Assistant Teacher

Guidepost Montessori•Wilton, CT

About The Position

Guidepost Montessori is hiring Assistant Guides for its infant and toddler classrooms at its Wilton school. Assistant Guides support children from infancy through age six as they develop independence, confidence, and a love of learning. They help maintain a calm, engaging Montessori environment where children can explore and learn at their own pace, and assist with individualized and small-group activities. The role emphasizes observing and responding to each child’s needs, preparing intentional learning spaces, and building warm, respectful relationships with children and families. The position offers Montessori training, mentorship, professional development, and opportunities for career growth.

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.

Nice To Haves

  • Prior Montessori experience is welcome but not required.

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.
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