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Dear Chelsea

Dear Chelsea

iHeartPodcasts 333 Episodes Jul 3, 2026

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.

Episodes

Minisode: Get Out of Florida with Chelsea + Catherine Jul 3, 2026 743 Chelsea and Catherine hear from a listener who saw the Signs, and a Floridian is looking to get the hell out. * 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 repres
Bar-Hopping Church with Wanda Sykes Jul 2, 2026 3497 Wanda Sykes joins Chelsea to talk about what she’d do if Ivanka moved in, treating church like bar-hopping, and why she may not be able to top her new special, LEGACY.  Then: A Black woman cringes when going to her white boyfriend’s redneck family get-togethers. A 50-something is laid off but looking forward to what’s next. And a bisexual man worries his lack of experience w
Can You Spell Shenis? with TS Madison Jun 25, 2026 3844 The indomitable TS Madison joins Chelsea to discuss the voice that told her she’d be friends with RuPaul, what it means to be a woman, and why she remains well-endowed.  Then: A caller learns that you f*ck young, date rich.  And a childfree woman can’t shake the guys who *might* want kids.   * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com *
Minisode: Book Recommendations with Chelsea + Catherine Jun 19, 2026 632 Chelsea and Catherine go on a book roundup filled with giants, sisterhood, and the deep, dark woods.  * 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
Hole Out, But Classy with Tana Mongeau Jun 18, 2026 3813 Internet personality Tana Mongeau joins Chelsea to talk about writing a new chapter for yourself, what happens when a party girl stops drinking, and her new podcast, Brand Safe. Then: A fresh nose job has a transwoman seeking celibacy.  And the hunt for a threesome needs to move out of one caller’s own backyard.  * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail
Finding the Plot with Cheri Oteri Jun 11, 2026 3838 Cheri Oteri (Scary Movie 6) is here to chat with Chelsea about the power of a salmon plank, why she left SNL at the right time, and how the former First Lady helped her through her breast cancer diagnosis.  Then: Can you steal a baby name?  A 30-something seeking a burial plot has lost the plot.  And a widow wrestles with a cross-country move after losing her husband.  &nb
Minisode: Poly Kewl with Chelsea + Catherine Jun 5, 2026 820 Chelsea and Catherine discover the origin of the name Ray J and solve geographical conundrums for the polycule.  * 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 no
Alien Encounters with Neil deGrasse Tyson Jun 4, 2026 4009 Astrophysicist Neil deGrasse Tyson joins Chelsea to talk about what little green men might actually look like, how to prove alien life exists, and disclose what Area 51 is REALLY used for.   * 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
Dirtbag Punk with Kerri Kenney-Silver May 28, 2026 3858 Kerri Kenney-Silver (The Four Seasons, Reno 911) joins Chelsea to talk about the many lives she’s led as a frontwoman in a band, an actor and a mom, why Reno 911 is in the Epstein files, and grabbing every opportunity when it came to her.  Then: A new niece has a terrible nickname.  A 30-something investigates her pregnant bestie’s cheating husband.  And a dad is taking
Minisode: A Total Babe with Chelsea + Catherine May 22, 2026 879 Chelsea 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 * 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
Two Tops with Luenell May 21, 2026 2986 The 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 dose her husband with a little Xanax.  A 30-something is curious about sugaring.  And mom-to-be wonders who to tell when her ex goes awol.   * Need some advice from Chelsea?
Mahjong is the New Pickleball with Kevin Kane May 14, 2026 3208 Kevin 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 reader wants to go full-time.  An auntie wants to escape an escape-room birthday.  And a girlfriend is thrown when she learns her boyfriend slipped into her bestie’s DM’s

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