Dear Chelsea

In the first of our new series of minisodes, Chelsea is joined by Jenny Mollen and Jason Biggs to tackle the marital conundrums of pillow placement, tolerable temperatures, and night sex. 

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Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com

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Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

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The views and opinions expressed are solely those of the Podcast author, ...

Hacks Co-creator Paul W. Downs joins Chelsea today to talk about discovering moments of kismet, what it’s like working in a creative throuple, and whether he’s a Martha Stewart or a Snooki.  Then: A nervous flyer seeks help after escaping Hurricane Katrina. A fiance wonders if her wealthy soon-to-be-husband is holding out on her.  And a child behavioral therapist struggles when her partner cuts her off from making decisions for the...

Actress Lily Rabe joins Chelsea to talk about the perks of being a stepmom, why hippie healthcare is her vibe,  and her directorial debut, Downtown Owl.  Then: A business owner gets conned by an ex. A twenty-something wonders if she should follow a boy to his home country.  And a mom wrestles with asking her kids’ dad to give up his parental rights, so she can make their house a home.

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Country star Elle King joins Chelsea to talk about Facetime Sex, why hoes make more money, and what really happened that night at that Grand Ole Opry.  Then: A traveling musician wonders if she and her sweetie can make it through a tour. The owner of a jazz club struggles to find confidence on the stage she built. And a married co-worker finds out her crush might be into her after all.  

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Neal Brennan joins Chelsea to talk about resetting his brain with Ayahuasca and 5-MeO-DMT, whether or not all comedians are clinically depressed, and what it’s like to be the friend of the funny guy.  Then: A girlfriend finds some disturbing threads saved on her boyfriend’s computer.  A 90-day fiance situation gets rocky when a work-wife enters the chat. And a Gen-Z caller can’t stop her flings from falling in love with her, even t...

Actress and activist Jamie Lynn Sigler joins Chelsea to talk about why it took her so long to accept her MS diagnosis, how going through her “athlete phase” led her to the love of her life, and the unexpected turns her life has taken since her career-defining role on The Sopranos.  Then: A single woman wants to stay that way, even though her guy-friends can’t take a hint.  An almost-21-year-old worries about inviting her newly-divo...

The hilarious Luenell joins Chelsea in-studio today to talk about lighting joints at an A-List dinner party, why it’s a family affair to play the Apollo, and the flesh-eating diseases that surely must live in airports. Then: A snooping husband finds something he doesn’t like when he looks through his wife’s phone.  A stay-at-home-mom has never had an orgasm with her husband.  And a girlfriend wants to sleep with her boyfriend… AND ...

The iconic Jane Fonda is in-studio with Chelsea today to talk about fighting for the future you want to see, why being resilient is key, and why she surrounds herself with good broads.  Then: A former sex worker struggles to find a man who won’t fetishize her.  A fresh divorce after a 4-month marriage makes a 20-something doubt her self worth.  And a dad mistakenly sends sexts to his daughter… that aren’t about her mom.  

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Need...

Blair Socci joins Chelsea to talk about secret ayahuasca trips, why she’s happy she’s single, and her experience being an 0nlyfans mogul for exactly one day. Then: A sister thinks weed should be legalized - especially within her own family.  A girlfriend treads too lightly when her boyfriend can’t keep it up.  And a polyamorous experiment leaves a twenty-something newly divorced.

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Need some advice from Chelsea? Email us at Dear...

Chelsea and Catherine get together to gab about the books they loved as kids, why you should indulge in things that bring you joy, and deciding that you don’t need to control the outcome of things.  Then: A newly-sober New Yorker struggles with guilt over her past mistakes.  A trans woman wonders if she should reignite a relationship with her sister who wasn’t always there for her.  And a boss targets an employee with an indecent p...

So You Think You Can Dance’s Allison Holker Boss joins Chelsea to talk about finding gratitude amidst loss, filling your cup before you can help others, and why not moving your feet when you dance is terrible advice.  Then: Things left unsaid leave a friend feeling guilty after ghosting.  The owner of a therapeutic farm finds her wife won’t stick around if she spends all her time working.  And a daughter wonders if she should tell ...

Happiness expert Gretchen Rubin joins Chelsea to talk about the impact of both novelty and repetition on the human brain, what she learned by visiting the Met on a daily basis, and how using your five senses can help improve mindfulness… and your life. Then: An ex-mormon flirts with psychedelics. A teacher considers trading in her life for a new one.  And a small-town girl wonders if her May-December relationship has been a fetish ...

Celebrated author Kristin Hannah joins Chelsea this week to talk about how to make the muse appear, why careers are made in the aggregate, and why Chelsea thinks Alaska is the last place on earth she’d want to be.  Then: A new author wrestles with the last 50 pages of his novel.  The writer of a feminist newsletter wonders whether to reveal her past.  And a woman who lost her dad on 9/11 struggles to tell her story.

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Books menti...

Monica Lewinsky joins Chelsea to talk about the power of using your voice, surviving public shaming, and the growth that comes with adversity and lots of therapy. Then: An almost-50-year-old wants to ask for help but isn’t sure how.  An almost-30-year-old can’t let go of the pain around her father’s death.  And a young doctor struggles with sexism in the workplace.

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See some of Monica’s anti-bullying work:

Stand Up For Yourself

Soccer star, author and podcaster Abby Wambach joins Chelsea to talk about doing the hard work, why life gives you whispers that come at just the right time, and how it feels to see your hard work pay off tenfold - for somebody else.  Then: A techie struggles to be taken seriously because of her look.  A sister is therapized and ready to apologize.  And a woman finds her marriage may be over… even though everything seems almost per...

Rosebud Baker joins Chelsea to talk about the body torture of pregnancy, her husband stealing her post-partum thunder, and her new set on Netflix’s Verified Stand-Up (which she filmed while 8 months pregnant).  Then: A woman is terrified of having a second child.  A 20-something struggles to find the right time for the DTR (defining-the-relationship convo).  And a daughter wrestles with the decision to out her Grandmother’s cheatin...

Rabbi Sharon Brous joins Chelsea to talk about why failing a friend offers the best opportunity for growth, the importance of community during times of grief, and the power of curiosity to change even the most obstinate minds.  

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Get The Amen Effect here.

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Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com

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Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

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The vi...

Comic and host of the Big Wigs podcast Anna Roisman is in with Chelsea this week to chat about flying commercial dressed as Kris Jenner, why D&D almost destroyed her relationship, and how delusion can bring you the life of your dreams.  Then: A reality show producer struggles with a sabbatical.  A cheating co-worker gets found out. And a girlfriend wonders if she should overlook her honey’s 0nlyFans habit.

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Check out Anna’s ...

Producer, writer and former US Ambassador Nicole Avant joins Chelsea to talk about the night her mother was killed in a violent tragedy - and what gifts can come from grief.  Then: A brother struggles to find purpose after moving to a small town to care for his late sister’s kids.  A co-worker wants to find lovingkindness after a promotion goes to someone else. And a daughter finds it too painful to create after her mother’s passin...