Episode (200)
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Minisode: Pikachu vs. Kaslapus with Chelsea + Catherine
Jan 02, 2026Chelsea and Catherine get an update from a caller who married his longtime love and assess a friend-zoning situation. * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Ex...
Night Thoughts with Kumail Nanjiani
Jan 01, 2026Kumail 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...
Having a Felch with Toni Collette
Dec 25, 2025Actress 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 cul...
Minisode: Snatch That Kid Up with Chelsea + Catherine
Dec 19, 2025Chelsea 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 Catherin...
Not a Loser with Amanda Seyfried
Dec 18, 2025Amanda 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. ...
Tio & Tio with Ross Mathews & Wellinthon Garcia-Mathews
Dec 11, 2025Ross 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 ...
Put Some Luxury On It with Da’Vine Joy Randolph
Dec 05, 2025Oscar-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 bre...
Swimming Naked with Elizabeth Olsen
Dec 04, 2025Elizabeth 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 want...
Minisode: Type Ho Positive with Chelsea + Catherine
Nov 28, 2025Chelsea 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 C...
Trifling White Women with Roy Wood Jr.
Nov 27, 2025The 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...