The road-trippers interview a youth organizer for the Children's Defense Fund in San Francisco.
The road-trippers' search for wisdom continues in San Francisco, where they interview Roy Remer, a volunteer coordinator at the Zen Hospice Project, who uses Buddhist principles to serve the emotional needs of the terminally ill. Roy reflects on the difficulty of letting go, and encourages the road-trippers to practice saying goodbye to the various stages of life in order to grow into the next version of themselves. Next, the road-trippers talk the importance of self-reflection with Omar Cardenas, a youth organizer for the Children's Defense Fund. Omar's personal transformation from troubled high school dropout to empowering mentor inspires Tele'jon, who aspires to do similar work. Later, a drive to Los Angeles lands the road-trippers at the doorstep of Ian Harvie, a transgendered stand-up comedian whose self-deprecating brand of humor hilariously tackles issues of gender identity and societal expectations. Ian discusses his challenge-filled journey of self-acceptance, stirring up powerful emotions in Olivia. The road-trippers ultimately leave the interview feeling more resolute in their identities and determined to live their lives in a way that's true to themselves.