Abstract: The purpose of this research is to determine the effects of transactional leadership on occupational stress and their effects towards employee work performance using plantation companies in the Riau province as a case study. In this research, the population of the study covers all the plantation company field managers who operate in the Riau province. 196 respondents who were field managers from large plantation companies in the Riau province were taken as sample. The data analysis tech-nique utilized in this research is the Structural Equation Modelling (SEM) analysis using the SPSS AMOS 22 program. The research results reveal that: (1) Transactional leadership has a significant effect on occupational stress. (2).Transactional leadership has no significant effects on work Performance. (3) Occupational stress has a significant effect on work performance.