Dear Chelsea

Dear Chelsea

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. Do you need advice from Chelsea? Send us your question at: DearChelseaPodcast@gmail.com

Episodes

April 16, 2026 58 mins

Mary 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 friend just wants to see her bestie’s baby. A small-town barista wonders if she should shelve dating for a while.  And a business badass struggles with timing for building her family.

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Catch Mary Elizabeth on Netflix&rs...

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Chelsea 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 shoes.

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

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Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

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The views and opinions expressed are solely those of the Podc...

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April 9, 2026 66 mins

Actor and Producer David Oyelowo joins Chelsea to talk about mispronouncing Oprah’s name, preparing for a character who suffered through solitary confinement in his new movie NEWBORN, and the kindness of good friends. Then: A sheltered 30-something is ready to date, but doesn’t know the rules.  And a new mom prepares to leave her toxic marriage. 

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April 2, 2026 55 mins

Actress Camila Morrone (The Night Manager, Daisy Jones and the Six) joins Chelsea to chat about working with women showrunners, how she learned to love horror, and what it’s like getting new siblings as an adult.  Then: A dad behaving badly online might get him banned from his kid’s wedding.  A mom wonders if she should reach out to her long-lost siblings. And a 30-something gets dumped by ChatGPT.  

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Chelsea and Catherine discuss that *soft launch* on Insta.  And a caller wonders whether she should move stateside amid the strife.  

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

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Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

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The views and opinions expressed are solely those of the Podcast author, or individuals participating in the Podcast, and do not re...

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March 26, 2026 60 mins

Writer and comedian Guy Branum joins Chelsea to chat about pop culture,  polyamory, and their Chelsea Lately days.  Then: A girlfriend is ready for the next step but her parents don’t approve.  A comic loses her following after a dig at *45*.  An ex-boyfriend is curious to know if his man cheated… even though they were open.  

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Find Lindy West&r...

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March 19, 2026 51 mins

Sarah Chalke joins Chelsea to talk about men with fish pics, the politeness of Canadians, and time-traveling back 25 years on the new Scrubs reboot.  Then: A baseball mom tries everything to help her kid succeed.  And a Winnipegger wants to escape the cold… and break her boycott. 

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Check out Jamie Greenberg’s episode of Dear Chelsea here!

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Chelsea and Catherine definitively solve the quandaries of quantum physics, the multiverse, manifestation and reincarnation.  Then: A followup from a daughter who passed judgement too early. 

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Check out That Glasgow Witch here

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

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Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

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The views and opinions expressed are solel...

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March 12, 2026 51 mins

Laura Day joins Chelsea to talk about developing your intuition, manifesting your future, and the real purpose of the Ego.  Then: A new wife wants to take her fertility into her own hands.  A couple fears their looming vacation could make or break them.  And a terrible accident leaves a formerly childfree wife with kids to help raise. 

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Pick up your copy of The Prism here!

And check Laura out at: 

https://...

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March 5, 2026 63 mins

Denis Leary is here to chat with Chelsea about a Kardashian/Jenner flight fiasco, the nun that kicked him out of class, and how he got the ick from smoking after 50+ years. Then: A sister is unsure about spilling the DNA tea she has on her sibling.  A budding comic struggles to get more stage time.  And RFK Jr. terrorizes a listener while working out in jeans. 

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Chelsea and Catherine discuss awkward confrontations with overconfident men. Then: A lesbian couple fights for their relationship amidst the messy parts of new motherhood.

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

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Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

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The views and opinions expressed are solely those of the Podcast author, or individuals participating in the...

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February 26, 2026 73 mins

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 more presents.  And an undersexed wife wants a threesome, but it falls on deaf ears.  

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It’s been 20 years since How I Met Your Mother premiered, and just over 10 years since the finale. Josh Radnor, who played “Ted” for nine seasons teams up with series co-creator Craig Thomas for this episode-by-episode rewatch podcast. For the superfans, HWMYM (listen to the trailer to learn how it’s pronounced) will get into all the secrets, theories, and pineapples, but we'll also use HIMYM – and our...

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February 19, 2026 64 mins

Tim Gunn joins Chelsea to talk about taking no prisoners while fencing, his favorite podcast (👀), and why he’s no longer on Project Runway. Then: A girlfriend and her partner have trouble syncing their sex schedules.  A fashion pro finds out his paycheck isn’t what it should be.  And a caller fighting cancer struggles with how much to give back. 

 

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Chelsea and Catherine get an update from a caller who’s making big moves.  And a bride-to-be has to cut friends from the guest list.

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

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Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

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The views and opinions expressed are solely those of the Podcast author, or individuals participating in the Podcast, and do not represe...

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February 12, 2026 68 mins

Intuitive Laura Lynne Jackson joins Chelsea to talk about universal intelligence, signs from our loved ones who’ve gone before us, and how we’re all interconnected in ways we may never know. Then: A new mom seeks contact with the husband and daughter she lost.  A couple struggle with their desire to pursue a relationship with a surprise sibling.  And a daughter seeks to heal her relationship with her mom, even...

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Scotty James joins Chelsea to talk about why his wife is the CEO of his life, his longtime rivalry and friendship with Shaun White, and argue about why snowboarders are just *cooler*.  Then: An expat in Greece needs to have a money conversation with her new man… but is it too soon? A skier wonders if she should transition to snowboarding.  And a wife-turned-Instagram Girlfriend has lost her love for the slopes.

&nb...

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Chelsea and Catherine get an update about a husband’s sexting ways, and a 20-something wants a baby… but is she ready?

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

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Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

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The views and opinions expressed are solely those of the Podcast author, or individuals participating in the Podcast, and do not represent the opini...

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January 29, 2026 48 mins

Josh Radnor joins Chelsea to talk about the highs and lows of playing one character for a decade, the delights of NYC, and his sober-curious lifestyle.

Then: A newlywed discovers an attempt at cheating while snooping on her husband’s phone.  A sister wonders if she’s third-wheeling with her brother and his girlfriend. And an employee wants to do her job and make out with her boss.  Just a little bit. 

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N...

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January 22, 2026 57 mins

Emilia Clarke joins Chelsea to chat about learning Russian, her road to recovery after two brain hemorrhages, and how to pretend a tennis ball is a dragon. Then: An Argentinean’s messy habits have his boyfriend busy doing cleanup. A girlfriend is crazy about her new guy, but wants to maintain her single identity.  And a newly-sober caller is comedy-curious.

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