Assistant Teacher

Guidepost Montessori • Wilton, CT

4d

About The Position

Guidepost Montessori is hiring an Assistant Teacher, referred to in the posting as an Assistant Guide, for its infant and toddler classrooms at its Wilton school. The role supports children ages 0–6 in developing independence, confidence, and a lifelong love of learning. The Assistant Guide helps maintain a calm, engaging Montessori environment where infants or toddlers can explore, learn, and grow at their own pace. The position includes preparing intentional learning spaces, assisting with individualized and small-group activities, and supporting children with respect, patience, and care. The role also involves building relationships with children and families and collaborating with Lead Guides and other team members. Guidepost offers Montessori diploma training, professional development, mentorship, and opportunities for career growth. The organization is committed to equal employment opportunity and reasonable accommodation for employees and applicants with disabilities or special needs.

Requirements

• Experience working with children under 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.

Nice To Haves

• Prior Montessori experience.

Responsibilities

• 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.

Benefits

• 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.
• Opportunities for growth and career advancement.
• A supportive network of peers who value collaboration and shared best practices.

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed