Haggart details his interest in visual art, his early musical career, his thoughts on Bob Crosby (Bing Crosby's younger brother), his art gallery, his playing style, and includes short performance.

Weddington, a lawyer speaks about her role as Special Assistant to the President, how she got the job, her thoughts on working at the White House, what goes on behind the scenes, her promotion, her predecessor, and how her advise informs the President's decisions.

Bluestone and Hayton discuss their time working with other musicians who wanted to recreate the "Famous Door" on 52nd St in New York City as a musician-owned club, who else contributed, old friends, and old memories or recallable moments from their time with the club.

Boone speaks of her experience with commercials and the lawsuits her father faced as a result of it, her family, the idea that an audience can force an image on an entertainer, and her religious faith. Boone talks about performing, music, and marriage along with her husband, Gabriel Ferrer.

Brill discusses a car accident in which he lost a finger, depression after this accident, his move from music to comedy, his first live performance, his dispute with Merv Griffin, his acting career, his thoughts on then-current comedy and culture.

Brown discusses her life, family, and growing up, her parents' families, and working with different artists.

Brown speaks of her childhood and her life, her career, her father's role in her life, her faith, and her experience being scouted.

Cherry and his wife talk about his life and career as a singer, his early life, his time as a pro golfer, and his life in Las Vegas. Cherry discussed his most famous works, his career and life, as well as what brought him to Las Vegas.