Tyler, The Creator is having the career year of a lifetime. He kicked it off by releasing an impromptu freestyle called "Sag Harbor" on Christmas Day, which was likely a victory lap for his already-impressive 2025. On the track, Tyler talks about shopping for mansions in the Hamptons, turning his idols into rivals, and trying to land a record deal worth $100 million.
The level of success is a new reality for the 34-year-old musician, producer, and fashion entrepreneur, who was once labeled as a "cult" artist because of his dedicated fanbase. 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 album Chromakopia over the past year, Tyler became one of the biggest artists in the world.
He released a 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. 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 the Timothée Chalamet-led movie Marty Supreme, which was recently nominated for nine Academy Awards, including Best Picture.
Tyler's career is following a blueprint for what he calls "the OutKast edge"—named for the 1990s hip-hop duo of André 3000 and Big Boi, who built a massive fanbase through their high fashion, Afrofuturism, and music. Tyler has created content for likeminded outsiders, built audiences on independent platforms, and played the long game rather than chasing quick wins.
Those skills have been apparent since his teenage years as the unofficial leader of Odd Future, a Los Angeles-based hip-hop collective that counted among its early members Frank Ocean, Earl Sweatshirt, and The Bear star Lionel Boyce. In addition to music, the group launched a prank show called Loiter Squad, produced by the company behind Jackass.
Tyler brought the same provocative, chaotic self-expression into his solo career in 2009 with the mixtape Bastard, then broke into Billboard's top five with his studio albums Goblin (2011), Wolf (2013) Cherry Bomb (2015) and Flower Boy (2017). He finally hit No. 1 with 2019's Igor, and the following year, at 28, was recognized in Forbes' 30 Under 30 Music category.
That creative and entrepreneurial spirit led to the launch of Golf Wang in 2011, at just 20 years old. The apparel company sells premium-priced streetwear inspired by Tyler's own loud fashion, collaborating with brands such as Converse, Lacoste, Louis Vuitton as well as non-clothing brands, including Jeni’s Ice Cream, Arizona Green Tea, and Super73 e-bikes.
In the fall of 2012, he was among the first artists to organize his own live event, bringing around 2,000 fans together for the inaugural "OFWGKTA Carnival" in the parking lot of a small venue in Downtown Los Angeles. Over time, the event has grown into the Camp Flog Gnaw Festival (its name spells Golf Wang in reverse), which sold out Dodger Stadium for two consecutive days in 2025.
Yet no matter how popular and mainstream Tyler becomes, his fans have maintained their outsider spirit. When Drake appeared as a surprise guest to perform at Camp Flog Gnaw in 2019, then arguably the biggest musician on the planet, fans booed him off the stage, having convinced each other online that the surprise was going to be ex-Odd Future member Frank Ocean.
"That always stood out to me as, Okay, he's attracting a disparate fanbase," says Dan Runcie, founder of hip-hop focused research group Trapital. "And that speaks to why his festival has lived on in a time where many festivals didn't make it post-pandemic, or artists who have tried them and it didn't quite work."
In conclusion, Tyler's career is a testament to the power of creativity, entrepreneurial spirit, and loyalty.
The level of success is a new reality for the 34-year-old musician, producer, and fashion entrepreneur, who was once labeled as a "cult" artist because of his dedicated fanbase. 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 album Chromakopia over the past year, Tyler became one of the biggest artists in the world.
He released a 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. 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 the Timothée Chalamet-led movie Marty Supreme, which was recently nominated for nine Academy Awards, including Best Picture.
Tyler's career is following a blueprint for what he calls "the OutKast edge"—named for the 1990s hip-hop duo of André 3000 and Big Boi, who built a massive fanbase through their high fashion, Afrofuturism, and music. Tyler has created content for likeminded outsiders, built audiences on independent platforms, and played the long game rather than chasing quick wins.
Those skills have been apparent since his teenage years as the unofficial leader of Odd Future, a Los Angeles-based hip-hop collective that counted among its early members Frank Ocean, Earl Sweatshirt, and The Bear star Lionel Boyce. In addition to music, the group launched a prank show called Loiter Squad, produced by the company behind Jackass.
Tyler brought the same provocative, chaotic self-expression into his solo career in 2009 with the mixtape Bastard, then broke into Billboard's top five with his studio albums Goblin (2011), Wolf (2013) Cherry Bomb (2015) and Flower Boy (2017). He finally hit No. 1 with 2019's Igor, and the following year, at 28, was recognized in Forbes' 30 Under 30 Music category.
That creative and entrepreneurial spirit led to the launch of Golf Wang in 2011, at just 20 years old. The apparel company sells premium-priced streetwear inspired by Tyler's own loud fashion, collaborating with brands such as Converse, Lacoste, Louis Vuitton as well as non-clothing brands, including Jeni’s Ice Cream, Arizona Green Tea, and Super73 e-bikes.
In the fall of 2012, he was among the first artists to organize his own live event, bringing around 2,000 fans together for the inaugural "OFWGKTA Carnival" in the parking lot of a small venue in Downtown Los Angeles. Over time, the event has grown into the Camp Flog Gnaw Festival (its name spells Golf Wang in reverse), which sold out Dodger Stadium for two consecutive days in 2025.
Yet no matter how popular and mainstream Tyler becomes, his fans have maintained their outsider spirit. When Drake appeared as a surprise guest to perform at Camp Flog Gnaw in 2019, then arguably the biggest musician on the planet, fans booed him off the stage, having convinced each other online that the surprise was going to be ex-Odd Future member Frank Ocean.
"That always stood out to me as, Okay, he's attracting a disparate fanbase," says Dan Runcie, founder of hip-hop focused research group Trapital. "And that speaks to why his festival has lived on in a time where many festivals didn't make it post-pandemic, or artists who have tried them and it didn't quite work."
In conclusion, Tyler's career is a testament to the power of creativity, entrepreneurial spirit, and loyalty.