Podcast Episodes

Mona Chalabi

The extraordinary journalist Mona Chalabi wins everyone over with her deep intellect and even deeper compassion. Mona is a catalyst for the group's m…

4 years, 1 month ago

Shay Mitchell

Shay Mitchell (Pretty Little Liars, YOU, Dollface) reunites with Penn for a delightful conversation on vision boards, manifesting, mama bear-ing, and…

4 years, 1 month ago

Chace Crawford

Chace Crawford stops by and opens up about frosted tips, heartbreak, and being "okay" at football (this is disputed; we've heard he's quite good). He…

4 years, 1 month ago

Evan Rachel Wood

Penn squirms while Evan Rachel Wood reads entries from her tween diary — revealing their mutual crush on each other. Evan delights the gang by recall…

4 years, 1 month ago

Ayo Edebiri

Writer, comedian, actress, and The Bear star Ayo Edebiri charms the crew with stories of first periods and missed Leonardo DiCaprio encounters.

Want …

4 years, 2 months ago

Amy Schumer

Amy Schumer reads an entry from her middle school diary, dishes on her first breakup, and gets real about love and postpartum vulnerability. 

Want to…

4 years, 2 months ago

Jenna Ortega

Jenna Ortega gets refreshingly candid about representation, body image, and therapy, and spills the deets on what it was like working with Tim Burton…

4 years, 2 months ago

Rainn Wilson

Rainn Wilson regales the group with stories of heartbreak, courage, and finding your footing when you *really* don't fit in. The cherry on top: he si…

4 years, 2 months ago

Tati Gabrielle

Sophie and Nava swoon over Penn's YOU Season 3 castmate, Tati Gabrielle, while Penn tries (unsuccessfully) to keep them grounded. Tati opens up about…

4 years, 3 months ago

Drew Barrymore

Drew Barrymore joins the crew to share hilarious and heartfelt stories about her turbulent adolescent years in the spotlight. They marvel at the powe…

4 years, 3 months ago