Assistant Teacher

Guidepost Montessori•Chicago, IL

About The Position

Guidepost Montessori is hiring an Assistant Guide for its Lincoln Park school. The Assistant Guide supports a mixed-age Montessori classroom serving infants, toddlers, and children ages 3–6. The role helps create a calm, engaging classroom where children can explore, learn, and grow at their own pace. The Assistant Guide prepares and maintains intentional learning spaces and supports children through individualized and small-group activities with respect, patience, and care, helping them build confidence and recognize their abilities. Guidepost Montessori is a network of over 100 schools across the U.S. and Asia serving children from 3 months to 6 years old. Its educational approach is designed to nurture independence, curiosity, and joy and help children reach their academic, social, and emotional potential. The organization states that it is committed to equal employment opportunity and reasonable accommodation for employees and applicants with disabilities or special needs when requested.

Requirements

  • Experience working with children ages 3–6 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.
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service