Dear Chelsea

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Latest Episodes:

Guided with Laura Lynne Jackson Feb 12, 2026

Show notes

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 though she passed away. But are the signs already there?

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 the opinions of iHeartMedia or its employees. This Podcast should not be used as medical advice, mental health advice, mental health counseling or therapy, or as imparting any health care recommendations at all. Individuals are advised to seek independent medical, counseling advice and/or therapy from a competent health care professional with respect to any medical condition, mental health issues, health inquiry or matter, including matters discussed on this Podcast. Guests and listeners should not rely on matters discussed in the Podcast and shall notact or shall refrain from acting based on information contained in the Podcast without first seeking independent medical advice.

See omnystudio.com/listener for privacy information.

The Problem with Snowboarders with Olympian Scotty James Feb 05, 2026

Show notes

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.

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.

Minisode: Bender Baby with Chelsea + Catherine Jan 30, 2026

Show notes

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

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.

Making Out with Josh Radnor Jan 29, 2026

Show notes

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.

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.

Ride or Die PONIES with Emilia Clarke Jan 22, 2026

Show notes

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.

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.

Minisode: Lap Time with Chelsea + Catherine Jan 16, 2026

Show notes

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

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.

Just Boof It with Monét X Change Jan 15, 2026

Show notes

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.

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.

A Late Bloomer with Kaitlin Olson Jan 08, 2026

Show notes

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-stripper chases her new dream job - but will her past hold her back?

Check out Redneck Kitty at @redneck.kitty

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.

Minisode: Pikachu vs. Kaslapus with Chelsea + Catherine Jan 02, 2026

Show notes

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

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.

Night Thoughts with Kumail Nanjiani Jan 01, 2026

Show notes

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.

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

Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

See omnystudio.com/listener for privacy information.