

The Last Thing on the List
Jan 23, 2025
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.
AI Snips
Chapters
Transcript
Episode notes
Roseanne’s Relatability
- Cassandra Dee initially found a sense of normalcy seeing her own family dynamics reflected in the TV show Roseanne.
- This representation, though later disavowed, provided a sense of belonging.
Early Comedy Influences and Insecurities
- Despite loving comedy and being inspired by Margaret Cho, Wanda Sykes, and Mitch Hedberg, Cassandra Dee initially felt apprehensive about performing stand-up.
- She preferred writing for others due to being self-conscious about her appearance.
Humor as a Bridge
- Cassandra Dee used humor to defuse a potentially violent argument with her brother.
- This experience highlighted how comedy could connect them despite their differences.