Back by Popular Demand: Julianna Margulies

Chelsea and Catherine discuss awkward confrontations with overconfident men. Then: A lesbian couple fights for their relationship amidst the messy parts of new motherhood. * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executive Producer Catherine Law ...  Show more

Sarah Shahi (Sex/Life, Paradise, Red White and Royal Blue) joins Chelsea to talk about life after divorce, finding yourself in your 40s and beyond, and how to give the best blow jobs. Then: A very-therapized ex-boyfriend wonders how to get past cheating. A naughty niece gets no m ...  Show more

Country star Elle King joins Chelsea to talk about Facetime Sex, why hoes make more money, and what really happened that night at that Grand Ole Opry.  Then: A traveling musician wonders if she and her sweetie can make it through a tour. The owner of a jazz club strug ...

Nikki Glaser joins Chelsea to talk about moving back in with her parents during the pandemic, disordered eating, and deciding to live without any secrets.  Then: A renter is forced from her beloved home.  A city girl wants to take her long-distance love affair to the ...

Chelsea and Catherine get together to gab about the books they loved as kids, why you should indulge in things that bring you joy, and deciding that you don’t need to control the outcome of things.  Then: A newly-sober New Yorker struggles with guilt over her past mistakes.  A ...

Dear Chelsea will be back on May 4th for Season 4!

Chelsea is joined in the Season 2 Finale by none other than her very own therapist: Dr. Dan Siegel.  They chat about the double-edged sword of social media, how to become a lifelong learner, and why you should always be ...