Recent research (e.g., Siegler, 1996) has discovered the important and vital role that variability plays among strategy use and development over time. However, as many researchers have pointed out (e.g., Miller, 1993), the majority of the research addressing this issue has focused on the outcomes, rather than on the potentially more informative aspects of variability, strategy development, and the process of adaptation. In this study, we examined the role of variability during strategy development, utilizing a longitudinal method. Thirteen participants were studied over 3 months as they coached a simulated football team. The results suggest that variability plays a major role in adaptive skill acquisition in a dynamic environment--in the direction, however, opposite to that predicted by previous research done with simple static tasks.