As global challenges such as climate change, shifting job markets, and technological advances intensify, educational systems must adapt to equip students with essential 21st-century skills. While countries like Singapore, Ireland, Australia, and Finland have created flexible education systems to meet these demands, the United States faces a fragmented and decentralized system that struggles to keep up with global changes (Wehling, 2007). This study investigates how the Microsoft School Transformation Framework (MSTF) is addressing these issues within Microsoft Showcase Schools (MSS).The purpose of this research was to evaluate how principals and teachers perceive the implementation of the MSTF and to assess its effectiveness. Specifically, the study compared perceptions between schools that have used the MSTF for up to two years and those that have used it for more than two years. To achieve this, I created two surveys: the Innovative Leadership Practices and Programs Survey for principals and the 21st Century Skills for Teaching and Learning Survey for teachers. A total of 36 principals and 50 teachers from the official list of Microsoft Showcase Schools (2020) participated in the study. The surveys measured responses across various domains. Principals' responses were analyzed in six areas related to leadership strategies, while teachers' responses were assessed in eight areas related to student skills and professional practices. Both surveys used a 5-point Likert scale, with 1 indicating minimal implementation and 5 indicating extensive implementation. The collected data were analyzed using descriptive statistics, including percentages, means, and standard deviations. Mann-Whitney U tests were performed to find statistical differences in perceptions between schools with different lengths of MSTF implementation, using a significance level of p < 0.05. The results showed significant differences in leadership practices and educational outcomes based on how long the MSTF had been implemented. By comparing these findings with existing research, this study highlights how the MSTF impacts student preparation for future job markets and offers insights into effective educational practices for addressing global challenges. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://www.proquest.com.bibliotheek.ehb.be/en-US/products/dissertations/individuals.shtml.]