Lead Toddler Teacher
Guidepost Montessori · Lincoln Park, Chicago · United States · On-site
Pay: USD 40,000 – 50,000 a year
Posted Sep 9, 2026
Sign up free: we match you to jobs like this, tailor your application and fill the form. 2 free applications every day.
Help toddlers discover who they are and what they can do.
At Guidepost Montessori, our Lead Toddler Guides create calm, purposeful environments where curiosity, independence, and confidence grow every day.
If you’re passionate about early childhood development and ready to lead a classroom designed for exploration and independence, this is your opportunity to make a meaningful impact.
Your Role
As a Lead Toddler Guide , you’ll lead a mixed-age toddler classroom in a Montessori environment thoughtfully designed to support children during one of the most formative stages of development.
Montessori guides prepare beautiful, orderly environments that invite exploration and support independence. Through careful observation, individualized lessons, and respectful guidance, you’ll help each child develop language, coordination, self-regulation, and confidence.
Your leadership will empower toddlers to explore freely, make choices, and take pride in what they can accomplish laying the foundation for lifelong learning.
What You’ll Do
Observe each child closely to understand and support their physical, emotional, and cognitive development
Prepare and maintain a beautiful, orderly classroom that fosters focus, independence, and exploration
Support independence by encouraging toddlers to “do it themselves”
Provide lessons in practical life skills, language development, and grace and courtesy
Build warm, trusting relationships with children and families
Communicate and collaborate with parents to support each child’s growth
Lead classroom routines and collaborate with team members to create a respectful, joyful community
The Montessori Prepared Environment
Every Guidepost toddler classroom is fully equipped with high-quality Montessori materials and designed according to the principles of beauty, order, and independence.
Our toddler environments feature:
Open spaces that encourage movement and exploration
Child-sized furniture and tools to support independence
Curriculum that builds skills in dressing, feeding, and toilet learning
Scientifically designed materials for fine and gross motor development
Natural elements including cozy rugs, real plants, and abundant light
Beautiful, breakable materials made from wood, metal, and glass
Opportunities to climb, crawl, and explore without restrictive devices
What We’re Looking For
Interest in pursuing fully sponsored Montessori certification through our Prepared Montessorian Institute, or a previously earned Montessori diploma
Experience working with children ages 0–3 in a group care or early learning setting
Alignment with child-led educational approaches (Montessori, Reggio Emilia, or similar)
Required ECE or Child Development credits
Bachelor’s degree (Child related field)
What We Offer
Sponsored Montessori diploma training and ongoing professional development
Competitive salary: $40,000 - $50,000 depending on experience and education
…