Associate Head of School

Academic Leadership Chicago,IL Posted Jan 8, 2026

The Associate Head of School reports to the Head of School and serves as a key member of the senior leadership team, working closely with other administrators and the Board of Directors. The qualified candidate will oversee the Academic Coaches, STEAM Coordinator, Spanish Coordinator, School Librarian, Director of Learning Support, and Athletic Director.

Key Responsibilities:

• Oversee the 0-14 academic program and curriculum
• Support teachers and Academic(px) in their
  
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• Plan and facilitate faculty meetings and professional development
• Serve as a thought partner to the Head of School in implementing strategic goals for the academic program
• Set the annual academic calendar and finalize the master schedule in collaboration with the Master Scheduler
• Review and update the scope and sequence of the 0-14 academic program
• Manage student assessments and analyze instructional focus areas
• Track and analyze student assessments to inform instructional priorities
• Foster and support a strong professional culture among faculty and staff
• Represent the school at regional, state, and national associations
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• Handle disciplinary matters and conduct investigations as needed
• Partner with the Director of Human Resources to create job announcements, screen, and identify candidates for employment
• Organize and facilitate a year-long orientation and onboarding program for new faculty and staff members
• Oversee the evaluation process for lead teachers and assistant teachers

Qualifications:

• Bachelor's degree required; advanced degree preferred
• Montessori certification (AMS or AMI) with 5+ years of classroom experience
• Senior administrative experience at a Montessori school
• Proven experience supervising personnel and managing multiple projects and programs
• Demonstrated commitment to equity and inclusion, with training or professional development in these areas
• High emotional intelligence and openness to diverse perspectives and experiences
• Collaborative work style with a positive outlook and sense of humor
• Strong integrity and exemplary work ethic
• Ability to handle confidential and sensitive matters with discretion and sound judgment
• Proficiency with Google applications and current educational technology

Founded in , Near North Montessori School (NNM) serves more than 560 students from toddlers through 8th grade, supported by a team of 140 dedicated employees. Located near Wicker Park in Chicago, NNM is one of the largest Montessori schools in the nation. Highly regarded for its Montessori pedagogy and innovative approach to education, NNM features an innovation studio, a swimming pool, a playground, a rooftop urban farm, and a student-managed Sandwich Shoppe.

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To Apply:

Submit the following materials to Angela Garcia, Head of School, at agarcia:
Resume Cover letter Brief educational philosophy statement Names of three professional references

Region Great Lakes (IL, IN, MI, OH, WI)马上>

Location кеүек Chicago,IL

Salary Range $160,000- $190,000

Category Academic Leadership

Posted Jan 8, 2026

Over 60 years old, NNM serves 556 students from toddlers to 8th Grade. Located near Wicker Park in Chicago, NNM is one of the largest Montessori schools in the nation. Highly regarded for its…