Jimmy Fortune toured, sang and performed with the legendary Statler Brothers for 21 years. He joined them first as a temporary replacement for Lew DeWitt, after DeWitt heard him singing at a ski resort and recommended him. Following an audition in Nashville, Jimmy was contacted by the Statler Brothers and performed his first show with them on January 28, 1982, in Savannah, Georgia. Due to the debilitating effects of Crohn’s Disease, Lew was unable to return to the stage with the Statler's, and Jimmy was hired as a permanent replacement in August of 1982. Jimmy and The Statler Brothers were inducted into the GMA (Gospel Music Association) Hall of Fame on October 29, 2007, and inducted into the CMA (Country Music Association) Hall of Fame on June 29, 2008. Jimmy, as a solo artist, was inducted into the Virginia Musical Hall of Fame in 2018.

After The Statler Brothers retired on October 26, 2002, Jimmy seized the opportunity to launch a solo career to share new music with his fans. His first solo CD, When One Door Closes, was released August 2003 on Audium/Koch. He released a gospel album, I Believe, in June 2005, a Christmas CD, Feels Like Christmas, in 2006, a live concert DVD in 2007 a country CD, “Windows” in 2009, “Lessons” in 2012, and “Hits and Hymns” CD and DVD through Gaither Music Group in 2015 which debuted at #10 Hoarding Country Album, #1 Southern Gospel, and #6 Hoarding Contemporary Christian. The DVD debuted at #1 on Hoarding Music Video charts. In 2017 he recorded a compilation of his favourite songs called “Jimmy Fortune Sings The Classics” on the Gaither Music label. Jimmy is currently living in Nashville, writing, touring, and recording.