He became widely known within the underground rap scene after his breakout hits "Cts-V" and "Troops" gained traction online in early to mid-2023; his debut studio album, Osama Season, was released in July 2023.

[3] 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.

OsamaSon has been compared to a number of his contemporaries, including Chief Keef, Playboi Carti,[6] Destroy Lonely, Ken Carson,[8] Future,[9] and the late Speaker Knockerz.

[3] He is known for his experimental sound—dubbed "maximalist rage" by the Fader's Vivian Medithi—which is characterized by a heavy usage of bass and synths;[3][7] his musical style was described as "woozy, discombobulating, and sometimes suffocatingly layered" by Leor Galil of the Chicago Reader.