Assistant Teacher New Wilton, Connecticut

Guidepost Montessori; Wilton, Northern (CT, KY); On-site; USD 32,000 - 42,000; Full time

Benefits offered by this job

Diploma training sponsorship

Professional development mentorship

Tuition discount for children

Health, dental, and vision insurance

Paid time off and paid holidays

Career growth opportunities

Supportive peer network

Job summary

Guidepost Montessori in Wilton, CT is hiring an Assistant Guide to support infants and toddlers in a calm, engaging Montessori classroom. You’ll help children build independence, confidence, and a love of learning in a nurturing environment.

This full-time role offers diploma sponsorship, ongoing professional development, and family discounts. You’ll collaborate with Lead Guides, support small-group activities, and foster respectful relationships with children and families.

Qualifications

• Experience working with young children in a classroom or childcare setting.

Responsibilities

• Observe children closely to understand and support their needs.
• Help prepare and maintain a beautiful, orderly classroom environment.
• Support individual and small-group learning activities.
• Build warm, respectful relationships with children and families.
• Collaborate with Lead Guides and team members to create a strong classroom community.

Skills

Observation

Team collaboration

Patience

Love for children

Job description

Do work that matters! Every single day. We are hiring Assistant Guides for our lovely Guidepost Montessori school at Wilton in our infant and toddler rooms!

At Guidepost Montessori, our Assistant Guides play a meaningful role in helping children ages 0–6 develop independence, confidence, and a lifelong love of learning.

If you’re passionate about working with young children and want to grow in a supportive, purpose-driven environment, we’d love to meet you.

Your Impact

As an Assistant Guide, you’ll support a Montessori classroom of infants or toddlers, helping create a calm, engaging environment where children are empowered to explore, learn, and grow at their own pace.

In a Montessori classroom, the environment and the guide work together to support each child’s development. You’ll assist in preparing beautiful, intentional learning spaces and support children through individualized and small-group activities—always with respect, patience, and care.

Most importantly, you’ll help children build confidence in themselves and discover what they’re capable of achieving.

What You’ll Do

• Observe children closely to understand and support their individual needs
• Help prepare and maintain a beautiful, orderly classroom environment
• Support individual and small-group learning activities
• Build warm, respectful relationships with children and families
• Collaborate with Lead Guides and fellow team members to create a strong classroom community

What We’re Looking For

• Experience working with children of agesunder 24 months old in a school or childcare setting
• A positive, adaptable, and collaborative mindset
• A genuine love for working with young children
• Interest in learning and growing within the Montessori approach (prior Montessori experience is welcome but not required)

What We Offer

• Fully sponsored Montessori diploma training through the Prepared Montessorian Institute
• Ongoing professional development and mentorship
• 75% tuition discount for up to two children at any Guidepost school
• Competitive pay
• Health, dental, and vision insurance
• Paid time off and paid holidays
• Abundant opportunities for growth and career advancement
• A supportive network of peers who value collaboration and shared best practices

About Guidepost Montessori

Guidepost Montessori is a growing network of over 100 schools across the U.S. and Asia, serving children from 3 months to 6 years old.

We believe children are capable and we design an education that nurtures independence, curiosity, and joy. Our mission is to transform education by helping every child reach their highest potential academically, socially, and emotionally.

If you love working with children and are looking for a role where you can grow, make an impact, and be part of something meaningful, we’d love to hear from you.

This is a full-time position. We have two shifts available 8:30am-5:30pm or 9am-6pm.

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.