Dear Chelsea

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Latest Episodes:

Having a Felch with Toni Collette Dec 25, 2025

Show notes

Actress Toni Collette (Wayward, Goodbye June) joins Chelsea to talk about why Rome is her happy place, what it feels like to get your character wrong, and finding her inner creep for her role as a cult leader. Then: A baby actor struggles to leave his family to pursue his career. A stepmom struggles to connect with her stepdaughter after a sibling is born. And a sister’s tactless behavior results in an awkward confrontation.

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 notact 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.

Minisode: Snatch That Kid Up with Chelsea + Catherine Dec 19, 2025

Show notes

Chelsea and Catherine talk with a couple exploring the foster system… for the second time.

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.

Not a Loser with Amanda Seyfried Dec 18, 2025

Show notes

Amanda Seyfried (The Housemaid, The Testament of Ann Lee) joins Chelsea to talk about auditioning for Wicked, mucking stalls on her farm in the Catskills, and why she’ll never do a stage play again. Then: A wedding in Bali threatens to go off the rails when an evil stepmother needs to be disinvited.

And a florist falls in love with an Ecuadorian rose merchant and wrestles with following her head or her heart.

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.

Tio & Tio with Ross Mathews & Wellinthon Garcia-Mathews Dec 11, 2025

Show notes

Ross Mathews & Wellinthon Garcia-Mathews are here to talk about RuPaul’s best advice, early bedtimes, and putting a saddle on life. Then: A drag performer wrestles with a change of heart about their artform. A 30-something wants his firefighter boyfriend to open up. And a year-long relationship gets put back in the closet when one woman struggles to tell her family she has a girlfriend.

Pick up your copy of Tio & Tio in English or en Español!

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.

Put Some Luxury On It with Da’Vine Joy Randolph Dec 05, 2025

Show notes

Oscar-winner Da’Vine Joy Randolph joins Chelsea to discuss the tea on Shakespeare, how to develope emotional fortitude early, and why she’ll never bring a man onto the red carpet. Then: The girls break up no fewer than two engagements. A traveler gets dumped by his boyfriend just before their European getaway. A corporate drone is desperate to get out of the office and into the great outdoors. And a May-December relationship is nearing its end… just not nearly fast enough.

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.

Swimming Naked with Elizabeth Olsen Dec 04, 2025

Show notes

Elizabeth Olsen joins Chelsea to chat about why she swims naked every morning, her thoughts on reincarnation, and why she’s the perfect woman for a man with a fish pic in his bio. Then: A guncle wants to help his niece steer clear of becoming a Mean Girl. A single mom struggles to connect on the apps. And a young lawyer can’t get her man to commit - so she’s stuck paying double rent.

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.

Minisode: Type Ho Positive with Chelsea + Catherine Nov 28, 2025

Show notes

Chelsea and Catherine get an update from a caller whose bestie is about to be barefoot and pregnant. Then: A boyfriend struggles with asking his partner to open things up.

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.

Trifling White Women with Roy Wood Jr. Nov 27, 2025

Show notes

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.

Pick up a copy of The Man of Many Fathers here

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.

Girl Climber with Emily Harrington Nov 20, 2025

Show notes

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.

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.

Minisode: Verging on Lesbian with Chelsea + Catherine Nov 14, 2025

Show notes

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.

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.