ABSTRACT Disengaged teachers in leadership roles cannot be role models for students and teachers. Expecting them to take school too far can be too much of an expectation. This paper explores how three critical attributes of person-environment fit influence the work engagement of K12 school administrators through their organizational identification and job satisfaction. Data collected from 303 private school administrators is analysed through structural equation modelling. This work provides insight to school promoters on how they can enhance their schools’ institutional memory, the performance of students and the teachers. Besides being practically insightful, this work also attempts to broaden the theory of person-environment fit concerning organizational upshots.