Equity in education matters for all. Many innovative policies and practices have been established to disrupt the devastating history of inequities enshrined in every stage of education. Yet, ever-changing social, economic, and environmental circumstances bring another layer of tensions and complexities to these educational efforts, often exacerbating preexisting disparities in our lives. Then, how can we change policies and practices in ways that advance equity in education, especially when everything around us comes with more challenges, uncertainties, and risks? This three-article dissertation attempts to tackle this problem by providing conceptual research base on educational innovation and evaluating the equity potential of two innovative efforts for traditionally disadvantaged students. Specifically, my dissertation focuses on the following key questions: (1) What does innovation mean in the education field conceptually and how is innovativeness in policy operationalized empirically? (2) How does decentralization affect innovativeness of a state's equity-focused policy and students' academic outcomes? and (3) Can a technological intervention such as a virtual internship provide an equitable work-based learning space for traditionally marginalized college students with respect to its access, quality, and outcomes? To address these questions, I draw on two cases of equity-oriented innovative initiatives--the school turnaround policy of Florida in the K-12 setting and virtual internships under COVID-19 in higher education. In Chapter 2, qualitative content analysis and quadrant mapping were used to measure and provide visibility of the innovativeness of the school turnaround policy. The analysis revealed that the Florida turnaround model is generally positioned in the exploitation zone, suggesting a transfer of greater authority back to SEAs alone is unlikely to yield significant transformation in policy designs targeting traditionally underserved students. In addition, the quadrant mapping showed conflicting views surrounding the innovativeness of the new model--cognitive tension between the federal and state authorities. In Chapter 3, the regression discontinuity analysis finds no evidence that the Florida-brand school turnaround generated substantial differences in student test scores, probability of meeting high standards, or making gains in math and reading. Results of subgroup analyses exhibit the largest positive impacts across all outcomes for students at schools with the most intensive level of support. Using a series of multinomial logistic regressions and latent profile analyses, Chapter 4 uncovered that a virtual internship is a mixed bag of progress and challenges towards the goal of creating an equitable and inclusive career development pathway for young students. This series of inquiries extends our focus on the equitable educational system to the social structures, policy contexts, and design features of policies and practices that may widen or reduce such gaps. [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/en-US/products/dissertations/individuals.shtml.]