Amari Deshawn Middleton (born May 20, 2003), professionally known as OsamaSon, is an American recording artist and record producer from Goose Creek, South Carolina.

OsamaSon started rapping in mid-2020 under the alias PradaUMari, releasing his first project, Im Da Man, in August of 2021. After releasing a slew of projects throughout 2021 and 2022, exclusively through SoundCloud, OsamaSon would see his first success in the underground scene in April 2023, with the song “cts-v.” He would see similar success with his follow-up single, “Thuggin W My Rounds” the same month.

On March 23rd 2023, OsamaSon would release slime krew on SoundCloud, a song featuring wildkarduno & Smokingskul and produced by perc40. The song is named after their collective, Slime Krew, this group consists of the previously stated and other members such as boolymon, tdf, 1oneam, ohsxnta, and Okaymar.

On July 21, 2023, OsamaSon would release his debut studio album, Osama Season, which would earn him immediate success, thanks to songs such as “Troops,” the album’s lead single released on June 2, 2023, “Kutta,” “Lil O,” and most notably “X & Sex,” getting attention through social media. He landed a record deal with Atlantic Records around the time Osama Season was released.

Since the release of Osama Season, OsamaSon has since continued to release music, with his follow up single, “Trenches,” capturing the same success as his previous singles. OsamaSon has also been seen collaborating with other underground artists, such as Nettspend, Glokk40Spaz, and Slump6s.

On December 8, 2023, OsamaSon released his highly anticipated sophomore mixtape, Flex Musix. OsamaSon would then enter the year 2024 with the release of FLXTRA, the official deluxe to Flex Musix, on February 16.

Throughout the remainder of 2024, OsamaSon would see a big boost in terms of his career and public recognition; he was nominated for the 2024 XXL Freshman Class and earned a spot performing at both Rolling Loud and the Lyrical Lemonade Summer Smash festival. On May 11, 2024, OsamaSon and Glokk40Spaz would surprise release their first collaboration EP, 3vil Reflection, originally exclusively to SoundCloud, but was later released to all-platforms shortly after. The following month, OsamaSon would collaborate with Nettspend on the track “withdrawals.”

After had keeping silent the majority of the year, in November 2024, OsamaSon would continue to capture success thanks to the popularity of the songs “ik what you did last summer”, “just score it,” and “The Whole World Is Free,” all of which gained popularity through TikTok. Entering into 2025, on January 24, OsamaSon would release his third mixtape, Jump Out. The mixtape would end up being a success, debuting at #151 on the Billboard 200, marking this OsamaSon’s first mixtape to debut on the Billboard charts.

On October 10, 2025, OsamaSon released his fourth commercial mixtape, psykotic, his second major release of the year. psykotic would end up being OsamaSon’s highest charting mixtape on the Billboard 200, debuting and peaking at #81, selling 13,000 units.