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

Time to Give Your Family the Boot 12.08.2021

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.  * * * * * The views and opinions expressed are solel...

Sextuple Threat 05.08.2021

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.   * * * * * The views and opinions expressed are solely those of the Podc...

When It's Time to Scoot 29.07.2021

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 h...

Commitment Issues 22.07.2021

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 o...

Open to Happy Endings 15.07.2021

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 socia...

Who Proposes When You're Gay? 08.07.2021

Chelsea reveals what happens when you forget your purse at a restaurant and why she will never go camping again.  A caller wrestles with tattoo removal. Two ladies would like to get married and wonder which should be the one to propose.  And a man from the UK is feeling lost in life. The views and opinions expressed are solely those of the Podcast author, or individuals participating in the Podcas...

Someone’s Getting Their Period… 01.07.2021

A perimenopausal woman stans Harry Styles. An ex-employee remains disgruntled. And a recovering codependent is too eager on a second date.   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 Podcast should not be used as medical advice, mental health advice, m...

If You’re Asking The Question, You Have The Answer 24.06.2021

Chelsea and Brandon chat about Cabo, Chelsea’s mega-high after 30 days without weed, and what happens when you send videos of yourself dancing to the wrong person. Then they take some questions: Fidelity in a long-term relationship is in doubt due to one partner’s new moves in bed. A single woman learns to depend less on other people’s opinions. And a drummer’s girlfriend wonders if she missed out...

McDonald's Anyone? feat. Mark Macdonald 17.06.2021

Chelsea and Brandon debate the essential qualities of a good hangover breakfast, reveal past experiences with disordered eating, and take questions: A beauty suffers from body dysmorphia. A mom struggles with food binges. And body expert Mark Macdonald of Venice Nutrition joins to discuss being aggressively happy, getting stomach muscles that pop, and building a sustainably healthy relationship wi...

Related feat. Roy Handler 10.06.2021

Chelsea and Brandon are joined by Chelsea’s brother Roy to talk about siblings, karaoke bars and unconventional relationships. An older sister wonders if she has to choose between her love life and caring for a special-needs sibling. A brother and sister think about spilling the tea on their cheating parents. And a small town girl considers sleeping with her best friend’s brother… again.  The view...

Meditation with Deepak Chopra 03.06.2021

Chelsea and Brandon are joined by Deepak Chopra to discuss psychedelics, radical mindset shifts, and the healing power of meditation. A Philly rowhome resident deals with a noisy neighbor. A happily married man worries about how good-looking women perceive him. And an ex-girlfriend shame-spirals about her shortcomings.   The views and opinions expressed are solely those of the Podcast author, or i...

How Do I Put This… with Laura Wasser 27.05.2021

Chelsea and Brandon get help from divorce-attorney-to-the-stars Laura Wasser to tackle questions from listeners who need relationship advice. A lovebird wonders how to bring up the subject of a prenup. A friend-breakup raises some good questions about leaving a friendship vs. a romantic relationship. And a wife wants to know how long to share the same roof with her husband after asking for a divor...

California Sober feat. Demi Lovato 20.05.2021

Chelsea and Brandon help callers navigate the minefield of substance use and abuse, with a little expert assistance from friend Demi Lovato. A diligent worker might be getting help from cocaine. A good friend wants to provide support for her newly sober bestie. A yogi does lines of ketamine to withstand a relationship. And a stoner wants to take a break to reset.  The views and opinions expressed...

Low Hanging Fruit 13.05.2021

Chelsea and Brandon open by discussing a compromising A-Rod photo, the Bennifer situation, and how Chelsea may have dodged a bullet with Andrew Cuomo. Then they take some calls: A night nurse is bullied by a coworker. A twenty-something isn’t sure how to date in a small city where dating apps just regurgitate the same guys. An older brother wonders if he’s over-sharing about his sex life with his...

Mothers Part 2 06.05.2021

In this two-part debut episode of their brand new advice podcast, Chelsea and co-host Brandon Marlo take some roads-less-traveled in discussions about motherhood.   Chelsea and Brandon hear from a few mothers struggling to manage their young children’s R-rated behavior, with special guest consultant Charlize Theron weighing in with some advice of her own. And a young woman asks about the ethics of...

Mothers Part 1 06.05.2021

In this two-part debut episode of their brand new advice podcast, Chelsea and co-host Brandon Marlo take some roads-less-traveled in discussions about motherhood.   An adopted 33 year old struggles to manage his relationship with his biological mother. The daughter of a narcissist seeks advice on navigating that psychology. And Brandon shares the letter he recently sent to the judge in his own mot...

Introducing Dear Chelsea 26.04.2021

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