Who We Are
EnrollOak.org is a project of Oakland Enrolls, a non-profit organization committed to helping Oakland families choose the best Oakland public schools for their children, charter or district.
Our portal provides access to information about all Oakland public schools, allowing for easy comparison and exploration. We also manage the single application for 95% of charter schools in Oakland.
We launched in 2016, providing the first ever online K12 public school application portal for Oakland families. Now in our second year, we are excited to bring more improvements to the family experience. Creating a single application and timeline for charter public schools in 2016-2017 was our first step, and we hope that in future years we can find even more ways to make it easy for families to enroll their child in a great public school.
As of September 2017, 95 percent of Oakland charter public schools are participating in the EnrollOak.org application process for Oakland’s annual enrollment period. Complete list of participating schools.
Staff, Steering Committee & Governing Board
Oakland Enrolls is overseen by a governing board, whose members are Luis Rodriguez, David Castillo and Akil Hollis (bios below). In addition, an independent steering committee advises on ensuring the organization fulfills its mission to Oakland families.
Leticia Martinez is the Outreach & Special Projects Coordinator at EnrollOak.org. As an Oakland native, she has experience working with youth, families, and organizations across the Bay Area. She assisted the San Lorenzo Unified School District by providing College and Career Resources at the Arroyo High School Career Center. She worked alongside counselors, small learning communities and the Eden Area ROP to further prepare youth with academic support. She has experience hosting events, administering assessments, leading educational field trips and creating informational workshops. She has also tutored youth at the Alameda Juvenile Justice Center. Leticia graduated from California State University East Bay where she also worked as a student research assistant. She also has experience managing data at TriNet HR Solutions as a Data Reconciliation Specialist and Distribution Coordinator. Leticia is passionate and committed to support her home community.
ASHLEY RENICK, MSW
Ashley Renick is the Director of Equity and Outreach at EnrollOak.org. Ashley began her career in education as a Head Start teacher in San Francisco, and since then she’s been working to ensure that families have access to high-quality public educational options. Prior to joining Enroll Oakland Charters, Ashley was the Senior Associate Director of External Relations at Uncommon Schools, a non-profit charter management organization that serves 16,000 students across 49 schools in New York, New Jersey and Massachusetts. Ashley also served as a Special Projects Coordinator for Uncommon’s Brooklyn schools, where she managed school governance and regional student recruitment efforts. In addition to her work at Uncommon Schools, Ashley was the Associate Director of Planning at the NYC Department of Education, where she worked to increase access to higher performing public schools through the public siting of charter schools. Ashley has a Bachelor of Arts in Psychology and Anthropology from Bucknell University, and a Master of Social Work from Columbia University. Ashley recently relocated to the Bay Area from New York City and now resides in Oakland.
LUIS RODRIGUEZ, M.A. Ed.
Luis Rodriguez is the Executive Director with EnrollOak.org. After more than a decade of experience in management and technology consulting, Luis transitioned from the private to the public sector through the Broad Residency in Urban Education program. Prior to joining Enroll Oakland Charters, Luis was a partner at The Learning Accelerator, a non-profit focused on accelerating the implementation of high-quality blended learning in public schools. Luis also served as the Director of the Office of Digital Learning for the Massachusetts Department of Elementary and Secondary Education, where he was responsible for improving digital literacy and capacity across the state. While at the state department, he also helped implement an educator effectiveness framework and served as a technology advisor on several Race to the Top initiatives. As a result of his efforts in Massachusetts, Luis was awarded the Manuel Carballo Governor’s Award for Excellence in Public Service. Luis has a Bachelor of Science in Mechanical Engineering from Oklahoma State University, a Master of Science in Strategy from the University of Texas Dallas Jindal School of Management, and a Master of Arts in Educational Leadership from The Broad Center.
ROCHELLE (SHELLEY) BENNING
Shelley is a co-founder and the board chair of East Bay Innovation Academy. A business leader with 20+ years of experience in Audit, Risk, Compliance, and Finance, Shelley currently serves as the Chief of Staff and Executive Director – Office of the Chief Technology Risk Officer for Kaiser Permanente, the largest managed healthcare organization in the United States. Previously she worked as a Director of Internal Audit for Charles Schwab & Co and the Operations Finance Director for Levi Strauss Europe Middle East and Africa. Shelley was a 2010 participant in the Aspen Institute – NewSchools Fellowship program, “The Aspen Seminar on Leadership, Values, and The Good Society”. In 2012 she completed Harvard Business School’s High Potential Leadership Program, and began coursework to attain Stanford University’s Advanced Project Management certification. She has an MBA and BS degrees from San Francisco State University, and holds Certified Information Systems Auditor (CISA) and Project Management Professional (PMP) professional certifications. Shelley lives in Oakland with her husband and two sons.
David Castillo is executive director at Oakland Charters. Oakland Charters is an advocate for Oakland’s dynamic public charter school sector. Prior to his current role, David was head of school at Urban Montessori Charter School, a nationally-recognized breakthrough model in Oakland, CA. Prior to Urban Montessori, David was with the California Charter Schools Association (CCSA) as the Oakland regional director for two years. At CCSA, David spearheaded citywide advocacy for Oakland’s growing and controversial charter sector. From 2002-2012 David served as founding teacher then principal at Oakland Unity High School, a high-performing charter school transforming lives for first-generation college students. His work in the public education landscape also includes several years as a team leader with the Charter Schools Development Center’s annual charter leader intensive boot camp program.
David’s served on multiple charter school and advocacy boards, including Unity Schools, Community School for Creative Education, Oakland Families for Quality Schools, Enroll Oakland Charters, and GO Public Schools. David co-chaired the Oakland Public Schools Equity Pledge enrollment working group.
Prior to pursuing his passion for high-quality public education, David worked in the private tech sector. He earned his bachelor’s degree in political science from the University of California at San Diego in 1994. He completed his single subject teaching credential in social science from San Francisco State in 2002, and obtained a Master’s in Educational Leadership from Cal State University East Bay in 2009.
As the Chief People and Growth Officer at Envision Education, Sarah leads Envision’s talent, growth and enrollment, and development & communications teams. Envision operates three high-performing charters in the Bay Area and a coaching arm that shares its Portfolio Defense model with districts and schools across the country. Prior to joining Envision, Sarah served in multiple roles at Summit Public Schools, leading adult learning, summer programming, growth, and facilities. Sarah began her career in education at the Bridgespan Group in Boston, advising nonprofits in strategy, and she discovered her passion for education through teaching a theater program in Boston Public Schools in college. Sarah has an Artium Baccalaureus (bachelor’s degree) in Astronomy & Astrophysics from Harvard College and a joint Master’s in Education and M.B.A degree from Stanford University.
MARGARET (MAGGIE) CROUSHORE
Maggie currently serves as the Manager of Communications and Partnerships in the Office of Oakland Mayor Libby Schaaf. Her primary focus is on communications and building strategic partnerships to ensure that the cradle to career movement, the Oakland Promise, reaches its goal of tripling the number of college graduates from Oakland within a decade. Previously, Maggie created KidFit Academy, a program promoting health, enhancing achievement, and improving school culture through purposeful fitness education. She was also the founding fitness instructor at East Bay Innovation Academy in Oakland, where she created and implemented a holistic wellness curriculum. Maggie began her career teaching middle school literacy in Washington, DC through Teach for America, teaching at Cesar Chavez Public Charter School for Public Policy and KIPPDC: KEY Academy. Maggie holds a bachelor’s degree from Boston College, a Masters of Teaching from American University, and a Masters of Public Policy—focusing on education and nonprofit leadership—from the University of Maryland. While completing her MPP, Maggie was a Philanthropy Fellow at the J. Willard and Alice S. Marriott Foundation and an Urban Leaders Fellow working for Colorado State Senator Mike Johnston.
Akil’s work with Oakland charter school boards is facilitated by Oakland Families for Quality Schools. He is currently Head of Corporate Planning at Visa Inc., the largest credit card company in the world. Prior to Visa, Akil managed eBay’s balance sheet by managing their debt issuance, stock buyback and free cash flow. Previously he has worked in strategy, mergers and acquisitions, business development, and investment banking at firms including Goldman Sachs, AIG, and Koch Industries. Akil has a degree from Yale Law School, where he was an inaugural member of their Supreme Court Litigation Clinic, and is a member of the Georgia State Bar. Akil is a proud alum of Howard University. Akil lives in Castro Valley, California with his wife and two daughters.
Matthew Nelson is president of GreatSchools, an Oakland-based national nonprofit that empowers parents to unlock educational opportunities for their children. He leads all aspects of the organization’s work providing information to help parents find the best school, support learning, and advocate for quality schools. Matthew began his career in education at Aspire Public Schools, where he served as a home-office operations leader supporting data systems, marketing communications, new school startups and charter renewals. Previously, Matthew spent several years at Tides providing services and infrastructure to small and mid-size nonprofits. Early in his career, Matthew co-founded Organic, a digital communications agency, and was the founding production manager of Wired magazine’s online venture, HotWired. He serves on the board of directors for East Bay Agency for Children. Matthew lives in Oakland with his wife and two teenage daughters.
(bio coming soon)
Maya Woods-Cadiz is CEO/Superintendent of American Indian Model Schools, the top performing CMO in Oakland, CA. She is a fifth generation “Oaklander,” and the product of both independent and public schools. An educator with 20+ years of experience in public, independent, and charter schools, Maya understands the importance of giving parents a choice when it comes to educating their children. Her educational pedigree consists of a Masters of Education from UC Berkeley, a Superintendent Certificate from the Association of California Schools Administrators, an Administrator Credential, a Multiple Subject Teaching Credential, and a Bachelor of Arts from California State University at Hayward (East Bay). She is currently a Doctoral Candidate in the field of Transformational Leadership. Maya and her husband feel blessed to have been able to have options when educating their own children.