While most of his musical projects took place around the Atlanta area, Jackson took a hiatus in Chicago, enrolling at a college in order to study the organ. From the mid-'20s onwards, he was back in Atlanta, his group becoming part of the evening's furnishings at The 81 Theater. Jackson also began working during the day as well, teaching music at both Booker T. Washington High School and Morris Brown College. In the '30s and '40s, he was frequently asked to perform for Roosevelt at the "Little White House" in Hot Springs, Arkansas. There is a famous photograph of a weeping Jackson playing his accordion at Roosevelt's funeral in 1945.
Jackson's bandleading activities continued at a brisk pace through the '50s, often in conjunction with fellow bandleader Ray Snead. In the '60s, Governor Lester Maddox appointed Jackson to the state Board of Corrections, a startling appointment for a Black man in Georgia at that time, especially coming from a politician famed for racism. Jackson had completely retired from performing by the mid-'70s, and died in 1983, two years before he was inducted into the Georgia Music Hall of Fame. ~ Eugene Chadbourne, Rovi