Now Hiring: Assistant Head of School at Montessori… · Santa…

Now Hiring: Assistant Head of School

Join a Warm and Supportive Montessori Community! Cabrillo Montessori School- Santa Clara, CA 

Are you an experienced and compassionate leader who thrives in a collaborative environment? Do you believe in building strong relationships with families, supporting a dedicated teaching team, and creating a space where children feel safe, nurtured, and inspired to learn? If so, we’d love to meet you!

About the Role:

Cabrillo Montessori School, an upscale Montessori Preschool nestled in the neighborhoods of Santa Clara right next to Nvidia, is looking for a caring and capable Assistant Head of School to help lead our community. 
In this role, you will work hand-in-hand with the Head of School to ensure the daily operations run smoothly while fostering a warm and welcoming environment for children, families, and staff. Your role will include supporting teachers, maintaining strong family partnerships, managing school logistics, and stepping in wherever needed to keep our community thriving.

We believe that a well-run school is one where leadership is present, engaged, and always willing to support the team whether that means helping with classroom transitions, assisting families, or making sure every detail is taken care of behind the scenes. 

What You’ll Do:

• Partner with the Head of School to create a nurturing and smoothly operating school environment.
• Build strong relationships with families, supporting their journey in our Montessori program.
• Ensure classrooms have what they need, from staffing support to supplies and materials.
• Oversee administrative tasks such as family onboarding, billing, and scheduling.
• Step in as needed whether it’s lending a hand with classroom activities, helping with snack time, or ensuring the laundry gets done.
• Lead by example, fostering a team-oriented culture where everyone feels valued and supported.

What We’re Looking For:

Skills & Qualities:

• A strong sense of collaboration and a team-first mindset.
• The ability to juggle multiple responsibilities while staying calm and organized.
• A commitment to creating a warm, inclusive, and professional environment.
• Excellent communication skills and a proactive approach to problem-solving.
• A passion for early childhood education and a dedication to supporting teachers, children, and families.

Qualifications:

• Experience in a preschool or educational setting (Montessori experience is a plus but not required).
• Willingness to learn and embrace the Montessori philosophy.
• Strong administrative and technology skills (familiarity with school management software is a bonus).
• 12 ECE units or willingness to obtain 12 ECE units 

About Cabrillo Montessori & MSOSV:

Cabrillo Montessori is part of the Montessori School of Silicon Valley (MSOSV), a network of dedicated Montessori schools committed to fully implemented Montessori programs. We serve children from toddlerhood through kindergarten and offer enriching experiences beyond the classroom, including Art, Gardening, Cooking, and Science Studio Programs.

By joining us, you’ll be part of a team of passionate educators who believe in supporting each other and creating a space where children feel safe, loved, and encouraged to explore their world. We strive to put children first, always and support each employee on a career path to meet their fullest potential. 

Why Join Us?

• A supportive and passionate team that values collaboration and professional growth.
• Competitive wages and benefits, including medical, dental, and vision coverage.
• 401k retirement plan with a 4% employer match.
• The opportunity to make a lasting impact on children, families, and fellow educators.

If you’re ready to help lead a warm and dynamic Montessori community, we’d love to hear from you!
Apply Today!