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Woodland School District 50 is seeking a Middle School Principal (Grades 6-8) at Woodland Middle School. The successful candidate will lead curriculum, instruction, MTSS, and staff development to maximize student growth in a collaborative, equitable environment.
July 1, 2027 start date; salary range $115,000–$140,000 with 260-day exempt calendar. Responsibilities include establishing a shared vision, building positive relationships with families, and ensuring safe, inclusive learning spaces
Administration
Middle School Principal (Grades 6-8)
October 16, 2026
Woodland Middle School
July 1, 2027
Superintendent of Schools
To provide strategic, collaborative, and educational leadership for students in grades 6 through 8 by utilizing administrative and supervisory skills to ensure the academic, social, emotional, and physical development of every young adolescent. The Middle School Principal serves as the chief educational and administrative leader of the school, charged with creating a responsive, challenging, empowering, equitable, and engaging learning environment. The principal spends the majority of their time on curriculum, instruction, and staff development to maximize student growth and teacher effectiveness.
Deep knowledge of middle school child development, active/inquiry-based pedagogy, and differentiated instruction.
Organize instruction and learning activities grounded in a strong understanding of curriculum, content standards, and individual student needs; Develop and adapt lessons, units and learning materials that are responsive to students' strengths, interests, and cultural identities; Take significant ownership of designing and implementing instructional plans, either through original creation or adaptation of existing resources; Engage in data-informed planning to ensure equitable access to learning of all students
Establish and maintain a safe, respectful, and inclusive environment that fosters students well-being and academic success; Recognize and respond to the individual identities, including race and culture, of each student to create a sense of belonging; Promote social-emotional learning, encourage academic risk-taking, and support positive behavioral and learning mindsets; Building strong, trusting relationships with students that serve as the foundation for a positive and effective learning environment
Design and deliver engaging, standards-aligned learning experiences that promote deep understanding, critical thinking, and purposeful learning; Ensure instruction is relevant, meaningful, and connected to students' lives, aspirations, and diverse identities; Differentiate instruction to meet varied learning needs, and provide appropriate supports and challenges for all students; Collaborate with students in co-creating a community of learners where everyone is affirmed, empowered, and held to high expectations
Commit to continuous personal and professional growth through reflection, collaboration, and data-driven improvement; Contribute positively to the school and district community, modeling ethical, equitable, and student-centered practices; Build strong partnerships with families and the broader community to support holistic student development; Advocate for the success of each student, particularly those whose identities and potential have not yet been fully affirmed or realized in schools; Demonstrate resilience, integrity, and a deep sense of purpose in service of students' long-term success
Technical: Proficient in student information systems, Google Suite, learning management platforms, and data analysis software.
Interpersonal: Strong collaborative, crisis management, and conflict-resolution skills; skilled at communicating complex educational matters effectively to diverse audiences. Additional Info Ability to develop and maintain positive relationships with staff, parents, students, businesses and community. Must have strong organization, communication and interpersonal skills; and a strong sense of teamwork. Must be able to cope with deadline pressures; make difficult decisions that impact the organization in a positive sense; work harmoniously with the community, students, parents, staff, and administration, etc.; communicate effectively with students, parents and staff; and exhibit sound judgment in dealing with people. Must also be a creative problem solver; and empathetic, humanistic and open-minded. Embraces change, maintains a collaborative spirit, and approaches interactions with approachability and respect.
Manual Dexterity: Work requires definite skilled and accurate physical operations requiring some closely coordination performance.
Physical Effort: Light to moderate physical effort, including moving across a large middle school building, climbing stairs, and occasionally lifting up to 20-30 pounds.
Working Conditions: Standard office and middle school environments; frequent exposure to high-noise settings (cafeterias, gymnasiums, hallways). Must be flexible to attend evening events, board meetings, and extracurricular activities as needed. Must be available to work nights and weekends as needed, especially in an emergency. Must also be available to attend events outside of the district as needed. Must be available to travel to schools, meetings, and conferences as needed.
Exempt, Full-Time 260-Day non-union position.
$115,000-$140,000
Conducted annually by the Superintendent of Schools in accordance with Board Policy and Illinois State Code. This description has been prepared to assist in properly evaluating various classes of responsibilities, skills, working conditions, etc. It is intended to indicate the kinds of tasks and characteristic levels of work difficulty that will be required of positions that will be given this title. It is not intended as a complete list of specific duties and responsibilities. Nor is it intended to limit, or in any way modify the right of the supervisor to assign, direct and control the work of employees under their supervision. Scheduling flexibility is required to accommodate changing school/district needs. The use of a particular expression or illustration describing duties shall not be held to exclude other duties not mentioned that are of similar kind or level of difficulty.
Dr. Robert Machak
Superintendent of Schools
rmachak@dist50.net
847-596-5601
November 20, 2026. Applications reviewed upon receipt
Woodland School District 50 is an Equal Opportunity Employer with established policies prohibiting discrimination on the basis of race, color, creed, religion, national origin, sex, sexual orientation, age, ancestry, marital status,arrest record, military status, order of protection status, unfavorable military discharge, citizenship status provided the individual is authorized to work in the United States, use of lawful products while not at work, being a victim of domestic or sexual violence, genetic information, physical or mental handicap or disability, if otherwise able to perform the essential functions of the job with reasonable accommodation, pregnancy, childbirth, or related medical conditions, or other legally protected categories. The Associate Superintendent of Educational Services (847-596-5631) addresses questions regarding student discrimination and serves as the District's Title IX Coordinator, and the Executive Director of Human Resources (847-596-5640) answers questions concerning employment discrimination.