Episode 1

Miley Cyrus joins Kevin Hart in a heart to heart conversation about her journey and development from the child starring as Hannah Montana to the current acclaimed artist she has become.

Episode 2

Don Cheadle opens up about his evolution as an aspiring jazz musician and his early theater work.

Episode 3

Talk show host and music superstar Kelly Clarkson reflects on her struggles as a young singer and her meteoric rise to stardom; Kevin and Kelly compare notes on parenting and the ups and downs of life on the road.

Episode 4

Cameron Diaz stops by the wine cellar for an in-depth talk about why she left show business, the joy of motherhood and her new career as a winemaker.

Episode 5

Taraji P. Henson opens up about her early years pursuing her dream in Hollywood as a single mother and the tough choices she had to make along the way.

Episode 6

Late night comes to the wine cellar as Jimmy Kimmel stops by for a glass of wine and a chat about the twists and turns in his unpredictable career, from his early days in radio to his role as the host of his own talk show.

Episode 7

Nick Cannon talks about stand-up, becoming a TV executive in his teens and his growing family.

Episode 8

Bryan Cranston and Kevin discuss their relationships with their fathers and fatherhood.

Episode 9

John Travolta discusses his career and what helped him weather personal and professional setbacks.

Episode 10

Ice Cube on his love of comedy, hiring Black comedians for his films and his role as an activist.

Episode 11

Jay Leno shares his stories of navigating Hollywood and his long tenure at "The Tonight Show"