followup from a baby mama who fell out of love… and follows her heart into a whirlwind engagement with a small-town boy. And a couple chooses to live apart after their kids don’t mesh. * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine Law Edited & Engineered by Brad Dickert * * * The views and opini...

Disagreeing with Isla Fisher 13.11.2025

Isla Fisher joins Chelsea to talk about relying on friendships with women after divorce, ignoring her kids from the bathtub, and how Chelsea lost a closetful of Stella McCartney clothes.  Then: A mom dreads the boring parents at a play-date. A sister wants to parent her brother’s out-of-control kids. And a caller takes umbrage with her sister’s treatment, but Chelsea + Isla disagr...

Becoming a Male Lion with Haley Lu Richardson 06.11.2025

Haley Lu Richardson ( White Lotus ) joins Chelsea to talk about her bedside-table collection of “besties”, the text that got her a B- from her therapist, and the breakup that helped her grow the most. Then: A newly-relocated caller debates whether to date on the apps.  And an office romance goes awry.  * Get your copy of I’m Sad and Horny here * The Drama Triangle * Nee...

Minisode: Not Interested in Being Exclusive with Chelsea + Catherine 31.10.2025

Chelsea and Catherine cover Chelsea’s modern technology woes, and deal with a listener’s Tesla troubles. * 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...

Nick & Night with Nicholas Sparks 30.10.2025

Author Nicholas Sparks ( The Notebook ) joins Chelsea to talk about why he kept his day job even after a million-dollar book advance, the weirdest places someone’s proposed in front of him, and the everyday stuff that romantic gestures are really made of. Then: A freelance writer wonders if she’ll ever be able to write something for herself instead of just The Man.  A memoirist st...

Twice with Mitch Albom 23.10.2025

Mitch Albom is here to discuss why there will never be a Wednesdays with Morrie, his unexpected path to writing the best-selling memoir of all time, and how the regrets of his past led him to the blessings in his present. Then: A new writer isn’t sure where to start with her memoir.  And an established author worries the secrets of her past will cause her family to lash out.  * Boo...

Minisode: Fighting Back with Mikie Sherrill 17.10.2025

New Jersey Gubernatorial Candidate Mikie Sherrill talks with Chelsea about why the race for governor matters on a national scale, how to put a slimy opponent in their place, and what every American can do to fight back against looming fascism.   * Get involved at Mikiesherrill.com .  * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Cathe...

Outta My House with Martha Plimpton 16.10.2025

Martha Plimpton joins Chelsea to talk about leaving her hometown, why abortion rights and trans rights go hand in hand, and the things you learn from young love.  Then: A newly-therapized daughter suddenly can’t stand her misogynist dad.  A 20-something keeps dating cheaters.  And a mom is losing her cool after her MIL moves in.  * Abortion Resources - Get Help or Get Inv...

Minisode: International Day of the Girl: Ending Child Marriage 10.10.2025

Princess Mabel of Orange-Nassau talks to Chelsea about why child marriage is still such a prevalent issue in the world - even in the US - and what we can do about it.  * You can help!  Visit Vow for Girls or Unchained at Last to get involved. Recommended Reading Half the Sky : Turning Oppression into Opportunity for Women Worldwide * Need some advice from Chelsea? Email us at DearChelsea...

It’s Me or The Dog with Madelaine Petsch 09.10.2025

Madelaine Petsch joins Chelsea to talk about reconsidering motherhood, her love of horror films, and biting off more than you can chew. Then: A friendship is on the brink after a misunderstanding about the news.  A friend wants to help her bestie lose her virginity.  And a woman must choose between her boyfriend and her beloved dog.  * Need some advice from Chelsea? Email us at Dear...

Minisode: Nickname for Jupiter with Chelsea + Catherine 03.10.2025

Chelsea and Catherine figure out how to survive AI, and a caller wonders if she should fake an acid trip.  * 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...

Dating the Good Dad with Judy Greer 02.10.2025

Judy Greer joins Chelsea to chat about the time she got fired from a movie set, why step-parenting is the clutch job, and why you don’t get weekends off when you date the good dad.  Then: An Angeleno realizes she’s accidentally dating a MAGAt.  And a young mom struggles in her marriage when her wife’s unemployment seems neverending.  * Gratitude Journal Prompts Jou...

Does This Make Me Funny? With Zosia Mamet 25.09.2025

Zosia Mamet joins Chelsea to talk about surviving an eating disorder, the time Nyquil-induced hallucinations almost got her fired from Girls, and why being a nepito baby isn’t all it’s cracked up to be. Then: A Chicagoan wonders if he should give up his pastime as a comment warrior.  And a soon-to-be-groom has reservations about inviting his mother to the wedding. * Need some advi...

Minisode: Single White Female with Chelsea + Catherine 19.09.2025

Chelsea and Catherine get a Friends-with-Benefits followup and hear from a mother-daughter-duo who inspire stalkers.  * 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...

I Am Not Your Enemy with Whistleblower Reality Winner 18.09.2025

Chelsea is joined today by whistleblower Reality Winner, a former linguist and intelligence analyst, arrested in 2017 for leaking classified documents  about Russian interference in the 2016 election.  They discuss Reality’s arrest, incarceration and recovery - and why it’s so important to speak out when you see injustice.     * Need some advice from Chelsea? E...

Jersey Girls with Debbie Gibson 11.09.2025

Debbie Gibson joins Chelsea in-studio to talk about the one that got away, when teenage girls know more than men in suits, and what life is like in her second act. Then: Menopause has a divorcee feeling down.  A 30-something and her bestie beef with judgmental parents.  And a grieving daughter wants to get her life back.  * Need some advice from Chelsea? Email us at DearChelseaPodca...

Minisode: Perspicacity with Chelsea + Catherine 05.09.2025

Chelsea and Catherine learn about the need for a new vocab segment, a son wants his mom to move in, and an auntie gets caught playing favorites.   * 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...

I Hate Loud with Sam Morril 04.09.2025

Comic Sam Morril is in the NY studio to discuss the problem with dating younger people, tormenting morning news hosts, and why a rec center is his home away from home.  Then: Soon-Yi confusion ensues as a daughter struggles to accept her dad’s romantic escapades.  * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine Law Edited &am...

Life on the PTSD List with Kathy Griffin 28.08.2025

The iconic Kathy Griffin joins Chelsea to have a frank talk about facelifts, spontaneous combustion, and the photo that got her canceled.  Then: A busy professional is ready to build new relationships after friends’ passing. And a 34-year-old is ready to retire… or maybe marry Kathy?  * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Produ...

Minisode: Oh-Nut with Chelsea + Catherine 22.08.2025

Chelsea and Catherine discuss the problem with men, as well as followups from a caller whose partner’s oversized organ became an issue. * https://www.intimaterose.com/collections/vaginal-dilators   https://www.intimaterose.com/collections/pelvic-wands Pelvic Floor Wand Non-hormonal Vaginal Moisturizers: https://hellobonafide.com/products/revaree-plus   https://hyalogyn.com/  ...

Fanilow to Ambassilow with Michael Urie 21.08.2025

Shrinking’s Michael Urie joins Chelsea to discuss what it’s like joining the cast of OH MARY! while reveling in his first Emmy nomination, building a mall in your basement, and everything you need to know about the Male Barbra Streisand.  And the female one.  Then: A UK-dwelling sister begs to skip her sister’s nuptials. A friend rebels against a pathological liar.&nbsp...

The Psychology of Your 20s with Jemma Sbeg 14.08.2025

Jemma Sbeg joins Chelsea to talk about age-gap friendships, how life is a series of waiting rooms, and why friendship breakups can be as awful as romantic breakups.  Then: A newly queer woman wonders if she should move to a larger city to surround herself with community.  A long-distance daughter struggles with her family’s oscar-worthy goodbyes.   * Pick up a copy of Jem...

Minisode: Refresh My Memory with Chelsea + Catherine 08.08.2025

Chelsea and Catherine do a book roundup, and read a followup about gay underwear. * 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...

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