His love for music led him to join a group that included two of his cousins and his older brother. After splitting, Lyfe continued his interest in music. As stated in the songs "Ghetto Superman" and "More Than A Girl" from The Phoenix, Lyfe lost his father at a young age. Lyfe went to prison for ten years at the age of 14.
In 1992, Lyfe Jennings went to prison for arson. As Jennings refers to many times in his music, he turned his life around while in prison. There, Jennings continued to write music and rekindle his faith in God. Jennings served a little over 10 years behind bars. The numbers "268-192" attached to the end of his debut album represent the identification number he was given while incarcerated. Then Lyfe appeared on Showtime at the Apollo.
With his former-manager and ex fiancé Joy Bounds, Jennings has two sons, Elijah and Phoenix. He also has a daughter with Anita Priestley, Liyah Priestley-Jennings.
While he was imprisoned from September 2010 until early 2012, his ex girlfriend Marquita Goings gave birth to their son Lyfe Michael Jennings on February 23, 2011.