Hiring.Camp

School Leadership

Guidepostmontessori

·

Jun 23, 2026

Salary
$50k – $60k
Location
Chicagoland Area - North Suburbs · Deerfield, Illinois, United States
Department
Assistant Head of School
Seniority
Lead
Source
Greenhouse

Description

We are always looking to connect with experienced School Leaders across the Illinois Suburbs who are interested in future leadership opportunities within our Guidepost Montessori network! 

 

School Leadership Opportunities: 

We are looking to connect with experienced school leaders who share our passion for Montessori education and who have demonstrated success in building or supporting 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 may include, but are not limited to:

  • Supporting a strong, mission-aligned culture on campus that reflects our values
  • Building relationships with families and creating a welcoming, high-quality school experience
  • Leading tours for prospective families and guiding them through the enrollment journey  
  • Managing the enrollment process, including lead tracking and follow-up through CRM systems
  • Planning and supporting community outreach events
  • Overseeing key aspects of day-to-day school operations, including billing, supply ordering, and facilities coordination
  • Responding to family questions and resolving concerns with professionalism and care
  • Partnering with school and regional leaders to support overall school performance and consistency  

What we offer:

  • Ongoing professional development
  • A network of supportive peers and mentors who regularly share best practices
  • Career growth and promotion opportunities
  • A competitive salary of $50,000 - $60,000 depending on education 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

We'd love to talk with candidates who:  

  • Meet Illinois DCFS Director Qualifications 
  • Have experience in early childhood education, school operations, admissions, or leadership roles
  • Are highly organized and able to manage multiple priorities effectively 
  • Enjoy working with families and building strong relationships
  • Communicate clearly and professionally, both verbally and in writing  
  • Have strong attention to detail and follow-through
  • Are comfortable using systems and learning new tools
  • Take initiative and are willing to step in where support is needed     

We'd prefer candidates who have:

  • Experience in roles such as school leadership, admissions, program management, or operations 
  • Familiarity with the Montessori method of education or Montessori certification
  • Experience using CRM systems and billing platforms 
  • Knowledge of the local community to support outreach and enrollment efforts 

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.

Skills

Program Management

Similar Jobs

30

School Leadership

Guidepostmontessori · Chicago, Illinois

Today

School Leadership

Guidepostmontessori · Dallas, Texas

3 weeks ago

School Leadership

Guidepostmontessori · Greater Chicago Area

1 month ago

School Leadership

Guidepostmontessori · Florida, Georgia, North Carolina +1

1 month ago

School Leadership

Guidepostmontessori · Houston, Texas

3 months ago

School Leadership

Guidepostmontessori · Florida, Georgia, North Carolina +1

5 months ago

SCHOOL LEADERSHIP

CMR University

6 months ago

After School Leadership Program Advisor

Gshawaii · Kaua'i, HI

1 month ago

Executive Director ES School Leadership Campus Support

Austin Independent School District

1 month ago

Montessori School Leadership

Guidepostmontessori · Santa Clarita, California

2 months ago

Ag Education and Leadership School-Year Internship

Farm Bureau · Lansing, MI, US

2 months ago

Resume Drop: School Leadership Pool

KIPP · Chicago, IL, United States

3 months ago

School Leadership Pipeline

Meridian Charter Schools · Chicago, IL

3 months ago

Middle School Leadership Program Coordinator

RIVERWOODS CHRISTIAN CENTER · St. Charles, IL

9 months ago

Talent Pool (Network/School Leadership & Support Roles)

Yu Ming Charter School · Oakland, California

1+ year ago

School Leadership Internship Supervisor

Tcny Touro · New York, NY, US · Onsite

1+ year ago

School Leadership: Dean

Kippsocal · Los Angeles, CA · Onsite

1+ year ago

School Leadership Fellow

Bold Charter School

1+ year ago

Associate Director, Leadership Giving, School of Education and Counseling Psychology

Santa Clara University · Bldg. Loyola Hall, United States of America · Remote, Hybrid

3 weeks ago

Anticipated SY 26-27 Division-Level and/or School-Based Leadership Pool

Lynchburg City Schools · Lynchburg, Virginia

5 months ago

Adjunct Faculty - Jepson School of Leadership Studies

Richmond · UR Main Campus, United States of America

1+ year ago

School Administration Leadership Opportunities, 2026-2027

St Marks Catholic Church · United States

1+ year ago

Administrative Assistant II - School Operational Systems, Leadership Services

Henry County Schools · McDonough, GA, United States, US

5 days ago

Specialty Area School_ Teacher, Kindergarten (Leadership Prep Academy) 2026-2027

DeKalb County School District · Remote

1 month ago

Assistant Headteacher - Maths Leadership (The Turing School)

East Sussex County Council · Eastbourne, East Sussex, United Kingdom, GB

1 month ago

Assistant Headteacher - Maths Leadership (The Turing School)

East Sussex County Council · Eastbourne, East Sussex, United Kingdom, GB · Onsite

1 month ago

Fall 2026 Undergraduate Assistant, School of Civic Leadership

Utaustin · AUSTIN, TX, United States of America

3 months ago

Fall 2026 Teaching Assistant, School of Civic Leadership (Masters Student)

Utaustin · AUSTIN, TX, United States of America

3 months ago

Hospitality Leadership Affiliate Instructor, School of Hospitality

MSU Denver Careers · Auraria Campus, United States of America

10 months ago

Specialty Area School_ Teacher, Middle Grades (Leadership Prep Academy) 2026-2027

DeKalb County School District · Remote

1 month ago