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

March 13, 2026 16 mins

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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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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Need some advice from Chelsea? Email us at DearChelsea...

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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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Need some advice from Chelsea? Email us at Dea...

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

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Chelsea and Catherine get a long-term update from a polygamist’s sister, and a couple calls in precisely because they have no problems.

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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...

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January 15, 2026 60 mins

Drag superstar Monét X Change joining Chelsea to talk about the best party drugs, the scourge of bunions, and everyone’s favorite subject: boofing.  Then: A listener’s inheritance has everyone passing by with their hand out.  A deadbeat dad wins the lottery.  And a friend of Monét’s needs advice on their out-of-drag career.

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Need some advice from Chelsea? Email us at DearChelseaPodcas...

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January 8, 2026 44 mins

Kaitlin Olson (Hacks, High Potential, It’s Always Sunny in Philadelphia) joins Chelsea to chat about juggling 3 shows at once, forcing her husband Rob Mac to fall in love with her, and why balls are funny… until they’re not.  

Then: A postal worker can’t jibe with girls her own age and finds happiness in may-december friendships.  An ex-wife struggles to name a newborn.  And an ex-stripp...

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Chelsea and Catherine get an update from a caller who married his longtime love and assess a friend-zoning situation.

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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 opinions of iHeartM...

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January 1, 2026 57 mins

Kumail 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 deal breaker is just the tip of the iceberg in one man’s troubled relationship.  And tension around tipping leads to an embarrassing situation for a restaurant’s regular. 

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Need some advice from Chelsea? Em...

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December 25, 2025 51 mins

Actress 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 cult leader.  Then: A baby actor struggles to leave his family to pursue his career.  A stepmom struggles to connect with her stepdaughter after a sibling is born.   And a sister’s tactless behavior results in an awkw...

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Chelsea and Catherine talk with a couple exploring the foster system… for the second time.  

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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 opinions of iHeartMedia or ...

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