Organised school sport is integral to the development pathways of most South African sports. The highly competitive nature of inter-school leagues often prioritises short-term success over long-term player development. The study compared successful and less successful teams in various talent development environments (TDE) and team cohesion variables based on the log position of a high school's tournament (u/15 and u/18 age-groups) and established correlations between these variables. A cross-sectional design was used, and 146 boys (average age: 15.51 +/- 1.23 years) completed the Talent Development Environment Questionnaire (TDEQ-5) and the Youth Sport Environment Questionnaire (YSEQ) before the 2020 Mazinter Cup. The top three u/18 teams had significantly higher TDEQ-5 (Overall), Alignment of Expectations, Support Networks, YSEQ (Overall Cohesion), Task Cohesion and Social Cohesion scores than the bottom three teams. The results underscore the well-established cohesion-performance relationship. There were no differences at the u/15 level, where players competed in this agegroup for the first time. Moderately strong positive correlations existed between various TDEQ-5 and YSEQ variables. Fostering team cohesion is integral to successful TDEs. Long-term player development and team success can be pursued simultaneously.