OsamaSon

Biography

Amari Deshawn Adham Middleton (born May 20, 2003), known professionally as OsamaSon, is an American rapper, songwriter and record producer. A member of the 2020s underground rap scene, he rose to prominence with his singles "Cts-V" and "Troops×troops2 June 2023 · SingleSpotify (search)YouTube Music (search)Tracklist · 1 track1troops2:19", which gained traction online in early 2023. That same year, he released his debut mixtape, Osama Season×Osama Season21 July 2023 · Studio albumSpotifyYouTube Music (search)Tracklist · 12 tracks1Leh Go1:452Werkin2:023Vlone1:244Summer Sixteen2:075Anti2:246Lil O2:127X & Sex0:578Kutta2:229Lambtruck1:4610Dont Let Looks Fool1:2611Pipeup1:3912Troops2:19, and his debut studio album, Flex Musix×Flex Musix8 December 2023 · Studio album · Mixtape/StreetSpotifyYouTube Music (search)Tracklist · 17 tracks1Blonde2:252Baghdad2:033All Star2:024For da Flex1:585Worst Part2:296Trenches1:577Nothing2:1083x1:339Boss Up2:4010Kills4:0811Kome Thru2:2012Me When1:5913Uno1:5014Str8 Flexin1:3815Congrats1:4016Pop1:4917Talking 2 a Ghost2:03. In 2025, he released two studio albums, Jump Out×Jump Out24 January 2025 · Studio albumSpotifyYouTube MusicTracklist · 18 tracks1Southside2:122Fool2:053GTFO The Room2:204Made Sum Plans2:075Break Da News1:396Room 1561:537Jumpout1:428Going Dumbo1:529She Need A Ride1:4510New Tune1:5311Waffle House1:4812I Got The Fye2:3113Insta2:3214Frontin2:1615Mufasa1:4616Ref1:2917The Whole World Is Free1:4418Round Of Applause1:57 and Psykotic×psykotic10 October 2025 · Studio albumSpotifyYouTube MusicTracklist · 17 tracks1Habits3:192Worldwide3:363Addicted2:184Get Away1:405Maag Dump2:376T1932:337FMJ3:098Inferno2:249She woke Up1:5410Function2:1711In It2:4512yea i kno2:0613Whats Happening2:1014Its a Party2:1615Gintama2:0716Guap Man2:4817Victory Lap2:30, both of which entered the Billboard 200.

Early life

Amari Middleton was born on May 20, 2003 and raised in Goose Creek, South Carolina, and Columbus, Ohio. His uncle, a geechee musician, taught him how to produce music using FL Studio. In high school, he began producing instrumentals influenced by musicians such as Chief Keef, NLE Choppa, Summrs, and Kankan under the name Damn 4K. Middleton attended Goose Creek High School, where played football in his freshman year and played on the basketball team until his sophomore year. He graduated from Goose Creek in 2021.

2020–2023: Career beginnings and breakthrough

OsamaSon began making music in 2020 under the name PradaUMari. By 2021, he adopted his current stage name and released the mixtapes Vengeance and Carnival. In early 2023, the collaborative projects Osamavrt and 2 Slime preceded the release of the EP Bad Habits. On April 7, OsamaSon's breakout single, "Cts-V", was released and began gaining traction online. His music was further popularized by Internet personalities such as BruceDropEmOff, who played OsamaSon's songs on his live streams.

2023–2024: Osama Season and Flex Musix

On June 2, 2023, OsamaSon released "Troops×troops2 June 2023 · SingleSpotify (search)YouTube Music (search)Tracklist · 1 track1troops2:19", the lead single from his debut mixtape, Osama Season×Osama Season21 July 2023 · Studio albumSpotifyYouTube Music (search)Tracklist · 12 tracks1Leh Go1:452Werkin2:023Vlone1:244Summer Sixteen2:075Anti2:246Lil O2:127X & Sex0:578Kutta2:229Lambtruck1:4610Dont Let Looks Fool1:2611Pipeup1:3912Troops2:19; like "Cts-V". 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. In October, he embarked on the Next Gen Tour alongside fellow rappers Kankan, Summrs, Highway, and the producer F1lthy. OsamaSon released his debut studio album, Flex Musix×Flex Musix8 December 2023 · Studio album · Mixtape/StreetSpotifyYouTube Music (search)Tracklist · 17 tracks1Blonde2:252Baghdad2:033All Star2:024For da Flex1:585Worst Part2:296Trenches1:577Nothing2:1083x1:339Boss Up2:4010Kills4:0811Kome Thru2:2012Me When1:5913Uno1:5014Str8 Flexin1:3815Congrats1:4016Pop1:4917Talking 2 a Ghost2:03, on December 8.
On February 16, 2024, OsamaSon released Flxtra, the six track deluxe edition of Flex Musix. 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. In May 2024, he released 3vil Reflection, a collaborative album with Glokk40Spaz. On November 5, 2024, OsamaSon embarked on the Wish You Were Here Tour spanning across Canada, London, and Thailand. The tour concluded at Rolling Loud Thailand on November 22, 2024.

2025–present: Jump Out and Psykotic

On January 24, 2025, OsamaSon released his third studio album, Jump Out×Jump Out24 January 2025 · Studio albumSpotifyYouTube MusicTracklist · 18 tracks1Southside2:122Fool2:053GTFO The Room2:204Made Sum Plans2:075Break Da News1:396Room 1561:537Jumpout1:428Going Dumbo1:529She Need A Ride1:4510New Tune1:5311Waffle House1:4812I Got The Fye2:3113Insta2:3214Frontin2:1615Mufasa1:4616Ref1:2917The Whole World Is Free1:4418Round Of Applause1:57, to critical acclaim from publications like Pitchfork. A deluxe version of Jump Out featuring two extra songs was released 4 days later on the 28th, and the album was his first to chart on the Billboard 200, peaking at number 151 on February 8. OsamaSon embarked on a tour in support of the album from March to May. Later in the year, he began teasing a new project titled Psykotic, which became his third studio album. On August 20, 2025, OsamaSon announced The Psykotic Tour, accompanying the album. The tour began on October 16, 2025, in St. Louis, and ended on December 20, 2025, in Vancouver. Following the tour announcement, OsamaSon released the official track list for Psykotic on October 2. Five days later, on October 7, 2025, RapCaviar collaborated with Osama’s alternate Instagram account on a post featuring a picture of a CD announcing the release date to be on Friday, October 10. On that date, OsamaSon released the album, which features seventeen tracks and one feature from the rapper, Che. In May 2026, LiveNation announced Osamason's Psykturnal Tour, with nine dates across Europe and three dates in Australia. On May 20, 2026, his 23rd birthday, OsamaSon released "Off That!×off that!20 May 2026 · ReleaseSpotify (search)YouTube Music (search)Tracklist · 1 track1off that!2:20", rumored to be the lead single of his rumored upcoming album Nocturnal. On August 26, 2026, OsamaSon was featured on the track "Vamp City" alongside Ken Carson off his reissue Cartunez.

Artistry

OsamaSon has been compared to a number of his contemporaries, including Chief Keef, Playboi Carti, Destroy Lonely, Ken Carson, Future, and the late Speaker Knockerz. 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; his musical style was described as "woozy, discombobulating, and sometimes suffocatingly layered" by Leor Galil of the Chicago Reader. OsamaSon has said the biggest influences on his music are Duwap Kaine, Speaker Knockerz, and Lil B.

Personal life

The name OsamaSon is derived from his father's name, Osama. OsamaSon has also dabbled in the modeling industry, with him landing a Balenciaga campaign for the summer of 2026.

Studio albums

Flex Musix (2023)
Jump Out (2025)
Psykotic (2025)

Headlining

Flex Musix Tour (2024)
Wish You Were Here Tour (with 1oneam) (2024) (Later renamed to Going Dumbo Tour)
Going Dumbo Tour (2024)
Jump Out Tour (with 1oneam and ohsxnta) (2025)
Psykotic Tour (2025)

Co-headlining

Next Gen Tour (with Kankan, Summrs, F1lthy, and Highway) (2023) (Cancelled)