Oscar-winner Da’Vine Joy Randolph joins Chelsea to discuss the tea on Shakespeare, how to develope emotional fortitude early, and why she’ll never bring a man onto the red carpet. Then: The girls break up no fewer than two engagements. A traveler gets dumped by his boyfriend just before their European getaway. A corporate drone is desperate to get out of the office and into the great outdoors. And a May-December relationship is nearing its end… just not nearly fast enough.

*

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 not act 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.

Elizabeth Olsen joins Chelsea to chat about why she swims naked every morning, her thoughts on reincarnation, and why she’s the perfect woman for a man with a fish pic in his bio. Then: A guncle wants to help his niece steer clear of becoming a Mean Girl. A single mom struggles to connect on the apps. And a young lawyer can’t get her man to commit - so she’s stuck paying double rent.

*

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 not act 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.

Chelsea and Catherine get an update from a caller whose bestie is about to be barefoot and pregnant. Then: A boyfriend struggles with asking his partner to open things up.

*

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 not act 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.