Leadership Development Contractor

Commonwealth of MassachusettsEverett, MA

About The Position

The Department of Elementary & Secondary Education (DESE) is seeking a Leadership Development Contractor to support the Office of Educational Leadership Development’s (OELD) Leadership Development, Recruitment, and Retention workstream. This role will broadly focus on overseeing and facilitating training and support for educational leaders in Massachusetts, building leadership pipelines, and providing coaching and mentoring support for new school and district leaders to increase retention, especially for underrepresented leaders. The Contractor will work closely with DESE staff, school and district leaders, education advocacy groups, and research organizations. Key initiatives include developing culturally responsive leaders, supporting leadership diversification programs like Influence 100 and Aspiring Principals Fellowship, alumni engagement, professional development, coaching, mentoring, and developing guidance materials on strategic resource allocation and budget decision-making. The Contractor will also lead professional learning cadres for school leaders and perform other duties as assigned. Travel may be required based on assignment.

Requirements

  • At least 15 years of full-time or equivalent part-time, supervisory or managerial experience in public administration or education management
  • Of which at least 5 years must have been in a managerial capacity

Nice To Haves

  • A master's degree in education or another relevant field
  • Deep knowledge of schools and school districts and how they function across states.
  • Demonstrated track record of setting ambitious goals and driving results.
  • Energetic, entrepreneurial, and self-motivated with the judgment, temperament and skills required to make strategic decisions based on equity and outcomes for all children.
  • Ability to develop high-quality written products, including communication, and presentation skills.
  • Excellent relationship builder with demonstrated experience managing change and teams.
  • Disciplined, data-driven approach to decision-making and problem-solving.
  • Passion for MA DESE’s mission.
  • Unwavering belief in the ability of all children to learn at high levels.
  • Passion for attaining ambitious goals in service of Massachusetts students and educators.
  • Efficient and organized; able to coordinate various projects simultaneously.
  • Improvement mindset; desire to coach, be coached, receive feedback, and continually improve.

Responsibilities

  • Overseeing and facilitating, where needed, training and support for educational leaders in Massachusetts
  • Building leadership pipelines
  • Providing coaching and mentoring support for new school and district leaders that will increase retention, especially for leaders underrepresented at each level of leadership
  • Supporting the development of, and leading the implementation of, training and support to further develop culturally responsive school and district leaders
  • Supporting the development of, and leading the implementation of, school and district leadership pipelines focused on leadership diversification, such as Influence 100 for aspiring superintendents and Aspiring Principals Fellowship for aspiring principals
  • Supporting the development of, and leading the implementation of, alumni engagement efforts and support for Influence 100 alumni
  • Supporting the development of, and leading the implementation of, professional development, coaching, and mentoring for new school and district leaders
  • Working with MASC, MASS and MSAA on training for school leaders, district leaders, and school committees to strengthen leadership decision-making and strategic planning at all levels of leadership
  • Supporting vendors with Instructional leadership training for new and current school leaders
  • Supporting vendors with Instructional leadership training for new superintendents
  • Developing and implementing guidance materials on strategic resource allocation aligned to district goals/priorities and cross-role (school committee, district leaders, and school leaders) budget decision-making frameworks, as well as online modules aligned to those guidance materials and frameworks
  • Lead, in collaboration with stakeholders and vendors, a set of professional learning cadres for school leaders that bring together schools from specific regions of the Commonwealth to learn from one another, build their instructional leadership skills, and plans to improve the academic success of their school.
  • Perform other duties as assigned
  • Support the Department’s continued planning and implementation of the Influence 100 program, including programmatic aspects, development of monthly and quarterly sessions, a comprehensive coaching model, and alumni engagement strategy.
  • Design and implement four online sessions with alumnae of Influence 100 to build their readiness to apply for an assistant superintendent position or superintendent position.
  • Support the Department’s continued planning and implementation of the Aspiring Principals Fellowship program, including programmatic aspects, development of monthly and quarterly sessions, a comprehensive coaching model, and alumni engagement strategy.
  • Support the Department’s efforts to develop a new principal leadership development program, with an emphasis on supporting Accelerating Achievement school leaders, providing opportunities for school leaders to build and refine their skills through case study reviews, observations, and discussions of effective structures and practices.

Benefits

  • Contracted employees are not paid for the twelve scheduled holidays
  • Do not receive any paid, vacation, personal leave benefits
  • Do not contribute to the State Retirement System or Social Security
  • Must participate in direct deposit
  • Must contribute towards the Commonwealth of Massachusetts State Alternate Retirement Plan ('OBRA Plan')
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