The purpose of this qualitative study was to explore the perceptions and beliefs of Pathways in Technology Early College High School (P-TECH) leaders and stakeholders regarding the personal and professional experiences that contributed to the development of adaptive capacity. This embedded multiple-case study was anchored by the interrelated theories of adaptive performance, adaptive leadership, and organizational learning. Data collection occurred at two P-TECH locations in New York State as a result of the contributions made by representatives from each stakeholder group of the P-TECH educational partnership, including principals, school-based personnel, and external stakeholders. Study findings showed that P-TECH stakeholders from both locations, particularly school-based personnel, leveraged personal adaptive capabilities to actively participate within learning organizations that were facilitated by adaptive leaders. A flexible learning environment promoted work performance adjustments that were made possible by experimenting with innovative ideas, practices, and management strategies. As a result, organizational-level institutionalization of a collective mindset that promoted the creation, processing, and sharing of information encouraged the development of adaptive behaviors, routines, and protocols that cultivated an environment in which all P-TECH stakeholders had the opportunity to thrive and build adaptive capacity. Data collected from the two P-TECH locations provided relevant information to draw conclusions and successfully address the study's research questions. Findings revealed a systems-approach to education that encompassed adaptability, collaboration, and the characteristics of a flexible school setting. Additionally, key themes highlighted examples of staff empowerment and the significant roles of mindset and generative learning. Recommendations were made to P-TECH stakeholders, policymakers, and future researchers. [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://bibliotheek.ehb.be:2222/en-US/products/dissertations/individuals.shtml.]