Going Deep S2E7: Best Friend Zone with Lisa Gilroy & Hannah Pilkes

September 18, 2025

This week, Dr. Deep (Lily Sullivan) helps best friends Teenie Deenerson (Lisa Gilroy) and Alana Bottoms (Hannah Pilkes) work through their traumatic family losses, hanger-on husband, and lack of romantic chemistry to confront their obsessive co-dependency (or Dr. Deep’s own jealousy).

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Going Deep S2E8: Business Partner Pedantry with Ego Nwodim & Heidi Gardner

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Going Deep S2E6: Over-Attachment Theory with Mary Holland & Stephanie Allynne

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Going Deep S2E5: Sisterly Psychosis with Tien Tran & Peter Kim

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1 year ago This week, Dr. Deep (Lily Sullivan) works with twin sisters Baskin (Tien Tran) and Robbins (Peter Kim) to dig into…

Going Deep S2E4: Malcontent Misogynist with Natalie Palamides & Chad Damiani

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1 year ago This week, Dr. Deep (Lily Sullivan) is joined by Megan (Natalie Palamides) and Derek (Chad Damiani) as they cover Derek’s…

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