Portland Public Schools Executive and Leadership Team

Cynthia Le, the Chief Financial Officer at Portland Public Schools, manages the fiscal health and budgetary planning for the entire district. Overseeing the allocation of public funds and grant resources, the Chief Financial Officer ensures transparency and accountability in all financial reporting. This leadership role involves developing long-term economic strategies to support educational programs and infrastructure investments. By monitoring revenue streams and expenditure patterns, Cynthia Le directly impacts the sustainability of district initiatives. The Chief Financial Officer collaborates with the Board to present accurate financial forecasts and audit results, maintaining the integrity of the organization. Through meticulous oversight of payroll, procurement, and capital projects, Le secures the financial stability required for academic growth. This position demands precise analytical skills to navigate the complexities of public education funding, ultimately ensuring that every dollar contributes to the success of students and the broader community served by the district.

Constance Sylvester, the Chief Operating Officer at Portland Public Schools, directs the daily administrative functions and facility management across the district. Overseeing the physical infrastructure and logistical support systems, the Chief Operating Officer ensures that all school environments remain conducive to learning. This leadership role involves coordinating with various departments to optimize resource allocation and maintain safety standards throughout the regional network. By streamlining operational workflows, Constance Sylvester directly impacts the efficiency of educational delivery for students and staff. The Chief Operating Officer manages complex supply chains and maintenance schedules to support the broader mission of the district. Through rigorous oversight of operational budgets and facility upgrades, Sylvester secures the necessary foundation for academic success. This position requires constant collaboration with other executive leaders to align physical resources with long-term educational goals, ultimately fostering a stable and productive environment for the entire community.

Andrea Angell, the President at Portland Public Schools, provides executive leadership and strategic direction for the entire district. Overseeing the alignment of educational policies with community expectations, the President ensures that the organization remains focused on its mission of academic excellence and student expression. This leadership role involves representing the district in public forums and coordinating with the Board to establish long-term goals. By championing initiatives that promote multimedia education and student-led programming, Andrea Angell directly impacts the public profile and educational reach of the district. The President facilitates communication between executive leaders to ensure a unified approach to district challenges. Through the promotion of inclusive policies and community partnerships, Angell secures the support necessary for sustainable growth. This position requires a deep commitment to the success of students and families, ultimately guiding the organization toward a future defined by innovation, equity, and high-quality educational outcomes for the entire community.

Debra Giles, the Interim Chief Technology Officer at Portland Public Schools, architects the digital infrastructure and information systems supporting modern classroom learning. Overseeing the integration of educational software and hardware, the Interim Chief Technology Officer ensures that students and faculty possess the tools necessary for multimedia education and digital literacy. This leadership role involves managing cybersecurity protocols and network reliability across all district facilities. By implementing scalable technology solutions, Debra Giles directly impacts the quality of remote and in-person instruction. The Interim Chief Technology Officer coordinates with instructional designers to align technical capabilities with curriculum requirements. Through the modernization of data systems and communication platforms, Giles secures a robust technological environment for the entire district. This position requires constant adaptation to emerging digital trends, ultimately driving innovation in how the organization delivers educational content to families and the local community through platforms like the KBPS radio station.

Angela Freeman, the Chief Human Resources Officer at Portland Public Schools, directs talent acquisition, professional development, and labor relations for the district. Overseeing the recruitment of high-quality educators and administrative staff, the Chief Human Resources Officer ensures that the workforce remains aligned with the core mission of student success. This leadership role involves managing benefits administration, performance evaluations, and compliance with employment regulations. By fostering a positive organizational culture, Angela Freeman directly impacts staff retention and morale. The Chief Human Resources Officer collaborates with union representatives and department heads to resolve personnel matters and promote equitable hiring practices. Through the implementation of comprehensive training programs, Freeman secures a highly skilled team capable of meeting the diverse needs of the student population. This position requires strategic foresight to anticipate staffing requirements, ultimately strengthening the human capital that drives the educational impact of the entire district.

F. Terison, the Chief Operations Officer at Portland Public Schools, manages the strategic execution of district-wide support services and auxiliary programs. Overseeing the coordination of transportation, nutrition services, and safety protocols, the Chief Operations Officer ensures that the daily needs of students are met with precision. This leadership role involves optimizing service delivery models to enhance the overall student experience. By refining operational processes, F. Terison directly impacts the accessibility and quality of support services provided to families. The Chief Operations Officer works closely with school principals to address site-specific challenges and implement district-wide standards. Through the management of large-scale service contracts and vendor relationships, Terison secures the resources necessary for smooth daily operations. This position requires a focus on continuous improvement and efficiency, ultimately supporting the broader educational goals of the district by removing barriers to learning and ensuring a safe, well-supported environment for all participants.