Evaluation of strategies in Kenya may be done either quantitatively or qualitatively. This is to ascertain whether the process of implementations will succeed in attaining the educational objectives or not. This study sought to investigate the implementation dynamics of strategic plans in secondary schools in Masaba north-sub County, Nyamira County, Kenya the specific objectives of the study were to assess the effect of leadership style on implementation of strategic plans in Masaba North sub county, secondary schools. The study used descriptive research design to get the information under investigation. The target population consisted of 31 Principals, 31 BOM chairpersons, and 31 PTA chairpersons. The study used purposive sampling and simple random sampling. The research instruments used to collect data was questionnaires. The questionnaires were made up of close-ended questions. Data collected was analyzed quantitatively. For descriptive statistics, frequency tables, and percentages were used, while for inferential statistics, the researcher used regression analysis The findings of the study show that school Leadership style played an important role in implementing the strategic plans since there was a team that was supposed to steer ahead the formation and implementation of the strategic plans. The Education policy makers would find this study useful in formulating educational policy that would enable the schools to improve on strategic planning process and also in addressing the critical issues that may be affecting public secondary school education in the Country.