Head of School

Search being conducted by JobfitMatters Executive Search

Head of School / President Milwaukee, WI Posted Jul 7, 2026
Eastbrook Academy

Job Description

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 (615.261.4623) of JobfitMatters Executive Search are partnering with Eastbrook Academy in this search and invite nominations, expressions of interest, and applications for this position.  

Opportunity Statement

Application Instructions

To view the full Opportunity Profile and view the process of candidacy, visit https://jobfitmatters.com/eastbrook

Job Details

Region Great Lakes (IL, IN, MI, OH, WI)
Location
Milwaukee , WI
Category Head of School / President
Posted
Jul 7, 2026