This paper is the outcome of the authors' reflection and personal experience of mentoring, and they offer it to the field in the hope it stimulates discussion about re-conceptualizing and modeling the mentoring relationship. The authors conclude that the traditional and reciprocal models fail to acknowledge the dynamic relationship between mentor and protégé and the impact of external factors on the dyad. A CAS model, on the other hand, allows for a complex, dynamic, unpredictable, and nonlinear conceptualization of mentoring. It also is particularly useful because of its inclusion of context. Hence, the authors feel a holistic lens like CAS offers a better understanding of the mentoring process.