This thesis examines the history of the Second (Ashby's) Tennessee Cavalry Regiment during the American Civil War. The goal is to determine how the Second Tennessee Cavalry contributed to the Confederate war effort. This study will analyze the operations the unit conducted, the tactical tasks it executed, and the outcomes of the regiment's actions. This analysis will be used to determine if the regiment was effective at executing its assigned missions and if it aided Confederate commanders in achieving desired effects on the battlefield.