Orange County Public Schools Executive and Leadership Team

June, 2026

Leadership Overview

Orange County Public Schools has 7 executives leading key functions including strategy, operations, finance, technology, and administration.

Driven by a commitment to student success, Orange County Public Schools provides comprehensive educational services across Central Florida, fostering an environment of academic excellence and community engagement.

Leadership Roles at Orange County Public Schools

  • Chief Executive Officer - Jackie Alexander
  • Chief Financial Officer - Barbara Hill
  • President - Kim Boone
  • President - Chouaib Alama
  • Chief of Staff - Cathy Pope
  • Chief Information Officer - Maurice Draggon
  • Chief Operations Officer - Roberto Pacheco
  • Jackie Alexander - Chief Executive Officer

    Jackie Alexander, the Chief Executive Officer at Orange County Public Schools, directs the overarching strategic vision and operational framework for the district. Overseeing all educational and administrative functions, Jackie Alexander ensures alignment with the core mission of providing high-quality pre-kindergarten through 12th-grade education to students throughout Central Florida. This leadership role involves setting institutional goals, fostering innovation in teaching methodologies, and managing relationships with key stakeholders, including the school board, parents, and community partners. By championing initiatives that enhance student outcomes and operational efficiency, Jackie Alexander drives the district's commitment to academic excellence and equitable access to educational resources across the entire region. The Chief Executive Officer's purview extends to resource allocation, policy development, and ensuring the district's long-term sustainability and positive impact on the community.

    Barbara Hill - Chief Financial Officer

    Barbara Hill, the Chief Financial Officer at Orange County Public Schools, oversees all fiscal operations and financial planning for the district. Managing budgets, investments, and financial reporting, Barbara Hill ensures the responsible allocation of resources to support educational programs and operational needs across Central Florida. This critical role involves developing financial strategies, monitoring expenditures, and maintaining compliance with all relevant regulations to safeguard the district's fiscal health. By optimizing financial performance and identifying cost-saving opportunities, the Chief Financial Officer directly contributes to the sustainability and effectiveness of the educational services provided. Barbara Hill's leadership ensures that financial decisions align with the district's mission, supporting academic excellence and student success through sound fiscal management.

    Kim Boone - President

    Kim Boone, the President at Orange County Public Schools, leads specific strategic initiatives and operational divisions critical to the district's educational mission. Focusing on key areas of academic development and student support, Kim Boone drives programs designed to enhance learning outcomes and foster student engagement across Central Florida. This leadership position involves collaborating with executive teams to implement innovative educational strategies and ensure the effective delivery of services. By championing initiatives that promote student success and operational efficiency, the President plays a vital role in advancing the district's commitment to excellence. Kim Boone's contributions are instrumental in shaping the educational landscape and ensuring that all students have access to quality learning opportunities.

    Chouaib Alama - President

    Chouaib Alama, the President at Orange County Public Schools, directs critical operational functions and strategic planning for specific educational sectors within the district. Overseeing key programmatic areas, Chouaib Alama ensures the effective implementation of initiatives aimed at improving student achievement and fostering a supportive learning environment throughout Central Florida. This role involves close collaboration with other executive leaders to align departmental goals with the district's overarching mission. By driving efficiency and innovation in educational delivery, the President contributes significantly to the district's commitment to academic excellence. Chouaib Alama's leadership is focused on optimizing resources and enhancing the quality of educational services provided to students across the region.

    Cathy Pope - Chief of Staff

    Cathy Pope, the Chief of Staff at Orange County Public Schools, manages critical administrative operations and supports the executive leadership team in executing strategic initiatives. Coordinating efforts across various departments, Cathy Pope ensures seamless communication and efficient workflow, facilitating the implementation of district-wide policies and programs. This position involves overseeing special projects, advising the Chief Executive Officer on key decisions, and acting as a liaison between different organizational units to drive cohesive action. By streamlining internal processes and optimizing resource utilization, the Chief of Staff enhances the overall effectiveness of the district's educational delivery. Cathy Pope's role is pivotal in maintaining operational integrity and advancing the strategic objectives that support student achievement and institutional growth throughout Central Florida.

    Maurice Draggon - Chief Information Officer

    Maurice Draggon, the Chief Information Officer at Orange County Public Schools, directs the district's technology strategy and infrastructure. Overseeing all IT operations, Maurice Draggon ensures the implementation and maintenance of robust technological solutions that support teaching, learning, and administrative functions across Central Florida. This leadership position involves managing data security, network systems, and digital learning platforms to enhance educational delivery and operational efficiency. By championing innovation in educational technology, the Chief Information Officer empowers students and educators with the tools necessary for success in a digital age. Maurice Draggon's expertise is crucial in leveraging technology to achieve the district's goals of academic excellence and equitable access to resources for all students.
    Maurice Draggon

    Roberto Pacheco - Chief Operations Officer

    Roberto Pacheco, the Chief Operations Officer at Orange County Public Schools, manages the day-to-day operational functions essential for the district's smooth functioning. Overseeing facilities, transportation, food services, and safety protocols, Roberto Pacheco ensures that all operational aspects support the primary mission of providing a conducive learning environment for students throughout Central Florida. This role involves optimizing resource allocation, implementing efficient operational strategies, and ensuring compliance with health, safety, and environmental standards. By driving operational excellence, the Chief Operations Officer directly impacts the student experience and the effectiveness of educational delivery. Roberto Pacheco's leadership ensures that the district's physical infrastructure and support services are robust and responsive to the needs of students, staff, and the wider community.

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    Frequently Asked Questions Regarding Orange County Public Schools Top Executives and Leadership Team

    Who leads Orange County Public Schools?
    Orange County Public Schools is led by Jackie Alexander (Chief Executive Officer), along with executives such as Barbara Hill (Chief Financial Officer) and Kim Boone (President).
    Who is part of Orange County Public Schools’s executive team?
    The executive team of Orange County Public Schools includes leaders such as Jackie Alexander (Chief Executive Officer), Barbara Hill (Chief Financial Officer), Kim Boone (President) and other senior executives.
    How many executives does Orange County Public Schools have?
    Orange County Public Schools has 7 executives leading key business areas.
    What roles are included in Orange County Public Schools’s leadership team?
    The leadership team of Orange County Public Schools includes roles such as Chief Executive Officer, Chief Financial Officer, President, President, Chief of Staff.