
Dr. Cindy Dewey recently joined the Learn to Earn Dayton team as Senior Manager of Strategic Initiatives. Cindy provides critical leadership for a range of strategic initiatives focused on improving economic and social mobility in focused geographies throughout Montgomery County through collective action, capacity building, and advocacy. She is responsible for helping to lead the Montgomery County Two-Generation Collaborate, oversee its strategic plan, identify opportunities to build and scale the HUB network and collaborate with internal and external stakeholders to advance improvement of outcomes for students and families. A Dayton area native, Cindy brings more than three decades of educational experience to her role at Learn to Earn including classroom teacher, instructional coach, university professor, and leadership at district and state levels. Prior to joining the team in 2025, Cindy led the Office of School and District Improvement at the Ohio Department of Education and Workforce. She earned her Bachelors and Masters degrees from Wright State University and her PhD from the Ohio State University.

Jada Wamsley joined the Learn to Earn Dayton team in January 2025 as Strategic Initiatives Coordinator. Jada is responsible for engaging stakeholders to facilitate program networks and collaborative partnerships. Jada supports the Learn to Earn Dayton team’s innovative strategies to increase academic, economic, and social mobility and reduce disparities in student outcomes in Montgomery County. She is from Huber Heights, Ohio and is a University of Dayton Alumni. Jada earned her Bachelor of Science in Education with minors in History, Sociology, and Political Science from UD in May of 2023. Jada also graduated from UD in December of 2024 with a Masters of Public Administration degree and a Certificate in Nonprofit and Community Leadership. Previously, Jada has served as an intern and then Program Manager of the High School Pathways program at Preschool Promise, a Graduate Assistant for Educational Equity Programs at the Fitz Center for Leadership in Community, and Grant Writing and Development Intern at Learn to Earn Dayton.
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