Cassandra Dee, a stand-up comic, candidly navigates her battles with depression and suicidal thoughts, using humor to transform pain into connection. She shares stories about bullying, bad dates, and therapy failures, questioning if her jokes might cross a line. Caitlin Gill brings a hilarious tale of a life-altering accident involving a minivan, reflecting on body image and self-acceptance. Together, they illustrate how laughter can be a powerful tool for healing and understanding mental health struggles.