Assistant Director

Company: Guidepost Montessori
Location: Chicago
Posted on: February 18, 2026

Job Description:

Job Description Job Description We're hiring experienced leaders to join our growing school leadership teams in the Chicago, Illinois area! Guidepost Montessori is a community of educators who are driven by a deep desire to bring about widespread change in education today. We believe that the traditional method of education used in most schools is antiquated, outdated, and broken. To meet the needs of today's students and to bring about true progress in the world around us, we need an education model that fosters independence and develops competent, capable, action-oriented thinkers and change agents. To that end, we are committed to dramatically increasing the amount of high-fidelity, authentic Montessori programs, not only in the U.S., but around the globe! The School Leadership Position We are looking for leaders who shares our passion for the Montessori method and has the talent and perseverance required to quickly grow enrollment, attract and retain great staff, build a strong parent community, and ensure the educational experience for each child in every classroom is of the highest standard. As a leader, you'll be responsible for providing leadership to the entire campus team. Responsibilities include, but are not limited to: Developing a strategic plan for the campus Creating a strong culture that embodies the mission of our organization Building a strong community among staff, parents, and children Ensuring delivery of an exceptional program Ensuring overall profitability targets are met (including managing campus budget) Working to ensure enrollment targets are met Hiring, supporting, developing, and managing teaching staff 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 Health, dental, and vision insurance Paid time off and paid holidays 100% tuition discount for two children at any school within our network (we serve children 3 months through Elementary) The opportunity to contribute to a high-quality educational program that serves the individual needs of each child We'd love to talk with you if you possess: Director Qualifications 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 We will prefer you over other candidates if you have: Experience teaching within a early childhood education setting Experience as an Admissions, Administrative, Program or School Director for a preschool 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.

Keywords: Guidepost Montessori, Janesville , Assistant Director, Education / Teaching , Chicago, Wisconsin