Bossman has been played on NTS in shows including Circadian Rhythms w/ LAST JAPAN, ESCHA, MIDWIFE & AUSSCHUSS, featured first on 16 March 2017. Songs played include Walk The Walk, Lay Off The Rocks and Different.

In Early August 2007, Bossman left Virgin Records right after their deal with Capital Records, Bossman signed a $2.5 million-plus deal with Sony Records under the Sony Urban Music label, later after he signed, Bossman announced that his long awaited major debut album version of this 2004 Baltimore Underground album "Law & Order" will be officially released in Mid December 2007. While He's got his fans getting ready for his album, he released a Pre-album CD entitled End Of Discussion which is only found in Baltimore stores only. Five Days after End Of Discussion released, it then went on Datpiff as a free download. End Of Discussion also came with another mixtape called The Overdose which was by N.E.K member Dollars. Recently, Bossman featured on the song "Rain" With Myspace Records artist Jeremy Greene. The Single released on the iTunes store July 22, 2008 and its Bossman's first major guest appearance since "A-Yo!" was released. Also on Bossman's track featuring Raheem Devaughn entitled " I Wonder" he states that he closed his deal with Myspace Records becoming an official artist of the label. Myspace Records is distributed by powerhouse music label Interscope. A music video for the song was then recorded by Sleeping Giant Media and was released on August 26, 2008 on Sleeping Giant's YouTube page making it Bossman's first music video. On April 14, 2009, MySpace Records officially released "Break Me Off" on Amazon MP3 and the iTunes store as his first single for his upcoming album "Home Of The Wire" (The Re-Up). Bossman has also released two new mixtapes. The first mixtape was called ATM: After These Messages and the second mixtape was called Street Kings.

Bossman is the original name of grime MC Bossman Birdie.

Bossman is also the original name of unrelated grime MC and producer DJ Bossman AKA Perempay.

Bossman is a post-punk band that released a self-titled album in 2011.