The success of an athletic program is often defined by wins and losses. According to the sporting success framework (De Bosscher et al., 2006) as well as the athlete development literacy (ADL) model (Livengood et al., 2015), athlete development contributes to athletic achievement. The purpose of this study is to investigate the relationship between athlete development personnel resources and winning success at NCAA Division I institutions. A total of 150 universities were included in this study. Utilizing the ADL model (Livengood et al. 2015) of personal and player development literacies, athletic department personnel selected for this study included: academic advisors, athletic trainers, doctors, learning specialists, nutritionists, mental health professionals, physical therapists, sport psychologists, as well as strength and conditioning coaches. Winning success was measured using the final 2017-18 Learfield IMG Directors’ Cup standings (Directors’ Cup, 2019). The results suggest that athletic trainers, learning specialists, and sport psychologists significantly contribute to winning success. As such, athletic departments should appropriately invest in athlete development specialists.