Episode (200)
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Minisode: A Total Babe with Chelsea + Catherine
May 22, 2026Chelsea and Catherine hear from a season 1-favorite caller, rein in a meddling mom, and cheer a fast followup. * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executiv...
Two Tops with Luenell
May 21, 2026The iconic Luenell is back to discuss why all men need therapy, opening a brothel next door to Chelsea’s, and why she can talk about crack in front of her daughter. Then: A wife wonders if she should ...
Mahjong is the New Pickleball with Kevin Kane
May 14, 2026Kevin Kane (Law & Order SVU) stops by to discuss NOT having an affair with his now-wife, why he thinks we should bring back (a little) bullying, and why mahjong is the new pickleball. Then: A tarot r...
Minisode: Ditching a Date with Chelsea + Catherine
May 08, 2026Chelsea and Catherine get a followup from a disgruntled wife and take exclusively one-drink questions. * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Produc...
In His DMs with Tish Cyrus Purcell
May 07, 2026Tish Cyrus is here for our annual Mother’s Day episode to talk about moving into a new chapter of life, wrangling Miley’s career and raising a family, and overcoming Instagram DM sabotage to meet the ...
Getting the Update with Gaten Matarazzo
Apr 30, 2026Gaten Matarazzo (Stranger Things) joins Chelsea to discuss why long-distance works in his long-term relationship, the Pork Roll vs. Taylor Ham drama, and why dog people might be assholes. Then: AI mem...
Minisode: Our Parents are Dating with Chelsea + Catherine
Apr 24, 2026Chelsea and Catherine deal with an awkward etiquette situation. Then: A caller follows up about making out with her boss. And a couple is in trouble when their parents start dating each other. And ...
Live Every Day Like It’s Your First with Suleika Jaouad
Apr 23, 2026Author Suleika Jaouad (Between Two Kingdoms) joins Chelsea to talk about facing her mortality head-on, her marriage to Jon Batiste, and adopting too many chihuahuas. Then: A caregiver spouse needs bou...
One Long Muscle with Mary Elizabeth Ellis
Apr 16, 2026Mary Elizabeth Ellis (It’s Always Sunny in Philadelphia) chats with Chelsea about the importance of teenage haircuts, softening her parenting instincts, her 20-year marriage to Charlie Day. Then: A fr...
Minisode: Gold-Star Gay with Chelsea + Catherine
Apr 10, 2026Chelsea and Catherine decide to hire only women. Then: An update from a dog mom. A gold-star gay feels insecure about dating a bisexual. And a veterinarian has strong feelings about closed-toed sho...