This qualitative study examined how Multi-tier System of Supports (MTSS), a systematic approach to providing academic and behavioral supports to students, was implemented and experienced by macro and micro levels of educators in the Bermuda Public School system. I asked three research questions regarding: (a) how MTSS was being implemented in the selected school system, (b) what were the experiences of the educators at the macro and micro levels of implementation of MTSS, and (c) to what extent do theories of change and social capital help to explain what helped and/or hindered implementation of MTSS in the Bermuda Public School system. For data collection, I emailed a pre-field questionnaire to all macro (i.e., administrators) and micro (i.e., primary school principals, deputy principals, teachers, counselors, and MTSS coaches) educators in the Bermuda Public School system (n=194) and received responses from 57 participants (30% response rate). The questionnaire asked about supports and hindrances to MTSS implementation in their school system. In addition to the questionnaire, I recruited 12 macro (n=7) and micro (n=5) level educators in the Bermuda Public School system to participate in a 30-60 minute semi-structured interview about their experiences with the implementation of MTSS. Additional data sources included three days of observations in one primary school in the school system (including a MTSS meeting, lunch periods, classrooms, and a staff dinner), analysis of MTSS documentation in the selected school system, and field notes. In answering the study's research questions, I found two categorical themes: (a) factors that promoted MTSS implementation, including political support, administrative support, professional development, data-based decision making, change and reforms, and social capital opportunities, and (b) factors that hindered MTSS implementation, including political issues, organizational issues, change and reform challenges, and social capital misalignment. Findings point to the ways in which change theory and social capital theory add to the complexity of implementing MTSS. Implications for theory and practice are included. [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.]