The podcast delves into Virgil Abloh's impact on luxury rap, open-source fashion, and his relationship with Kanye West. It discusses his 3% rule, legacy, controversies, and how he reshaped the industry with brands like Pyrex Vision and Off-White.

Zack O'Malley Greenburg discusses Kanye West's journey in the fashion industry, from Nike to Adidas and Gap. They delve into the highs of Yeezy becoming a billion-dollar brand, the controversies, and the independent future of Yeezy.

Clive Davis, a legendary figure in the music industry, discusses his remarkable journey from law to music and the pivotal moments that shaped his career, including signing Janis Joplin. Author Zack O'Malley Greenburg joins him to delve into the contrasting hits and scandals of the industry, like Whitney Houston's iconic 'Higher Love' and the Milli Vanilli controversy. They also explore the balance of creativity and business, the evolution of music controversies, and how Davis's legacy continues to influence the contemporary music landscape.

Zack O'Malley Greenburg, a former Forbes journalist known for his insights in the entertainment industry, joins to uncover the dynamic journey of 50 Cent. They discuss his evolution from a tough upbringing and early mixtapes to becoming a cultural and business powerhouse. The conversation dives into the significance of rivalries, such as his with Jay-Z, and explores his revolutionary Vitamin Water deal that reshaped celebrity investments. Ultimately, they highlight how 50 Cent's unique blend of calculated humor and authenticity has defined his enduring success.

Zack O'Malley Greenburg discusses Diddy's business ventures amid controversies. Topics include partnerships, brand speculation, Revolt's transition, business challenges, music catalog, and implications of celebrity controversies on brand partnerships.