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Oakland Unified School DistrictPosted 1 month ago

Executive Director, Technology and Learning Systems

On-siteOakland, California, United States

Full TimeSenior Level

Job Summary

Develop and execute a multi-year enterprise technology strategy aligned with District goals while serving as the primary executive accountable for technology planning, investments, and cybersecurity risk mitigation. Lead cross-departmental planning for enterprise initiatives involving student information, human resources, and financial systems, ensuring alignment between digital tools, teacher professional learning, and classroom implementation. Oversee districtwide technology operations, including network reliability, device lifecycle management, and help desk services, while managing multi-million-dollar operating and capital budgets. Provide executive oversight of cybersecurity strategy, incident response planning, and disaster recovery, and lead the development of a high-performing technology leadership team. Coordinate planning for technology infrastructure in modernization and construction projects to support student learning and district performance.

Required Qualifications

  • Bachelor's degree in Information Technology, Computer Science, Public Administration, or a related field
  • Minimum of seven (7) to ten (10) years of progressively responsible leadership experience managing technology environments
  • Experience in cybersecurity governance, enterprise systems management, or large-scale technology operations
  • Experience managing multi-million-dollar operating and capital budgets and complex vendor relationships
  • Valid California Driver's License, if applicable
  • Correct and persuasive English usage, grammar, spelling, vocabulary, and punctuation
  • Principles and practices of enterprise technology architecture, infrastructure, and system integration
  • Cybersecurity frameworks, risk management, incident response, and disaster recovery and business continuity planning
  • Instructional and digital learning systems, including learning management and assessment platforms
  • State and federal laws and regulations governing student data privacy and technology security, including FERPA, COPPA, CIPA, and California student data privacy law
  • Enterprise systems, including student information, human resources and payroll, and financial systems
  • Cloud services, automation, artificial intelligence, and emerging technology trends
  • Technology procurement, vendor management, and Total Cost of Ownership methodologies
  • Public school district finance, budgeting, and bond and capital program planning
  • Principles of strategic planning, enterprise governance, project and portfolio management, and change management
  • Principles of supervision, leadership, and organizational development
  • Develop and execute a multi-year enterprise technology strategy aligned with District goals
  • Lead and develop a high-performing technology leadership team and supervise senior managers
  • Establish and enforce enterprise standards for architecture, security, and interoperability
  • Provide executive oversight of cybersecurity strategy, risk mitigation, and incident response
  • Develop and manage operating and capital budgets and apply Total Cost of Ownership methods
  • Analyze complex problems, evaluate alternatives, and make sound recommendations
  • Communicate effectively orally and in writing, including presentations to the Board and executive leadership
  • Build effective partnerships across academic, business, facilities, and operational divisions
  • Manage vendors and complex, multi-million-dollar contracts
  • Lead change management and the successful adoption of major technology initiatives
  • Ensure consistent and equitable access to technology across all schools
  • Establish and maintain effective working relationships and be sensitive and responsive to diverse cultural and ethnic groups
  • Exercise sound, independent judgment on high-risk and high-investment matters
  • Use a computer and enterprise technology systems
  • Occasional evening and weekend work and on-call response to technology

Desired Qualifications

  • Master's degree preferred
  • Experience leading enterprise technology initiatives in large public or private organizations; experience in a K-12 or public-sector environment is highly desirable

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