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 celebrity and expert 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.

Episodes

November 25, 2021 78 min

Comedian and actor Sean Hayes (Smartless podcast, Will & Grace) joins Chelsea in the studio this week to talk about Sunday dinners at Maria Shrivers', their mutual mistrust of technology, and setting goals to go after your dreams.   A worker at an animal rescue wonders if her future will be as bright without a better-paying job.  A husband and wife can’t seem to break out of a cyclical argument.  And a Guncle is crushed whe...

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Chelsea is joined by actress and author of The Great Peace, Mena Suvari, to discuss owning your story, opening up about hard topics, and overcoming years of sexual coercion & abuse. A mom of two struggles with guilt over taking time for herself. A new transplant to a big city is concerned about her friend’s risky behavior when they bar-hop. And a young woman wonders whether to approach her half-sisters about their father’s past...

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November 11, 2021 61 min

Chelsea is joined this week by Youtube star, actress and author Lilly Singh to talk about kissing on-screen, smoking weed with celebrities, and following your truth. An extremely private woman wonders if her family needs to know she’s gay. A girlfriend tries to repair the relationship after her boyfriend popped the question... and she said no. And an extremely Canadian couple wants to be together despite one family’s disapproval.

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Comedian Rosebud Baker joins Chelsea in the studio to talk about the funniest parts of grief, getting sober, and former President George W. Bush’s paintings. A child-free woman finds she struggles to relate to her friends with kids. A boyfriend says degrading things to his girlfriend - but only when he’s drunk. And one mother’s greatest joy is her 5-month-old baby… who happens to be a secret.  

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This week, Chelsea is joined by mindfulness coach and meditation expert Shelly Tygielski to talk about being a conduit for compassion, getting clarity, and her new book, Sit Down to Rise Up: How Radical Self-Care Can Change The World. A corporate worker struggles with being underappreciated and underpaid at his job. A would-be grandma wonders if it’s strange that she’d rather her kids didn’t procreate. And an ex-girlfriend has conc...

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October 21, 2021 63 min

Chelsea is joined by longtime friend Gwyneth Paltrow to discuss her new Netflix show Sex, Love & Goop. They cover what changes when you fall in love, finding the confidence to ask for what you want in bed, and what evolves when a partner becomes a spouse. A girlfriend wrestles with her boyfriend’s lack of performance in the bedroom. An unintentionally-celibate woman has trouble exploring her pleasure zones. And a bride-to-be wo...

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October 14, 2021 59 min

Chelsea is joined by special guest Jameela Jamil to discuss dancing on television, the exact words a man can say to make any woman fall for him, and how to expertly ghost an unwanted conversation at a social gathering. A 40-year-old feels bad about her neck.  A chance encounter makes a woman question her sexuality. And a husband worries that his partner’s diet has gone too far.  

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In the Season 2 Premiere, Chelsea is joined by comedian Jo Koy to talk about indoor skiing, staying up ‘til 3AM, and two different versions of how their longstanding friendship turned into love. Then they answer listener questions: A newly-sober Texan wants to feel more confident at the gym. A sister is concerned when her little sis falls for a much-older man. And a straight man finds himself kissing his best guy friend.

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We’re on a quick hiatus before Season 2, premiering Oct 7, but that doesn’t mean the show stops!  This week in our bonus nugget episode, Chelsea reveals the object of her now-official affection (hint: it’s Jo Koy) and shares all about finding love where she least expected it. And we hear updates from some of the first season’s callers, including one caring for a special needs sibling, a big breakup that ended well, and an ex-codepe...

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We’re on a quick hiatus before Season 2, premiering Oct 7, but that doesn’t mean the show stops! We’re back this week with bonus nuggets as we gear up for the new season. You’ll hear all about Chelsea's trip to Mallorca (and who got lucky), updates from Season 1 callers who took Chelsea’s advice (or didn't!), how things turned out for them, and what happens when the tables are turned and Chelsea answers listener questions a...

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September 16, 2021 52 sec

Hey fans, just a reminder that we are on a quick hiatus before Season 2, premiering Oct 7. Watch this space! Starting next Thursday, we’ll be dropping some bonus minisodes as we gear up for the new season. You’ll hear from Season 1 callers who took Chelsea’s advice (or didn't!), how things turned out for them, and what happens when the tables are turned and Chelsea answers listener questions about HER life. Stay tuned!

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September 9, 2021 53 min

In the season finale, Chelsea and Brandon discuss Chelsea’s new tour and why you should sleep with your roommates while you’re in your 20’s. A Latina filmmaker loses her confidence now that she’s in a new field. A lesbian couple wants to spill the beans about their best friend’s new crush. And a nudist channels her inner Chelsea.  

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September 2, 2021 54 min

Chelsea and Brandon tackle the age-old question: should you try to hook up with your childhood crush at their mother’s funeral? A teacher chooses between working with her best friend or landing a better job. A manager wonders if she should be the corporate bitch her boss wants her to be. And a memoirist asks how much he should reveal about his sister’s bad behavior in their youth.

 

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August 26, 2021 69 min

Chelsea and Brandon discuss the trouble with teenagers, the horrors of minivan transportation, and why turndown service might not be so great after all. A Melbourne mom-to-be begs for help as childbirth looms. A generous wife wonders how much is too much when it comes to sex. And a serial dater can’t seem to find anyone who’s good in bed. Doula Carson Meyer joins Chelsea and Brandon to talk birth, motherhood, and why laughter is tr...

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August 19, 2021 63 min

An ex-Mormon has trouble making a romantic connection, even though he dates both men and women. A law student feels the pressure of losing a year to Covid, and debates whether to focus on her education or building a family. And Chelsea gives expert advice on dating during lockdown.

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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 opini...

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August 12, 2021 76 min

A girlfriend wants to know if her boyfriend’s second DUI is a relationship dealbreaker.  A 21-year-old wonders if marriage is the solution after feeling judged about her live-in partner.  And a couple moves home from abroad to find their family has become outwardly racist, grappling with the decision to keep their child away from them for good. 

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August 5, 2021 47 min

Chelsea and Brandon discuss what Chelsea is like on a movie set, and why you should never date your ex’s sibling. A bookkeeper from Milwaukee wants to get rich quick as an influencer. A girlfriend is concerned when her boyfriend makes plans without her. And a family wonders whether to put down the cat that cost them $25,000.  

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July 29, 2021 67 min

Chelsea and Brandon discuss friendship breakups, Chelsea’s highly unsentimental nature, and the absolute perfect way to snuggle a dog like Bert.  A gay man worries he’ll be left out now that his ex-turned-best friend is dating someone new.  A girlfriend needs advice on how to navigate a breakup when the relationship is long-distance.  And a wife is concerned about the consequences of telling her husband - and her kids - that she’s ...

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July 22, 2021 52 min

A twenty-something considers a boob job. A single woman wants to talk to people about anything other than her dating life. A gay New Yorker keeps getting friend-zoned by his love interests. And a desperate roommate wants out of a toxic situation.

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 employees. This...

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July 15, 2021 68 min

Chelsea and Brandon discuss why a foot rub always comes with strings attached, how Chelsea used a home Covid test machine to screen her dates, and how to casually ask for a happy ending at a 5-star resort. A caller’s past sexual trauma is affecting her current relationship. A recent college grad wonders if she measures up to the women she sees online. And a biologist seeks tools to deal with social anxiety.

 

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