2020–2023: Career beginnings and breakthrough
OsamaSon began making music in 2020 under the name PradaUMari. [4] By 2021, he had begun releasing music under his current moniker; his first slew of projects, the EPs I'm Da Man, Vengeance, and Carnival, were released during this time. In early 2023, the collaborative projects Osamavrt and 2 Slime preceded the release of the EP Bad Habits. [3] On April 7, OsamaSon's breakout single, "Cts-V", was released and began gaining traction online. [5] His music was further popularized by Internet personalities such as BruceDropEmOff, who played OsamaSon's songs on his live streams. [3]
2023–present: Osama Season, Flex Musix, and Jump Out
On June 2, 2023, OsamaSon released "Troops", the lead single from his debut studio album, Osama Season; like "Cts-V", the song saw considerable success online. [3] Osama Season itself was released on July 21, with music critics for Pitchfork and the Fader highlighting the tracks "Werkin", "Kutta", "Summer Sixteen", "Anti", and "X & Sex" as standouts from the album. [6] [7] In October, he embarked on the Next Gen Tour alongside fellow rappers Kankan, Summrs, Highway, and the producer F1lthy. [8] OsamaSon released his second studio album, Flex Musix, on December 8. [5]
On February 16, 2024, OsamaSon released Flxtra, the six track deluxe edition of Flex Musix. [9] On February 18, he kicked off the Flex Musix Tour, his first as headliner; the tour concluded with a performance at Rolling Loud California on March 16. [10] [11] On November 5, 2024, OsamaSon embarked on "The Wish You Were Here Tour" spanning across Canada, London, and Thailand. [12] The tour concluded at Rolling Loud Thailand on November 22, 2024.
