Assistant Teacher Wilton, Connecticut

Inspire Young Minds. Shape the Future. Join Guidepost Montessori at Wilton!

Do you believe children are capable of incredible things? At Guidepost Montessori at Wilton, we’re on a mission to help children discover their independence, build confidence, and fall in love with learning—for life.

We’re searching for warm, adaptable, and dedicated Assistant Guides (Teachers) to join our joyful community and support children ages 0–6 in our beautifully prepared Montessori classrooms.

At Guidepost, you’re not just helping children learn—you’re empowering them to thrive.

Empower Independence – Watch children light up as they master new skills on their own.

Inspire Curiosity – Help create an environment where exploration and discovery are encouraged every day.

Build Lifelong Skills – Guide children toward confidence, resilience, and a true love for learning.

• Carefully observe and understand each child’s unique needs.
• Prepare a beautiful, orderly, and engaging classroom that fosters focus and independence.
• Offer gentle, one-on-one and small-group lessons that meet each child where they are.
• Build authentic relationships with every child and family, creating a caring and respectful community.

• Experience working with young children in a school or caregiving setting (Montessori experience is a plus—but not required!)
• A genuine love for children and respect for their amazing capabilities.
• Adaptability, collaboration, and a growth mindset.

• Fully sponsored Montessori training through the Prepared Montessorian Institute.
• 75% tuition discount for up to two children at any school in our network (serving ages 3 months–Elementary).
• Competitive pay, health/dental/vision insurance, and generous PTO & paid holidays.
• A supportive network of peers, mentors, and growth opportunities across more than 100 schools worldwide.

Guidepost Montessori is one of the largest and fastest-growing Montessori networks in the world, dedicated to radically transforming education. We believe every child is capable and deserves the tools to become a confident, independent, and joyful lifelong learner.

If you’re ready to make a lasting impact—and grow your own skills along the way we’d love to meet you.

Apply today and join a community where children and educators flourish together.

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.