Child Care and Preschool Teachers

Guidepost Montessori•Chicago, IL
•Onsite

About The Position

Guidepost Montessori is seeking passionate educators for Lead Guide and Assistant Guide roles serving children from infancy through age six at schools in Downtown Chicago and the Illinois Suburbs. Guides lead or support mixed-age Montessori classrooms in Infant, Toddler, and Children’s House (ages 3–6) programs. They foster calm, engaging learning environments where children develop independence, confidence, and a lifelong love of learning through observation, meaningful relationships, and thoughtfully prepared classrooms. The organization offers training, coaching, mentorship, and career development to help educators build careers in Montessori education.

Requirements

  • Experience working with young children in a preschool, childcare, daycare, or school setting.
  • Passion for early childhood education and child development.
  • Collaborative, adaptable, and positive mindset.
  • Required ECE or Child Development credits, where applicable.
  • Interest in pursuing the fully sponsored Montessori diploma through the Prepared Montessorian Institute.

Nice To Haves

  • Prior Montessori experience is welcomed but not required.

Responsibilities

  • Lead or support a mixed-age Montessori classroom.
  • Observe children closely to understand and support their individual development.
  • Prepare and maintain a beautiful, orderly classroom learning environment.
  • Foster independence through respectful guidance and encouragement.
  • Build strong partnerships with families.
  • Collaborate with fellow team members to create a positive classroom community.

Benefits

  • Fully sponsored Montessori diploma training through the Prepared Montessorian Institute (PMI).
  • Ongoing coaching, mentorship, and professional development.
  • Clear pathways for career advancement, from Assistant Guide to Lead Guide and school leadership opportunities.
  • 75% tuition discount for up to two children at any Guidepost Montessori school.
  • Competitive pay based on experience, education, and role.
  • Health, dental, and vision insurance.
  • Paid time off and paid holidays.
  • Collaborative community of educators committed to continuous learning and excellence.
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