Rachel Dratch, a legendary comedian from SNL, shares the origin story of her iconic Debbie Downer character, inspired by a group trip to Costa Rica. She reflects on her career journey and experiences on stage. Kevin Cahoon, a Tony-nominated actor, joins the conversation, celebrating Rachel's theater versatility and friendship. They dive into astrology, discussing Rachel's Pisces personality and coping mechanisms for low moments. Plus, Rachel gives a sneak peek into her podcast, Woo Woo, where she explores supernatural stories.