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Dear Chelsea

Dear Chelsea

By: iHeartPodcasts
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About this listen

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

2026 iHeartMedia, Inc. © Any use of this intellectual property for text and data mining or computational analysis including as training material for artificial intelligence systems is strictly prohibited without express written consent from iHeartMedia
Personal Development Personal Success
Episodes
  • A Late Bloomer with Kaitlin Olson
    Jan 8 2026

    Kaitlin Olson (Hacks, High Potential, It’s Always Sunny in Philadelphia) joins Chelsea to chat about juggling 3 shows at once, forcing her husband Rob Mac to fall in love with her, and why balls are funny… until they’re not.

    Then: A postal worker can’t jibe with girls her own age and finds happiness in may-december friendships. An ex-wife struggles to name a newborn. And an ex-stripper chases her new dream job - but will her past hold her back?

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    Check out Redneck Kitty at @redneck.kitty

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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.

    Show More Show Less
    44 mins
  • Minisode: Pikachu vs. Kaslapus with Chelsea + Catherine
    Jan 2 2026

    Chelsea and Catherine get an update from a caller who married his longtime love and assess a friend-zoning situation.

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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.

    Show More Show Less
    11 mins
  • Night Thoughts with Kumail Nanjiani
    Jan 1 2026

    Kumail Nanjiani (OH MARY!, Night Thoughts) joins Chelsea to talk about building trust in a relationship, surviving the loss of his cat Bagel, and why working out is actually very nerdy. Then: A doggy deal breaker is just the tip of the iceberg in one man’s troubled relationship. And tension around tipping leads to an embarrassing situation for a restaurant’s regular.

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

    *

    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.

    Show More Show Less
    58 mins
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