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 most open and vulnerable conversation yet, touching ...
27 Jul 20221h
Shay Mitchell
Shay Mitchell (Pretty Little Liars, YOU, Dollface) reunites with Penn for a delightful conversation on vision boards, manifesting, mama bear-ing, and embracing failure on the path to success. She open...
20 Jul 202246min
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 and Penn reminisce on their Gossip Girl days, whil...
13 Jul 202249min
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 recalling the lyrics to Penn’s first love song. Want to s...
6 Jul 202243min
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 to submit a middle school story? Go to www.podcrush...
29 Jun 202246min
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 submit a middle school story? Go to www.podcrushed...
22 Jun 202256min
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 in the upcoming series "Wednesday." Want to submit...
15 Jun 202241min
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 sings! Want to submit a middle school story? Go to ww...
8 Jun 202241min
