The youngest of six siblings, Grigsby was born in Oberlin, Ohio.
In high school, he joined the school choir. After high school, Grigsby moved to Detroit, Michigan and enrolled in school to study computer-aided design.
Grigsby auditioned for the second season of American Idol where he sang “Overjoyed” by Stevie Wonder in the first semi-final group and was one of two contestants from the round to automatically advanced to the semi-finals.
In the finals he sang “How Sweet It Is (To Be Loved by You)” by Marvin Gaye and advanced to the top eleven, where he was eliminated after singing “You Can’t Win” from The Wiz.
On July 21, 2005, Grigsby released, Charles Grigsby, an EP self-titled consisting of six tracks. In 2008 he joined The Croonerz that performed in local venues across northeast Ohio. In September 2010, he then became the lead vocalist in Centric in the Hard Rock Cafe in Pattaya, Thailand.