Born in West Africa, Douglas Masters moved to the Chocolate City (Washington DC) when he was 8. After his brother gave him a Doug E Fresh album “The Show” for his 10th birthday and his sister got him tickets to see Run Dmc, LL cool J, The Beastie Boys, EPMD and Rakim, he became enthralled with hip-hop music. Douglas Masters used to break dance in front of his uncle’s shop in DC for money and he started DJing while in Junior high. Raw Daddi and Douglas Masters did a B.R.O.T.H.E.R.S performance when he was 15, and at that moment he made a choice we wanted to become a rapper.

After high school, Douglas Master moved from DC to the west coast. After he finished school, he moved up to Oakland and met back up with his old friend Raw Daddi. Within months he was also good friends with Rotten Robbie, Roc and Dundada. Almost immediately after meeting, a partnership between Douglas Masters and Rotten Robbie formed, and the two of them created the group CyberPunk. This group combined a lo-fi old-school aesthetic with a progressive rock musician's proclivity, and pushed limitations previously held captive in rap music. Douglas masters tried to always stay busy recording. Between 98 and 2003 he not only recorded an unreleased album with Rotten Robbie, but also recorded with Raw Daddi, Organized Elements, Third Eye Movement, and The Game on a DJ K-Slay mix tape. In 2003, CyberPunk officially went their separate ways and Douglas Masters moved back to DC.

After moving, Douglas Masters started his own group, DR. Birthday. This band was something new as they would have at times up to 9 members and all the music was live instrumentation. They began recording with independent DC label Takamashi Moto and performing as often as possible. In 2005, after some time back on the east coast, he found the time to work on his own solo release “FreakBotz” which was also released on Takamashi Moto. A year later, his band released “The Douglas Masters All –Stars Live”, which teamed the band with Matthew Shipp, William Parker, Matt Sparr, John Wegman, Ian Coe, Greg Filardo, Kike Kimo, Don Juan and others from the fringe of hip- hop rock and jazz. Later in 2006, the band was featured on "West End living", a collection of unreleased and hard-to-find tracks.
 
After nearly 5 years apart, Douglas Masters now back with Komplex Records as a solo artist and is working on a new solo album. The album is tentatively titled “Version 5.0”. The album will feature production from Rotten Robbie, Roc and Dundada. His Band DR. Birthday is also preparing an upcoming album which will be released on Tate Entertainment.