As technology matures, its proliferation within an organization is ever more evident, providing a myriad of opportunities for career advancement and visibility for those specialized in the field. Taking advantage of this environment requires certain skill sets and personality traits. This thesis attempts to synthesize two disparate categories of professional aptitude (technologist and executive/business leader) by utilizing the common psychological profile platform known as the Myers-Briggs Type Indicator (MBTI), and then, apply that synthesis to an analysis of whether or not a correlation exists between the two groups. The key denoting factor amongst the two demographics in the supporting studies is the fact that they are considered to be ‘successful’ at their profession; otherwise, the significance of their respective aptitudes to be ‘transferable’ is not perceived as valuable from a professional capacity. The result of this analysis provides insight into how likely it is that technologists will be able to advance into successful business leaders, as well as what critical personality traits need to be present, or at least developed, and what barriers may exist for that transition to materialize.