This chapter examines the career transition program developed for players in the Australian National Rugby League. This program, based on established career and behaviour change theories, was developed for this unique environment to teach career management and decision-making skills to these elite athletes. After describing the career development and working conditions of the professional athlete, the chapter moves to tell the story of the career coach in one Club as she contemplates four early-career athletes she is due to meet that day. She describes the program through the athlete stories and shows how career theory informs this high profile institutional-level career program. Athletic careers often parallel other physically demanding and highly specialized careers. Understanding how an athlete is best supported in their career development could help develop other organizational career management programs in specialized settings.