In today’s rapidly evolving world of global business, a career in supply chain management is widely sought after. The diverse domain and reach of supply chain management, while providing a plethora of opportunities, also introduces complexities in choosing a career track. Traditionally, human resource practitioners rely heavily on a candidate’s resume and an available job opening to fulfill an opportunity, which, while perceptively lucrative in the short run, can prove to be detrimental in the long run due to a lack of fit. This paper addresses this issue of fit, both from a market perspective, as well as an individual’s perspective, and introduces a simple model for use by prospective candidates and human resource practitioners, alike. The model is holistic in that it captures and marries the objective side of fit (i.e., market expectations) to the subjective side (i.e., candidate expectations) using the well acclaimed analytical hierarchy process (AHP). Furthermore, the model can provide insights on key cultural influences (and differences) between candidates, therefore providing a tool for HR to effectuate the right fit in an increasingly global workforce.