This chapter begins by exploring the different conceptualizations and dimensions of “transfer of training” as they apply to sport. It argues that the gold standard for any sports training technology should be the achievement of high, positive transfer of training to performance during game play/competition. Transfer of training can be defined as the gain in capability for performance of one task as a result of practice on some other task. The first commercial perceptual-cognitive training technologies developed for sports appeared in the early 1980s and essentially involved training with test stimuli that were taken from clinical optometry. A popular paradigm that has been developed to train an athlete’s ability to anticipate the actions of their opponent and make timely and appropriate decisions is the occlusion paradigm. Due to the paucity of well-designed studies assessing transfer for sports training technology it is difficult to identify critical factors that are necessary for producing positive, far transfer of training.