Thursday August 27, 2026
06:00 PM - 11:30 pm
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Lyfe Jennings (born Chester Jermaine Jennings on June 3, 1978) is an American R&B singer-songwriter, producer, and multi-instrumentalist from Toledo, Ohio, known for his gritty, soulful voice and raw storytelling. After serving 10 years in prison for arson as a teenager, he released his debut album, Lyfe 268-192 (2004), featuring hit singles “Must Be Nice” and “Stick Up Kid”.
Key details about Lyfe Jennings:
Early Life & Prison: Born to a working-class family, he started singing in a church choir and later formed a group called The Dotsons. At 14, he was sentenced to 10 years in prison for a firebombing incident.
Musical Style: Often called a “socially minded R&B singer,” his music incorporates his own life experiences, blending soul, gospel, and hip-hop, often featuring guitar, bass, and piano.
Career Highlights: His debut album Lyfe 268-192 is titled after his prison inmate number. Following its success, he released The Phoenix (2006), which was certified Gold, and Lyfe Change (2008).
Television & Personal Life: He appeared on Love & Hip Hop: Atlanta in 2015-2016. He married model Gwendolyn Scharkowski in 2016
21+
Cover: $60.00
