Systems and techniques for generating an athletic training program and selecting music for playing during the training program are described. Based on specified parameters, a training program module may generate a customized training program intended to help an athlete reach a goal. In conjunction therewith or independently thereof, a music selection module may generate a music playlist for playing during a training program. Music selection parameters may include training intensity, user speed, user location, user mood, a user's currently performance (e.g., as compared to an expected performance) and the like. The music selection module may select songs from a personal library or a public database of music. Music selection may be made to maximize user motivation/inspiration.