This study addressed a major concern expressed by the Director of Academies of The Human Employment and Resource Training (HEART) Trust/National Training Agency (NTA) Jamaica. Its purpose was to identify the entrepreneurial competency gaps that may exist between the desired behavior of training instructors and the behavior that presently exists among the instructors who participate in institution-based enterprise activities. This study first identified the entrepreneurial competencies that the Jamaican training academy managers considered either very important or critically important in order for training instructors to operate successfully in institution-based commercial enterprises. The focus then shifted to examining the Jamaican training academy managers' perceptions of the training instructors' levels of performance in these competencies. These two procedures provided the information needed to identify the instructors' most serious entrepreneurial performance gaps. Based on a synthesis of the data and the literature reviewed relative to this study, the following conclusions were reached: The Jamaican training academy managers believed that 39 of the 66 entrepreneurial competencies listed in the survey instrument were critically important or very important in order for instructors to function successfully in institution-based enterprises. The training academy managers also viewed the instructors' performances as commendable in over one-half of the entrepreneurial competencies. From this study, it appears that the failure of some academy-based enterprises to produce goods and services on time may be due at least in part to instructors' deficiencies in planning and organizational competencies. The findings indicate that some instructors were perceived to have low performance in these competencies, despite the fact that these competencies are very important for the success of the institution-based enterprise. (Contains 4 tables and 3 figures.)