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 objectives or not. The specific objectives of the study were to determine existing leadership style utilized by schools in implementation of strategic plans in Masaba North Sub-County.and to evaluate alternative school leadership style for implementation of strategic plans in Masaba North Sub-County. The study used descriptive research design to get the information under investigation. The target population consisted of 31 Principals of public secondary schools, 31 BOM chairpersons, and 31 PTA chairpersons. The study used simple random sampling to select 10 Principals, 10 BOM chairpersons, and 10 PTA chairpersons to be given Questionnaires. 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. The findings of the study show that for effective strategic plans implementation educational stakeholders must ensure that there is good leadership from the top to the bottom to ensure there is good coordination in all aspects, also effective decision making should be inclusively so that it that does not bring disputes along the way. 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 secondary school education.