Highline Public Schools Executive and Leadership Team

June, 2026

Leadership Overview

Highline Public Schools has 4 executives leading key functions including operations, technology, finance, and communications.

Dedicated to fostering educational excellence, Highline Public Schools serves kindergarten through 12th-grade students across multiple communities, driving academic achievement and student success through strategic leadership.

Leadership Roles at Highline Public Schools

  • Chief Financial Officer - Jacqueline Bryan
  • Chief of Staff - Erinn Bennett
  • Chief Information Officer - David Collins
  • Chief Communications Officer - Tove Tupper
  • Jacqueline Bryan - Chief Financial Officer

    Jacqueline Bryan, the Chief Financial Officer at Highline Public Schools, directs the district's fiscal operations and financial planning. Overseeing budget management, resource allocation, and financial reporting, Bryan ensures fiscal responsibility and sustainability across all district activities. This critical role involves developing financial strategies that support educational programs and operational needs for communities including Burien, Des Moines, Normandy Park, SeaTac, and White Center. By leading the finance department, Jacqueline Bryan safeguards the district's assets and optimizes financial performance. The Chief Financial Officer ensures compliance with all financial regulations and provides strategic financial guidance to the superintendent and board. Bryan's expertise is vital in securing funding and managing expenditures to maximize educational impact. This executive drives financial transparency and accountability throughout the organization.

    Erinn Bennett - Chief of Staff

    Erinn Bennett, the Chief of Staff at Highline Public Schools, directs strategic initiatives and operational alignment across the district. Overseeing critical projects, Bennett ensures seamless execution of the superintendent's vision and district-wide goals. This leadership position involves managing cross-departmental collaboration and optimizing internal processes to enhance educational delivery. By coordinating key administrative functions, Bennett supports the efficient operation of schools serving Burien, Des Moines, Normandy Park, SeaTac, and White Center. The Chief of Staff drives policy implementation and facilitates communication between leadership and staff, ensuring cohesive progress. Bennett's role is central to maintaining operational integrity and advancing the district's mission of academic excellence. This executive ensures that all departments function in concert to support student learning and community engagement.

    David Collins - Chief Information Officer

    David Collins, the Chief Information Officer at Highline Public Schools, architects and manages the district's technology infrastructure. Overseeing all IT operations, Collins ensures robust digital systems support educational objectives and administrative functions. This role involves developing and implementing technology strategies that enhance learning environments and streamline district operations across Burien, Des Moines, Normandy Park, SeaTac, and White Center. By leading the IT department, David Collins drives innovation in educational technology, cybersecurity, and data management. The Chief Information Officer ensures the reliability and security of all digital platforms, safeguarding sensitive student and staff information. Collins's leadership focuses on leveraging technology to improve accessibility, efficiency, and overall educational outcomes for students. This executive champions digital transformation initiatives, preparing the district for future technological advancements.

    Tove Tupper - Chief Communications Officer

    Tove Tupper, the Chief Communications Officer at Highline Public Schools, leads the district's external and internal communication strategies. Overseeing public relations, media engagement, and stakeholder outreach, Tupper ensures clear, consistent messaging across all platforms. This role involves developing communication plans that support the district's mission and enhance community relations within Burien, Des Moines, Normandy Park, SeaTac, and White Center. By directing the communications department, Tove Tupper builds and maintains the district's public image and fosters strong relationships with parents, staff, and the wider community. The Chief Communications Officer manages crisis communications and promotes positive narratives about student achievements and district initiatives. Tupper's leadership ensures effective information dissemination and cultivates a supportive environment for educational success. This executive champions transparent and proactive communication efforts.
    Tove Tupper

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    Frequently Asked Questions Regarding Highline Public Schools Top Executives and Leadership Team

    Who leads Highline Public Schools?
    Highline Public Schools is led by Jacqueline Bryan (Chief Financial Officer), along with executives such as Erinn Bennett (Chief of Staff) and David Collins (Chief Information Officer).
    Who is part of Highline Public Schools’s executive team?
    The executive team of Highline Public Schools includes leaders such as Jacqueline Bryan (Chief Financial Officer), Erinn Bennett (Chief of Staff), David Collins (Chief Information Officer) and other senior executives.
    How many executives does Highline Public Schools have?
    Highline Public Schools has 4 executives leading key business areas.
    What roles are included in Highline Public Schools’s leadership team?
    The leadership team of Highline Public Schools includes roles such as Chief Financial Officer, Chief of Staff, Chief Information Officer, Chief Communications Officer.