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Upon receiving his Honorable Discharge, Landry attended Georgia Southern University where he completed his Bachelor's Degree. While at GSU, Landry played with his first band. This was the start of a brand new experience for him. A year later, he was playing with five different bands and doing solo shows as well. After a move to Asheville, a master's degree at East Carolina University, a trip to Korea, then back to Asheville, Landry had joined up with some musicians from Atlanta and was on the road with them every weekend. After moving down to Atlanta, GA from Asheville, Sideways Jump was formed with bassist Ray Dombrowski (an instructor at the Atlanta Institute of Music), drummer Bellian Marshall (formerly of the Ohio Players) and guitarist Dave Redditt (former student at Berklee School of Music).
Presently, Landry is playing many shows with Sideways Jump, solo, and with many different friends. Sideways Jump focuses mainly on Landry's originals. Landry's solo shows feature some originals with a variety of covers ranging from piano greats like Bruce Hornsby, legends like Merle Haggard and Johnny Cash to rock influences such as Pink Floyd and Grateful Dead, while showcasing just about everything in between.