Montessori Guide Leader

Are you a Montessori leader with a thirst for social justice and an entrepreneurial drive? Sage Montessori in Hyannis, MA seeks a Guide Leader to co-lead a Wildflower micro-school. This role includes both educating and operating a nonprofit school.

Who We Are

Sage Montessori is a preschool school serving children ages 3-6 on Cape Cod. Sage Montessori opened in 2021.  The school has started as a Family Child Care serving 6-10 children and will be expanding in the next few years to serve 20-24 children.

Our Network

Sage Montessori is part of Wildflower Schools, a network of small, educator-led, authentic Montessori learning environments serving children from infancy through high school. The Wildflower model combines time-tested Montessori methods with promising new practices in family partnership, educator empowerment, and intentional diversity. At Wildflower, we believe that embracing equity is an essential part of our work. We are committed to deeply engaging in what Maria Montessori called “the preparation of self” as it pertains to understanding our implicit biases, blind spots, and prejudices.

How We Work

The Wildflower network is decentralized and nonhierarchical, rooted deeply in our values of Connectedness and Growth; our norms of Anti-Bias Anti-Racist and Unity, Autonomy with Support, and Awareness and Compassion; and our purpose and principles that guide our schools’ design.

To learn more about the ideas that drive us, check out The Wildflower Collection and Reinventing Organizations.

Your Role

The responsibilities of Guide Leader, which will be shared with our founding Guide Leader Ed Stanford, include, but are not limited to:

  • Co-guiding
  • Co-guiding children ages 3-6 using authentic Montessori methods infused with anti-bias, anti-racist practice
  • Maintaining online student observations, records, and data
  • Participating in professional development as liberatory Montessori leaders and co-teachers
  • Family Engagement & Support
  • Communicating with families (meetings, newsletters, family education events)
  • Marketing the school through deep community engagement, social media, and a website presence
  • Managing an inclusive admissions and enrollment process (tours, applications, admissions decisions, enrollment paperwork)
  • Managing scholarship programs and state subsidies
  • School Operations
  • Maintaining strong systems for financial management, human resources, licensing, and compliance
  • Creating the annual school calendar and daily routine


  • Montessori 3-6 credential required or willingness to complete a Montessori training program
  • School administration, business, or other entrepreneurial experience preferred but not required
  • Experience as a Montessori Guide preferred but not required


  • Collaborative: You are excited about the idea of co-leading a school and developing a strong partnership with your co-leader
    Entrepreneurial: You are flexible, open-minded, see opportunity in obstacles, and are energized by using creativity and resourcefulness to create solutions to problems.
  • Operational: You are a self-starter willing to support different aspects of small school operations, which may range from making admissions decisions to taking care of plants.
  • Committed to Equity: You are eager to expand access to quality early education for racially and socioeconomically diverse communities; you are ready to engage in anti-bias, anti-racist self-work and community-work
  • Generous: You live with kindness, practice gratitude and lead with love. You seek advice openly and are comfortable working in a non-hierarchical organization.
  • Growth Oriented: You are eager to stretch beyond your current experience, to develop new skills and expertise, and to more fully explore your purpose and potential.

Hours & Benefits

This is a full-time position. Salary and benefits are commensurate with experience. Sage Montessori offers opportunities for ongoing professional development, and connection to the wider Wildflower community and supports.

Learn More

Send a summary of your experience and description of your interests to Ed Stanford at ed@sagemontessorischool.org. Members of the Global Majority and native Spanish or Portuguese speakers are strongly encouraged to inquire.

Sage Montessori does not discriminate on the basis of race, color, national or ethnic origin, creed, religion, sex or gender, disability, age, marital status, sexual orientation, status with regard to public assistance, or in any other way based on personal identity markers that do not relate to the capacity of an individual person to carry out the responsibilities of a role.

About Sage Montessori

Sage Montessori is a preschool school serving children ages 3-6 on Cape Cod. Sage Montessori opened in 2021.  The school has started as a Family Child Care serving 6-10 children and will be expanding in the next few years to serve 20-24 children.