Miley Cyrus on becoming an acclaimed musical artist and the way Hollywood treats child actors.
Don Cheadle opens up about his evolution as an aspiring jazz musician and his early theater work.
Kelly Clarkson reflects on her struggles as a young singer and her meteoric rise to stardom.
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.
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.
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.
Nick Cannon talks about stand-up, becoming a TV executive in his teens and his growing family.
Bryan Cranston and Kevin discuss their relationships with their fathers and fatherhood.
John Travolta discusses his career and what helped him weather personal and professional setbacks.
Ice Cube on his love of comedy, hiring Black comedians for his films and his role as an activist.
Jay Leno shares his stories of navigating Hollywood and his long tenure at "The Tonight Show"
Pete Davidson opens up about his relationship withthe media and learning to handle public scrutiny
Jay-Z talks about the strategies he used to make his journey from street hustler to a global brand
Chris Rock reflects on stand-up, his movie career and the long history that he shares with Kevin.
Mark Wahlberg shares wine, his own tequila brand and tales from his storied career.
Kevin's close friend Tracee Ellis Ross shares her evolution from being the "daughter of Diana Ross" to her own remarkable career as an acclaimed comedic actress and the lessons she's learned along the way.
Boxing legend Mike Tyson sits down with Kevin and shares how he overcame his troubled past and his continual quest to learn and grow.
Rapper Saweetie joins Kevin for an illuminating chat about mental health, fame and her determination to expand her hip-hop success into a media company.
The multi-hyphenate media mogul and studio owner stops by Kevin's wine cellar to reveal the hard work, risk-taking and luck that led him to create an entertainment empire.
Kristen Stewart discusses her wild ride from child actor to the worldwide recognition from the "Twilight" movies and her family's influence on keeping her grounded.
"Shang-Chi and the Legend of the Ten Rings" actor Simu Liu recounts his meteoric rise to fame from struggling actor to global star in the world of Marvel superheroes.
Animator, writer, actor, singer and producer Seth MacFarlane joins Kevin to explain his many roles in the entertainment business, his creative process and why he thinks a lot of his success came down to luck and timing.
Sofia Vergara brings the heat in a lively conversation about her head-turning role on "Modern Family" and the entrepreneurial mindset shaping the next chapter of her career.
John Cena visits the wine cellar and reminisces on his humble beginnings, his path to the WWE and Hollywood stardom.
The legendary Dr. Dre gets personal during a deep dive into his prolific career, the evolution of hip-hop and the methodology behind his music.
Will Ferrell brings laughter to Kevin's wine cellar as he recalls the heyday of SNL, his most memorable scene partners and what's next on his bucket list.
Issa Rae joins Kevin for an intimate conversation about her meteoric rise from YouTube stardom to becoming a media mogul.
Billionaire philanthropist Mark Cuban shares his biggest tips for succeeding in business while reflecting on the decisions that changed his life and the importance of family.
Comedian Bill Maher joins Kevin for a no-holds-barred conversation about the intersection of comedy and politics and what it's like to open for Diana Ross.
J. Cole ruminates on his creative process, his undying love of basketball and how the power of meditation has shaped his life.
Dwayne Johnson trades barbs with Kevin while reflecting on his metamorphosis from wrestling superstar to box-office behemoth, his business mindset and the importance of giving back to his community.
Will Smith opens up to Kevin about the pursuit of happiness, turning 50 and the film roles that had a profound impact on his life.
