Neal Brennan, a comedian, writer, and director renowned for his work on Chappelle's Show, joins Trevor and Christiana for a thought-provoking chat. They dive into how familial dysfunction fuels their comedy and the complex relationship between personal struggles and humor. Neal reflects on his chaotic upbringing in a large family and the emotional burdens of navigating family dynamics. The conversation also tackles the modern evolution of comedy amidst wellness culture, while sharing heartfelt personal anecdotes and insights on the therapeutic power of laughter.