Join Ann Guo, a career coach and creator of a coaching chatbot, as she shares her hilarious escapades battling postpartum depression through dares. Morgan Givens, the first openly trans recruit of the D.C. Police Academy, reflects on navigating personal identity while honoring family legacy. Ruby Cooper, a dedicated mother and activist, tells a touching tale about providing her son with an offbeat Christmas gift. Each story is a unique take on the quest for happiness and the unexpected joys in life.