University School of Milwaukee
Head of Upper School
Start Date: July 1, 2026
Co-ed, Non-sectarian, Day School, PK-12
1135 students
2100 W Fairy Chasm Road, River Hills, WI 53217
Educators Collaborative is pleased to be assisting the University School of Milwaukee in their search for a Head of Upper School to begins July 1, 2026.
An Exceptional Opportunity at University School of Milwaukee
The University School of Milwaukee (USM) is a vibrant, independent, co-educational PK–12 college-preparatory school located on a beautiful 123-acre campus in suburban Milwaukee. Serving more than 1,100 students, USM is recognized as one of Wisconsin’s top private schools, offering rigorous academics, a supportive and inclusive community, and outstanding facilities that inspire innovation, creativity, and excellence. With an 8:1 student–teacher ratio and a faculty in which more than 70% hold advanced degrees, USM delivers an educational experience that is both personal and transformative.
The Upper School (Grades 9–12) combines unmatched academic rigor with deep personal support. Students choose from 17+ AP courses and pursue diploma distinctions in global scholarship, innovation, scientific research, and civic leadership. They learn in purpose-built spaces such as the Lubar Center for Innovation and Exploration, the new Science Wing, and the Tooman Center for the Arts. With small classes, a four-year college guidance program, internships, and job-shadowing opportunities, USM prepares students for success in higher education and in life.
Just as importantly, life at USM extends well beyond the classroom. Upper School students engage in more than 100 clubs, 26 varsity sports, and countless opportunities in leadership, service, and the performing arts. Community is intentionally nurtured through traditions like all-school lunches, the House program, and student government—all shaped by USM’s guiding Common Trust values of respect, trust, honesty, fairness, and kindness.
Living in Milwaukee adds another dimension to this opportunity. Nestled on the shores of Lake Michigan, the city offers a dynamic blend of cultural richness, natural beauty, and Midwestern warmth. Milwaukee is known for its vibrant arts and music scene, professional sports teams, thriving culinary landscape, and abundant outdoor recreation—from lakefront trails and sailing to nearby state parks. A city of diverse neighborhoods and welcoming communities, Milwaukee offers an accessible cost of living, excellent health care, and a quality of life that makes it an exceptional place to call home.
This is a truly compelling moment in the life of the school, and we look forward to sharing the full Information for Candidates and Leadership Profile when it becomes available in mid-September. Please do not submit materials until you have had the chance to carefully review all materials. In anticipation, prospective candidates may want to begin preparing the following documents:.
- EC Candidate Summary Sheet (contact consultants for this document)
- Letter of Interest addressed to the Search Committee
- Current résumé
- Statement of educational and leadership philosophy
- Contact information for five or more references with name, relationship, phone number, and email address of each)
- EC Disclosure Form (contact consultants for this document)
Search Consultants:
Lisa Lyle, Partner, Educators Collaborative
George Sanderson, Partner, Educators Collaborative
Listing Date: September 2, 2025
EXPERTS IN SEARCH, TRANSITION & STRATEGY
