• Trifling White Women with Roy Wood Jr.
    Nov 27 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.

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    Pick up a copy of The Man of Many Fathers 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 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, mental health counseling or therapy, or as imparting any health care recommendations at all. Individuals are advised to seek independent medical, counseling advice and/or therapy from a competent health care professional with respect to any medical condition, mental health issues, health inquiry or matter, including matters discussed on this Podcast. Guests and listeners should not rely on matters discussed in the Podcast and shall not act or shall refrain from acting based on information contained in the Podcast without first seeking independent medical advice.

    See omnystudio.com/listener for privacy information.

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    1 hr
  • Girl Climber with Emily Harrington
    Nov 20 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 the best slopes now that she’s free from a toxic marriage. And a mom’s surprise vacations get in the way of a daughter’s holiday plans.

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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, 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, mental health counseling or therapy, or as imparting any health care recommendations at all. Individuals are advised to seek independent medical, counseling advice and/or therapy from a competent health care professional with respect to any medical condition, mental health issues, health inquiry or matter, including matters discussed on this Podcast. Guests and listeners should not rely on matters discussed in the Podcast and shall not act or shall refrain from acting based on information contained in the Podcast without first seeking independent medical advice.

    See omnystudio.com/listener for privacy information.

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    55 mins
  • Minisode: Verging on Lesbian with Chelsea + Catherine
    Nov 14 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.

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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, 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, mental health counseling or therapy, or as imparting any health care recommendations at all. Individuals are advised to seek independent medical, counseling advice and/or therapy from a competent health care professional with respect to any medical condition, mental health issues, health inquiry or matter, including matters discussed on this Podcast. Guests and listeners should not rely on matters discussed in the Podcast and shall not act or shall refrain from acting based on information contained in the Podcast without first seeking independent medical advice.

    See omnystudio.com/listener for privacy information.

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    12 mins
  • Disagreeing with Isla Fisher
    Nov 13 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 disagree on a plan of action.

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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, 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, mental health counseling or therapy, or as imparting any health care recommendations at all. Individuals are advised to seek independent medical, counseling advice and/or therapy from a competent health care professional with respect to any medical condition, mental health issues, health inquiry or matter, including matters discussed on this Podcast. Guests and listeners should not rely on matters discussed in the Podcast and shall not act or shall refrain from acting based on information contained in the Podcast without first seeking independent medical advice.

    See omnystudio.com/listener for privacy information.

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    56 mins
  • Becoming a Male Lion with Haley Lu Richardson
    Nov 6 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.

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    Get your copy of I’m Sad and Horny here

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    The Drama Triangle

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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, 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, mental health counseling or therapy, or as imparting any health care recommendations at all. Individuals are advised to seek independent medical, counseling advice and/or therapy from a competent health care professional with respect to any medical condition, mental health issues, health inquiry or matter, including matters discussed on this Podcast. Guests and listeners should not rely on matters discussed in the Podcast and shall not act or shall refrain from acting based on information contained in the Podcast without first seeking independent medical advice.

    See omnystudio.com/listener for privacy information.

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    1 hr and 2 mins
  • Minisode: Not Interested in Being Exclusive with Chelsea + Catherine
    Oct 31 2025

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

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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, 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, mental health counseling or therapy, or as imparting any health care recommendations at all. Individuals are advised to seek independent medical, counseling advice and/or therapy from a competent health care professional with respect to any medical condition, mental health issues, health inquiry or matter, including matters discussed on this Podcast. Guests and listeners should not rely on matters discussed in the Podcast and shall not act or shall refrain from acting based on information contained in the Podcast without first seeking independent medical advice.

    See omnystudio.com/listener for privacy information.

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    10 mins
  • Nick & Night with Nicholas Sparks
    Oct 30 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 struggles to revisit her writing. And a sister reconnects with an estranged family member, but worries the secret will destroy her parents.

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    Pick up a copy of Nicholas Sparks’ new book REMAIN!

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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, 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, mental health counseling or therapy, or as imparting any health care recommendations at all. Individuals are advised to seek independent medical, counseling advice and/or therapy from a competent health care professional with respect to any medical condition, mental health issues, health inquiry or matter, including matters discussed on this Podcast. Guests and listeners should not rely on matters discussed in the Podcast and shall not act or shall refrain from acting based on information contained in the Podcast without first seeking independent medical advice.

    See omnystudio.com/listener for privacy information.

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    58 mins
  • Twice with Mitch Albom
    Oct 23 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.

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    Books Discussed this Episode:

    Twice - Mitch Albom

    The Little Liar - Mitch Albom

    Tuesdays with Morrie - Mitch Albom

    Circe - Madeline Miller

    Dinner at the Homesick Restaurant - Anne Tyler

    The History of Love - Nicole Krauss

    The Right Stuff - Tom Wolfe

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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

    *

    *

    *

    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, mental health counseling or therapy, or as imparting any health care recommendations at all. Individuals are advised to seek independent medical, counseling advice and/or therapy from a competent health care professional with respect to any medical condition, mental health issues, health inquiry or matter, including matters discussed on this Podcast. Guests and listeners should not rely on matters discussed in the Podcast and shall not act or shall refrain from acting based on information contained in the Podcast without first seeking independent medical advice.

    See omnystudio.com/listener for privacy information.

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    1 hr and 9 mins