The present article proposes a strength-based approach to vulnerability. Moreover, a mindfulness based self-reflection intervention designed to enhance well-being and sustainability in high performance coaches is described. The intervention organically uncovered the potential value and upside of vulnerability. Furthermore, in this article we highlight some of the recent criticisms and progress within the area of psychological strengths, before encouraging the reader to consider the value of self-awareness for exploring a more comprehensive understanding of vulnerability beyond its traditional association with weakness. We conclude with a suggested definition of the upside of vulnerability and invite practitioners and researchers alike to consider this within their work.