Orlando was formerly a Christian hip-hop singer signed to Cross Movement Records.
Courtney often appeared on the hooks of songs by fellow labelmates, such as FLAME and Da' T.R.U.T.H.
He was expected to release his second album, Life by Stereo, in September 2007; however, it was pushed back to December.
In 2009, Courtney left Cross Movement Records and went independent to work on a new sound.
In September 2024, he announced his departure from Christianity.