Hiring Early Childhood Assistant Teachers

Guidepost Montessori•Chicago, IL

About The Position

Guidepost Montessori is hiring Assistant Guides for its Magnificent Mile school. Assistant Guides support mixed-age Montessori classrooms serving infants, toddlers, and children ages 3–6. They help create a calm, engaging environment where children can explore, learn, and grow at their own pace. The role includes preparing intentional learning spaces and supporting individualized and small-group activities with respect, patience, and care. Assistant Guides help children build confidence and develop independence, curiosity, and a love of learning.

Requirements

  • Experience working with children ages 3–6 in a school, early childhood, 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.
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