Jay-Z — Roc Nation, D'Usse, Tidal & Beyond

Forbes declared Jay-Z hip-hop's first billionaire in 2019, a title driven by his sprawling portfolio: Roc Nation, representing stars like Rihanna and Kevin Durant; Armand de Brignac champagne (sold 50% to LVMH for $300 million); D'Usse cognac, generating over $100 million in annual revenue; a $75 million pre-IPO stake in Uber; and co-ownership of the Brooklyn Nets. His 14 Grammys are impressive, but his $2.5 billion net worth stems almost entirely from ventures far beyond music, outperforming #1 Dr. Dre's business earnings by more than 3x.