Institutions of higher learning face a new situation on higher education. It holds some novel threats and presents some fresh opportunities. Given the uncertainty of the future, college and university administrators cannot allow their organizations to drift. This study assessed the managerial skills development of the administrators of the five (5) well-established private institutions of higher learning in Batangas, Philippines. A combination of descriptive-purposive research design and survey method was used to determine the managerial dimensions exhibited by the administrators. Mean, Likert Scale, Analysis of Variance (ANOVA), Pearson Product Moment Correlation Coefficient and Bivariate Correlation were used. There is no significant difference in the assessment of the three groups of respondents in terms of communication skills and solving problems effectively. However, there is a significant difference in terms of self-leadership, managing the task effectively, managing the people effectively, and managing interpersonal relations effectively. There is a very high significant relationship among all the managerial skills dimensions required of the institution administrators using the same managerial dimensions. The managerial skills of the administrators have to be enhanced to improve the quality of people in the institution. The Proposed Executive Development Program and Training Model are strongly recommended.