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Eastbrook Academy Head of School

Job in Milwaukee, Milwaukee County, Wisconsin, 53244, USA
Listing for: JobfitMatters Executive Search
Full Time position
Listed on 2026-07-14
Job specializations:
  • Education / Teaching
    Christian / Catholic School, Education Administration, Special Education Teacher, Teacher Assistant/ Paraprofessional
Salary/Wage Range or Industry Benchmark: 120000 - 180000 USD Yearly USD 120000.00 180000.00 YEAR
Job Description & How to Apply Below

Eastbrook Academy (EBA) is a K4-12 independent Christian school in Milwaukee, Wisconsin, committed to developing the Christ-like leaders our world needs today. Founded in 1998 as a ministry of Eastbrook Church, EBA was established with a distinctive vision: to provide an academically rigorous, Christ-centered education for students from diverse racial, ethnic, economic, and geographic backgrounds.

Today, EBA serves approximately 400 students from across the Milwaukee area. Its mission is to support families in the academic and spiritual development of their children through a rigorous education grounded in Christ-like living. Since its founding, the school has been shaped by four pillars:
Christian, Diverse, Rigorous, and inspired by the classical model. Students are known personally, teachers are deeply invested, and the school size allows for a level of individual attention that many families value. For this reason, EBA’s motto is “Students do BRAVE AND BEAUTIFUL things when they know they are SEEN AND LOVED.”

The next Head of School will inherit a mission-driven community, a capable leadership team, a supportive board, and a school ready for renewed momentum. The opportunity is to help Eastbrook move from stabilization to flourishing while remaining faithful to the Christian, diverse, rigorous, and classically-inspired vision that has shaped the Academy from the beginning.

Laura Coverstone and Ed Poff ) of Job fit Matters Executive Search are partnering with Eastbrook Academy in this search and invite nominations, expressions of interest, and applications for this position.
To view the full Opportunity Profile and Process of Candidacy, visit

Qualifications
  • Mature Christian faith aligned with Eastbrook Church
  • Demonstrated school leadership experience
  • Ability to lead in a diverse, multicultural environment
  • Strong organizational, managerial, and communication skills
  • Experience with classical education preferred
  • Familiarity with the Wisconsin and Milwaukee Parental Choice programs beneficial
  • Background in urban or cross-cultural ministry preferred
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