Assistant Teacher

Guidepost Montessori • Chicago, IL

1d

About The Position

Guidepost Montessori is hiring an Assistant Guide (Assistant Teacher) for its Lincoln Park school. The role supports a mixed-age Montessori classroom serving infants, toddlers, and children ages 3–6. The Assistant Teacher helps create a calm, engaging environment where children can explore, learn, and develop at their own pace. The role includes preparing intentional learning spaces and supporting individualized and small-group activities with respect, patience, and care. Assistant Teachers help children build confidence and independence while working with Lead Guides, colleagues, and families.

Guidepost Montessori is a network of more than 100 schools across the U.S. and Asia, serving children from 3 months to 6 years old. Its educational approach emphasizes independence, curiosity, and joy, with the mission of helping every child reach their highest potential academically, socially, and emotionally.

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.

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.

What This Job Offers

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