Demo

Assistant Head of Upper SchoolDean of Students

Lions Bears Staffing
Winnetka, IL Temporary
POSTED ON 2/9/2025
AVAILABLE BEFORE 5/7/2025

Dean of Students / Assistant Head of Upper School

Position Overview

The Dean of Students / Assistant Head of Upper School plays a key role in fostering a positive inclusive and accountable student culture while ensuring a supportive learning environment. Reporting to the Head of Upper School this role is a critical member of the school leadership team. The Dean serves as a primary point of contact for students and families oversees student behavior and supports the school’s academic mission by integrating student wellbeing with academic success.

Key Responsibilities

Leadership & School Culture

  • Partner with the Head of Upper School to maintain the division's excellence and assume leadership responsibilities in their absence.
  • Establish strong relationships with students families faculty and staff serving as a primary point of contact for concerns.
  • Foster a positive school culture by emphasizing reflection learning and personal growth in disciplinary processes.
  • Actively support and mentor student leaders including the Upper School Student Council and Advisory Mentors.

Student Support & Wellbeing

  • Address emotional situational and behavioral challenges working collaboratively with students advisors and parents.
  • Coordinate with counselors learning specialists teachers and advisors to support students in need.
  • Develop and implement a comprehensive advisory program for grades 912 promoting personal and community relationships emotional support and academic success.
  • Lead the 9thgrade team designing programs to integrate new students into the school community and support their transition to high school.
  • Academic & Operational Management

  • Collaborate with the Head of Upper School to review student grades and progress ensuring timely communication with families.
  • Oversee the Upper School calendar coordinating events and activities to support the division’s goals.
  • Organize and lead weekly faculty meetings to address student concerns and proactive support strategies.
  • Student Life & Extracurricular Programming

  • Enhance teaching and learning experiences beyond the classroom by supervising programs such as interim weeks experiential education days (xdays) and community gatherings.
  • Design robust programming for new student transitions including orientations and introductory sessions.
  • Attend and supervise extracurricular and athletic events to actively contribute to the school community.
  • Enrollment & Retention Support

  • Participate in the enrollment committee collaborating with the admissions office on initiatives for new and returning students.
  • Partner with the administrative team and Director of Enrollment to plan events and activities that promote retention and divisional transition.
  • Teaching Coaching & Advising

  • Teach at least one course annually (subject and assignments determined with Administration).
  • Serve as an advisor to a group of 710 students supporting their academic and personal growth.
  • Potentially coach one athletic season per year.
  • Program Development & Vision

  • Oversee the strategic vision and curriculum for the advisory program ensuring alignment with the school’s mission and goals.
  • Collaborate on developing schoolwide programs that enhance personal growth leadership and community building for students.
  • Qualifications & Expectations

  • Proven experience in student support leadership or education roles.
  • Strong interpersonal and communication skills for building relationships with students families and colleagues.
  • Commitment to fostering a positive and inclusive school culture.
  • Flexibility to engage in school events and programs beyond the classroom.
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