If you could choose just sixteen moments to define your entire life, what would they be? Cass Wheeler has seen it all - from the searing heights of success, to earth-shattering moments of despair. She has known passion, envy, pride, fear, and love. She has been a daughter, a mother, a singer, a lover. A musician born in 1950, Cass is now taking one day to select the sixteen songs in her repertoire that have meant the most to her. And behind each song lies a story - from the day her mother abandoned her, to her passionate first love, to the moment she lost everything. The dreams, the failures, the second chances. But what made her disappear so suddenly from her public life and, most importantly, can she find her way back?