This paper aims to stimulate debate and prompt further research regarding the training, development and Higher Education (HE) of aspiring adventure professionals (AP's). The design of the paper draws on 10 years of observations and trends within the HE outdoor degree teaching sector, in tandem with the authors' own extensive professional outdoor careers. Initial findings indicate the role and significance of Professional Judgement and Decision Making (PJDM) in professional practice within adventure sports (AS) coaching and leadership. Consequently, PJDM is found to be a vital element of the education of the AP. The training and practice of these PJDM skills is a situated cognition that is conspicuous in its absence within many coach and leader education programmes where the AP is required to balance pedagogical and welfare demands in consequential environments. A cognitive apprenticeship approach is advocated which builds on recent articles highlighting the importance of PJDM in such domains.