The surprise release of Tyler, The Creator’s freestyle “Sag Harbor” on Christmas Day was a clear victory lap for his triumphant 2025. On the four-minute track, Tyler talks about shopping for estates in the Hamptons, turning his idols into rivals, and trying to land a $100 million record contract. “I’m on the road to doing stadiums next,” he raps. “But y’all keep counting me out, like what’s the cheat code?”

That level of success is a relatively new reality for the 34-year-old musician, producer and fashion entrepreneur, who was labeled early in his career as a “cult” artist because of the small, rabid fanbase he developed just outside of hip-hop’s mainstream. After selling an estimated $175 million in tickets to more than 90 sold-out arenas in North America, Europe and Asia while touring for his late 2024 Chromakopia album over the past year, Tyler became one of the biggest artists in the world. He released an additional mixtape mid-tour, Don’t Tap The Glass, which claimed its own No. 1 spot on the Billboard charts. Now both albums are nominated at this Sunday’s Grammy awards—Don’t Tap The Glass for Best Alternative Music Album and Chromakopia for Best Rap Album and, for the first time in his career, Album of the Year. And last November, Apple Music named him Artist of the Year.

From his music alone, Forbes estimates Tyler earned $53 million before taxes and fees in 2025, placing him at No. 13 on the list of highest-paid musicians in the world. And that doesn’t count his other entrepreneurial ventures, including the clothing brand Golf Wang and his music festival Camp Flog Gnaw, or his supporting role in........

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