School Leadership
$70k - $85kGuidepost Montessori School at Spruce Tree
We are always looking to connect with experienced School Leaders across the Downtown Chicago and surrounding Illinois Suburb areas who are interested in future leadership opportunities within our Guidepost Montessori network! We are looking to connect with experienced school leaders who share our passion for Montessori education and who have demonstrated success in building strong teams, cultivating thriving school communities, and ensuring high-quality educational experiences for children and families. Depending on the specific opportunity, School Leaders within our network may be responsible for leading campus teams, supporting enrollment health, fostering family relationships, and ensuring operational and program excellence. Responsibilities Hiring, leading, and developing a team of educators and staff Building a strong, mission-aligned school culture Supporting enrollment growth and family engagement Partnering with regional and campus leaders to support operational health and sustainability Making thoughtful decisions that balance educational excellence and school performance Benefits A network of supportive peers and mentors who regularly share best practices Career growth and promotion opportunities A competitive salary of $70,000 - $85,000 depending on qualifications and experience Health, dental, and vision insurance Paid time off and paid holidays 75% tuition discount for two children at any school within our network (we serve children 3 months through 6 years old) The opportunity to contribute to a high-quality educational program that serves the individual needs of each child Qualifications DCFS Director Requirements Early childhood education leadership experience Strong organizational skills and attention to detail with a focus on results Exceptional written and verbal communication skills An aptitude for creating a warm and benevolent team culture Strong leadership and the ability to make the tough decisions with limited information A passion for getting education right through the Montessori pedagogy Preferred Qualifications Experience teaching within a early childhood education setting Experience in school leadership roles such as Head of School, Assistant Head of School, Early Childhood Program Director, or similar positions Familiarity with the Montessori method of education or a Montessori certification Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation. #J-18808-Ljbffr Guidepost Montessori
- ...School Leadership Pipeline You Belong Here! If you are interested in joining any of our amazing schools in a leadership role, now or in the future, please submit your resume and credentials. Our schools are located in the city of Chicago (CICS Northtown Academy,...Suggested
- ...leading team devotions. Ideal candidates should possess prior collegiate playing and coaching experience, demonstrating leadership and a commitment to the school's Christian values. Candidates will play a vital role in developing not only athletic skills but also the...Suggested
- Menta is seeking an Assistant Principal in Chicago to support school-wide initiatives focused on teacher development and student success. The role involves leadership responsibilities, promoting PBIS, and maintaining high academic expectations while supporting staff and...Suggested
- KIPP Chicago is looking for candidates to join their School Leadership pipeline, including roles such as Assistant Principal and Principal. This posting is for future leadership opportunities, emphasizing community engagement and support for students. The role requires...Suggested
- ...a leading education management organization, Meridian Charter Schools is committed to transforming the lives of students in culturally... ...candidates from all backgrounds to apply for this pivotal leadership role. Compensation: Meridian Charter Schools provides a highly...SuggestedFull timeLocal areaWeekday work
$20 - $27 per hour
...Job Description Job Description Summary of Position: After School Matters is seeking Sport & Recreation Leadership instructors to begin working in Fall 2026 or Spring 2027. ASM is seeking committed, part-time instructors to facilitate in-person programs for 15-3...Part timeApprenticeshipSummer workFlexible hours- Chicago Public Schools is seeking a dedicated Teacher to join their staff at Richard J Daley Academy, located in Chicago's Southwest Side. The role involves comprehensive instructional planning, evaluating student progress, and maintaining classroom discipline aligned with...
- ...Charter One works with schools across the country to provide all-inclusive education management services. At Charter One we pride ourselves... ...of the school are being carried out properly. American Leadership Academy is now accepting applications for High School Assistant...
- Lycée Français de Chicago seeks passionate educators dedicated to empowering students as global citizens. The school offers a unique dual-language teaching environment, extensive benefits, and a strong commitment to equity and inclusion. We encourage applicants who embrace...
$16 - $25 per hour
...Description Job Description Foster a Passion for Learning | Assist Schools | Ease & Support Parents Impact Kids has been providing... ...programming that expands school day learning Use positive leadership and effective student management to maintain the safety, well-...Hourly payTemporary workCurrently hiringLocal areaMonday to Friday- ...over 5 years, and today we serve students at public and private schools across the country. Students have a safe space to develop,... ...professional interaction with students, their families, peers, the leadership team and the larger community. A Child abuse clearance and...
$50k - $60k
...We are always looking to connect with experienced School Leaders across the Downtown Chicago and Illinois suburb areas who are interested in future leadership opportunities within our Guidepost Montessori network! School Leadership Opportunities: We are looking to connect...Local area$65.32k - $88.58k
...a leading education management organization, Meridian Charter Schools is committed to transforming the lives of students in culturally... ...and curriculum identified by the school Instructional Leadership Team. Produce and share lesson plans in accordance with the procedures...Full timeLocal areaFlexible hours$54.82k - $64.7k
...Negligible Job Overview Educators at The Frances Xavier Warde School (FXW) are hired with the invitation and encouragement to be lifelong... ...or Assistant Principal. Other key relationships include campus leadership, Head of School, other teachers and administrators, staff,...Full timeTemporary workLocal area- ...Now Hiring Part Time School Bus Drivers Sign-On Bonus: $2,000* As a Part Time School Bus Driver, you will play a vital role in... ...Opportunities: Advance into operational, maintenance, management, and leadership roles in over 540 locations across the U.S. & Canada! ~...Hourly payExtra incomePart timeSummer workSecond jobImmediate startRelocation packageFlexible hoursShift workWeekend workDay shiftWeekday work
- 4th Grade Teacher - Lincoln Elementary School (2026-2027) Job ID: 1731 Position Type: Elementary School Teaching Date Posted: 6/8/2... ...obstacles. Experience in strategic planning, resource allocation, leadership techniques, and coordination of people and resources. Record of...Contract workLocal area
- Charter One works with schools across the country to provide all-inclusive education management services. At Charter One we pride ourselves... ...of the school are being carried out properly. American Leadership Academy is now accepting applications for High School...
- ...Building Principal Primary Reporting Location: Holmes Elementary School Level: Elementary- 2nd Grade Compensation: In accordance with... ...students and colleagues. Understands the powerful intersection of leadership, learning, and equity, and aligns their work to dismantle...Permanent employmentContract workWork at office
- ...recognizing the interdependence of roles across departments and schools. Fosters a culture of care, learning, and service, grounded... ...students and colleagues. Understands the powerful intersection of leadership, learning, and equity, and aligns their work to dismantle...
$90k
Title: Assistant Principal Location: CICS Longwood High School- 1309 W 95th St, Chicago, IL 60643 Reports To: Principal Salary: Starting... ...routines, procedures, and expectations Instructional Leadership 60% ~Serve as the model for instructional and social-emotional...Full timeSummer workSummer holiday- ...Job Description Job Description School Operations Coordinator & Athletic Director Reports To: Principal Location: CICS... ...Provide operational and administrative support to the Principal and leadership team. Specific responsibilities include: Prepare reports,...Full timeWork experience placementWork at officeLocal areaAfternoon shift
$38.53k - $68.78k
Middle School Social Studies Teacher - St. Benedict Preparatory School - North Center Job Category : Teacher Requisition Number : TEACH... ...in continuous learning, contributing to curriculum committees, leadership opportunities, clubs, after‑school programs, or other...Extra incomeFull timeLive outWork at officeLocal area- ...Job Description: School Social Worker Reports To: Principal Apply today: Overview As a leading education management organization... ...will report to the Principal or designated member of the leadership team, will serve as a member of MTSS/RTI team, and will partner...Full timeLocal areaFlexible hours
$60k
...transparently with clear performance metrics, student outcomes, and leadership contributions. At Kairos, teachers are deeply valued... ...lasting relationships that enhance student persistence and the school community. Proficiency with Microsoft Office, instructional technology...Work at officeMonday to FridayWeekend workAfternoon shift- ...beyond just the classroom, ensuring every child can succeed in school and life. Our programs strengthen communities by educating youth... ...afterschool and summer camp, and 4) The Peace Exchange - youth leadership and violence prevention program. Holy Family Ministries has...Summer work
$47k - $61.75k
Bellwood School District 88 Equal Opportunity Employer Notice of Vacancy Position Type: Elementary School Teaching/ Intermediate - Grades... .... Experience in strategic planning, resource allocation, leadership techniques, and coordination of people and resources; record of...$38.53k - $68.78k
Visit School Website Catholic School Search The Archdiocese of Chicago Catholic schools serve more than 40,000 students in 150+ elementary... ...who demonstrates six essential qualities that drive effective leadership and strong organizational culture: competence, confidence,...Work at officeLocal area- ...2/19/2026 Location: Horizon Science Academy Davenport School Counselor - College, Career and Student Supports (Grades K-8) -... ...Supports serves as a licensed and endorsed member of the school leadership team, responsible for delivering a comprehensive school...Full timeContract work
$57k - $60k
Northsidecatholic is seeking an Assistant Principal for St. Philip Neri School in Chicago, tasked with leading curriculum and instruction... ...nurturing environment. The ideal candidate will possess strong leadership skills and relevant experience in elementary education. The...$2,961.54 - $3,692.31 per week
...Depending on experience Job Description The prime directives of the School Psychologist are to ensure compliance with Special Education... .... The School Psychologist will collaborate with the Pathways Leadership Team on strategic planning, professional development, along with...Internship
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