Career pathways in high performance sport include a number of emotionally resonant transitions. Sport systems must be able to effectively support the athlete’s endeavors to negotiate such challenges. This study investigated qualitatively the experiences of Olympic athletes who took part in a three-tier, post-games career transition support program. The aim of the program was to increase athletes’ coping resources to successful negotiate the post-Olympic period. Ten athletes who participated in the program were recruited to participate in semi structured individual interviews. Directed content analysis was employed to identify key themes in the data. Athletes perceived two components of the program as particularly helpful, the normalization of the emotional and psychological challenge of the post Games period and the use of problem focused coping to redirect athlete focus to the future. The findings from this study provide a preliminary framework for the planning of future post-Games career transition support programs.