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PODCAST

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

comedy self-improvement

All Episodes

60:48

Waitlisted on Raya with Brittany Broski

Dear Chelsea ·

2023/07/27

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. * Follow the Broski Report podcast here! * Need some advice from

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55:02

Never Laugh at an Exorcism with Joel Kim Booster

Dear Chelsea ·

2023/07/20

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. * Follow Joel Kim Booster on Instagram or Twitter! * Need some advice from

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58:02

Psychic medium with Tyler Henry

Dear Chelsea ·

2023/07/13

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 altogether. * Need some advice from Chelsea? Email us at

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53:36

Meeting Men at Airports with Matteo Lane

Dear Chelsea ·

2023/07/06

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 about her man traveling the world… without her. * Click here to check

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59:54

Loud Women Talking with Chelsea + Catherine

Dear Chelsea ·

2023/06/29

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. * Thanks to Betterhelp for sponsoring our new segment, Calling In Backup, and to Courtney Cope,

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57:10

Split Sh*t 50/50 with Gabrielle Union

Dear Chelsea ·

2023/06/22

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’s lost her friend after their kids get in a tussle. * Need some

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53:17

Maybe Don’t Report Back with Emily Morse

Dear Chelsea ·

2023/06/15

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 help NOT getting back in the saddle. * Smart Sex by Emily

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64:09

Three Dads with Kate Hudson

Dear Chelsea ·

2023/06/08

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 deal-breaker when it comes to raising kids with her partner. * Need

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62:21

On Our Best Behavior with Elise Loehnen

Dear Chelsea ·

2023/06/01

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. * Get your copy of On Our Best Behavior here! * Need some advice from Chelsea? Email us at

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61:40

Big Words for Being Cheap with Chelsea + Catherine

Dear Chelsea ·

2023/05/25

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 episode mentions suicidal ideation in general terms. * Need some advice from Chelsea? Email us at

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51:12

Gold Star, Not Platinum with Andrew Rannells

Dear Chelsea ·

2023/05/18

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 hurt so much. * Need some advice from Chelsea? Email us at

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60:54

Bad Mormon with Heather Gay

Dear Chelsea ·

2023/05/11

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. * Bad Mormon by Heather Gay Letting Go: The Pathway of Surrender * Need some

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68:00

Love Ya with Dylan Mulvaney

Dear Chelsea ·

2023/05/04

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. * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Produced by Catherine

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48:13

REPLAY: Kinky Bottoms with Ross Mathews

Dear Chelsea ·

2023/04/27

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 loss surgery. * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Produced by

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76:04

REPLAY: A Therapy Session with Dr. Dan Siegel

Dear Chelsea ·

2023/04/20

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 her brother. And a followup with doting dad Alex, as he prepares for the next step in his family

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64:17

The Art of Livin’ with Matthew McConaughey

Dear Chelsea ·

2023/04/13

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 she should quit dating and hook up with her best friend - only trouble is: she’s not into him. * Sign up

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64:13

There Is No Fairy Tale with Lindsey Vonn

Dear Chelsea ·

2023/04/06

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 boyfriend to embody all five love languages… or else. * RISE by Lindsey Vonn * Need some advice from Chelsea

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56:50

You Are a Badass with Jen Sincero

Dear Chelsea ·

2023/03/30

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 Badass You are a Badass at Making Money Think and Grow Rich * Need some advice from Chelsea? Email us at

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75:12

You Might Be the Egg Lady with Chelsea + Catherine

Dear Chelsea ·

2023/03/23

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 may signal a death-knell in a long-term relationship. And a stepmom grows concerned over her stepson’s

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49:18

Big Italian Sausage with Bianca Del Rio

Dear Chelsea ·

2023/03/16

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? Email us at DearChelseaPodcast@gmail.com * Produced by Catherine Law Edited & Engineered by Brandon

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240 results

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