Guidepost Academy Job Type: Part Time Teachers who want to change the world come to Guidepost Academy . Guidepost is a school dedicated to a union of classical and Montessori approaches to education: An emphasis on history and great books, with a Montessori reverence for independence and agency. We are looking for a Part Time Middle School Math Teacher for the 2025-26 school year.

Our organization was founded to do just that—a group of educators and likeminded individuals had caught a glimpse of what could be possible in education, and wanted to bring it to the world.

Education today is filled with false alternatives. Do you believe that there is critical, life‑shaping knowledge that children desperately need—but also believe that they need to be in the driver’s seat when they pursue it?

Then Guidepost

Academy is the place for you. Our Montessori approach means we believe in promoting each student’s individual agency. We bring structure to that through a coaching‑based approach that helps students plan their own goals for the day and week, using adults as guides and accountability partners.

You will be joining a team of ambitious, creative, and inspiring educators and a fast‑paced organization with opportunities for growth and development. Establishing and modeling a strong,



supportive community that upholds GPA’s core values at all times Partner with parents to ensure students are fully supported at home and at school Have a demonstrated passion for and experience in teaching mathematics Are looking to co‑create a vibrant, thriving, loving school community Are an experienced mentor of adolescents who wants to help individual students explore their passions, overcome challenges, and surpass expectations We strongly encourage and welcome people from all educational and professional backgrounds to apply for this opportunity and join our unique community. We are committed to building a team that represents a variety of backgrounds, perspectives, and skills.

The Pursuit of Truth: We pursue knowledge not as an academic exercise, but to improve our judgement and actions in the world. In choosing our work, we direct our energies intentionally toward our goals, bring structure and focus to our lives, and reshape our worlds.

The Joy of Community: We recognize the value of deep, honest relationships, and we offer others an authentic self that makes such relationships possible. In doing so, we experience the joy of belonging and develop a deep and abiding sense of love and responsibility for the communities we embrace.

Guidepost

Academy is committed to a policy of equal employment prospect. We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, disability or any other legally recognized protected basis under applicable laws. Our leadership is dedicated to ensuring the fulfillment of this policy. #

📌 Part Time Middle School Math Teacher (Toronto)
🏢 Montessori Teachers College
📍 Toronto