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Location: Magnificent Mile, Chicago Looking for a flexible role working with children in a meaningful, supportive environment? Join our on-call Substitute Teacher team at Guidepost Montessori! We’re always excited to welcome warm, dependable substitute guides to support our mixed-age Montessori classrooms when our full-time teachers are out. No formal Montessori training is required, we’ll provide training as part of your orientation and onboarding. About the Role This is an on-call, as-needed position , ideal for individuals seeking flexible hours while making a positive impact on young children. As a Substitute Teacher, you’ll support multiple classrooms serving children ages 0–6 , helping maintain a calm, engaging, and nurturing learning environment. Many of our substitute teachers go on to become full-time Assistant Teachers , making this a great opportunity to get your foot in the door at Guidepost Montessori. What You’ll Do Step into classrooms as needed to support children and maintain consistency Assist with daily routines and classroom activities across mixed-age groups Help create a warm, safe, and engaging environment for children Collaborate with school staff to ensure smooth transitions and continuity of care Model patience, professionalism, and kindness in every interaction Schedule & Flexibility Hours and days vary based on school needs Perfect for those seeking part-time, flexible, or supplemental work Minimum Qualifications Negative TB test within the last 12 months Valid state background check Strong interpersonal and communication skills Warm, friendly, and dependable demeanor Passion for working with young children Preferred (but not required): Early Childhood Education (ECE) units Recent experience working with children ages 0–6 Why Guidepost Montessori? Guidepost Montessori is a global community of educators dedicated to transforming education through independence, curiosity, and respect for each child. We are committed to expanding high-quality, authentic Montessori programs across the U.S. and around the world creating environments where children and educators alike can thrive. If you love children, value flexibility, and are looking for a meaningful way to grow in early childhood education, we’d love to meet you. Apply today and become part of our school community! Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

Location: Chicago, Illinois Do work that matters! Every single day. We are hiring  Assistant Guides for our lovely Guidepost Montessori school at Magnificent Mile! At Guidepost Montessori, our Assistant Guides play a meaningful role in helping children ages 0–6 develop independence, confidence, and a lifelong love of learning. If you’re passionate about working with young children and want to grow in a supportive, purpose-driven environment, we’d love to meet you. Your Impact As an Assistant Guide , you’ll support a mixed-age Montessori classroom (Infant, Toddler, and Children’s House ages 3–6), helping create a calm, engaging environment where children are empowered to explore, learn, and grow at their own pace. In a Montessori classroom, the environment and the guide work together to support each child’s development. You’ll assist in preparing beautiful, intentional learning spaces and support children through individualized and small-group activities—always with respect, patience, and care. Most importantly, you’ll help children build confidence in themselves and discover what they’re capable of achieving. What You’ll Do 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 What We’re Looking For 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) What We Offer 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 Abundant opportunities for growth and career advancement A supportive network of peers who value collaboration and shared best practices About Guidepost Montessori Guidepost Montessori is a growing network of over 100 schools across the U.S. and Asia, serving children from 3 months to 6 years old . We believe children are capable and we design an education that nurtures independence, curiosity, and joy. Our mission is to transform education by helping every child reach their highest potential academically, socially, and emotionally. If you love working with children and are looking for a role where you can grow, make an impact, and be part of something meaningful, we’d love to hear from you. Apply today and join our school community! Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

Location: Lincoln Park, Chicago Looking for a flexible role working with children in a meaningful, supportive environment? Join our on-call Substitute Teacher team at Guidepost Montessori! We’re always excited to welcome warm, dependable substitute guides to support our mixed-age Montessori classrooms when our full-time teachers are out. No formal Montessori training is required, we’ll provide training as part of your orientation and onboarding. About the Role This is an on-call, as-needed position , ideal for individuals seeking flexible hours while making a positive impact on young children. As a Substitute Teacher, you’ll support multiple classrooms serving children ages 0–6 , helping maintain a calm, engaging, and nurturing learning environment. Many of our substitute teachers go on to become full-time Assistant Teachers , making this a great opportunity to get your foot in the door at Guidepost Montessori. What You’ll Do Step into classrooms as needed to support children and maintain consistency Assist with daily routines and classroom activities across mixed-age groups Help create a warm, safe, and engaging environment for children Collaborate with school staff to ensure smooth transitions and continuity of care Model patience, professionalism, and kindness in every interaction Schedule & Flexibility Hours and days vary based on school needs Perfect for those seeking part-time, flexible, or supplemental work Minimum Qualifications Negative TB test within the last 12 months Valid state background check Strong interpersonal and communication skills Warm, friendly, and dependable demeanor Passion for working with young children Preferred (but not required): Early Childhood Education (ECE) units Recent experience working with children ages 0–6 Why Guidepost Montessori? Guidepost Montessori is a global community of educators dedicated to transforming education through independence, curiosity, and respect for each child. We are committed to expanding high-quality, authentic Montessori programs across the U.S. and around the world creating environments where children and educators alike can thrive. If you love children, value flexibility, and are looking for a meaningful way to grow in early childhood education, we’d love to meet you. Apply today and become part of our school community! Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

Location: Ballwin, Missouri Do work that matters! Every single day. We are hiring  Teacher Assistants, Assistant Teachers, Assistant Guides and child care workers for our lovely Guidepost Montessori school at Arbor Spring! At Guidepost Montessori, our Assistant Teachers (guides) play a meaningful role in helping children ages 0–6 develop independence, confidence, and a lifelong love of learning. If you’re passionate about working with young children and want to grow in a supportive, purpose-driven environment, we’d love to meet you. Your Impact As an Teacher Assistant , you’ll support a mixed-age Montessori classroom (Infant, Toddler, and Children’s House ages 3–6), helping create a calm, engaging environment where children are empowered to explore, learn, and grow at their own pace. In a Montessori classroom, the environment and the guide work together to support each child’s development. You’ll assist in preparing beautiful, intentional learning spaces and support children through individualized and small-group activities—always with respect, patience, and care. Most importantly, you’ll help children build confidence in themselves and discover what they’re capable of achieving. What You’ll Do 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 What We’re Looking For Experience working with children ages 3–6 in a school, childcare setting, customer service or child related field 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) What We Offer 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 + sign on bonus Health, dental, and vision insurance Paid time off and paid holidays Abundant opportunities for growth and career advancement A supportive network of peers who value collaboration and shared best practices About Guidepost Montessori Guidepost Montessori is a growing network of over 80 schools across the U.S. and Asia, serving children from 3 months to 6 years old . We believe children are capable and we design an education that nurtures independence, curiosity, and joy. Our mission is to transform education by helping every child reach their highest potential academically, socially, and emotionally. If you love working with children and are looking for a role where you can grow, make an impact, and be part of something meaningful, we’d love to hear from you. Apply today and join our school community! Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

Location: Chicago, Illinois Do work that matters! Every single day. We are hiring  Assistant Guides for our lovely Guidepost Montessori school at Lincoln Park! At Guidepost Montessori, our Assistant Guides play a meaningful role in helping children ages 0–6 develop independence, confidence, and a lifelong love of learning. If you’re passionate about working with young children and want to grow in a supportive, purpose-driven environment, we’d love to meet you. Your Impact As an Assistant Guide , you’ll support a mixed-age Montessori classroom (Infant, Toddler, and Children’s House ages 3–6), helping create a calm, engaging environment where children are empowered to explore, learn, and grow at their own pace. In a Montessori classroom, the environment and the guide work together to support each child’s development. You’ll assist in preparing beautiful, intentional learning spaces and support children through individualized and small-group activities—always with respect, patience, and care. Most importantly, you’ll help children build confidence in themselves and discover what they’re capable of achieving. What You’ll Do 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 What We’re Looking For 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) What We Offer 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 Abundant opportunities for growth and career advancement A supportive network of peers who value collaboration and shared best practices About Guidepost Montessori Guidepost Montessori is a growing network of over 100 schools across the U.S. and Asia, serving children from 3 months to 6 years old . We believe children are capable and we design an education that nurtures independence, curiosity, and joy. Our mission is to transform education by helping every child reach their highest potential academically, socially, and emotionally. If you love working with children and are looking for a role where you can grow, make an impact, and be part of something meaningful, we’d love to hear from you. Apply today and join our school community! Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

Location: Evanston, Illinois Looking for a flexible role working with children in a meaningful, supportive environment? Join our on-call Substitute Teacher team at Guidepost Montessori! We’re always excited to welcome warm, dependable substitute guides to support our mixed-age Montessori classrooms when our full-time teachers are out. No formal Montessori training is required, we’ll provide training as part of your orientation and onboarding. About the Role This is an on-call, as-needed position , ideal for individuals seeking flexible hours while making a positive impact on young children. As a Substitute Teacher, you’ll support multiple classrooms serving children ages 0–6 , helping maintain a calm, engaging, and nurturing learning environment. Many of our substitute teachers go on to become full-time Assistant Teachers , making this a great opportunity to get your foot in the door at Guidepost Montessori. What You’ll Do Step into classrooms as needed to support children and maintain consistency Assist with daily routines and classroom activities across mixed-age groups Help create a warm, safe, and engaging environment for children Collaborate with school staff to ensure smooth transitions and continuity of care Model patience, professionalism, and kindness in every interaction Schedule & Flexibility Hours and days vary based on school needs Perfect for those seeking part-time, flexible, or supplemental work Minimum Qualifications Negative TB test within the last 12 months Valid state background check Strong interpersonal and communication skills Warm, friendly, and dependable demeanor Passion for working with young children Preferred (but not required): Early Childhood Education (ECE) units Recent experience working with children ages 0–6 Why Guidepost Montessori? Guidepost Montessori is a global community of educators dedicated to transforming education through independence, curiosity, and respect for each child. We are committed to expanding high-quality, authentic Montessori programs across the U.S. and around the world creating environments where children and educators alike can thrive. If you love children, value flexibility, and are looking for a meaningful way to grow in early childhood education, we’d love to meet you. Apply today and become part of our school community! Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

Location: Evanston, Illinois 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 education and experience Health, dental, and vision insurance Paid time off and paid holidays 75% tuition discount for up to two children at any Guidepost school A collaborative, supportive network of peers and mentors Clear opportunities for career growth and leadership advancement About Guidepost Montessori Guidepost Montessori is a growing network of over 100 schools across the U.S. and Asia, serving children from 3 months to 6 years old in our Nido, Toddler, and Children’s House programs. We believe children are capable and we intentionally design environments that empower them to explore, grow, and flourish. Our mission is to transform education by nurturing independence, joy, and lifelong learning. If you’re inspired by toddler development, excited to partner with families, and ready to lead with purpose, we’d love to welcome you to Guidepost Montessori. Apply today and help toddlers take their next big steps. Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

Location: Evanston, Illinois Do work that matters! Every single day. We are hiring  Assistant Guides for our lovely Guidepost Montessori school at Evanston! At Guidepost Montessori, our Assistant Guides play a meaningful role in helping children ages 0–6 develop independence, confidence, and a lifelong love of learning. If you’re passionate about working with young children and want to grow in a supportive, purpose-driven environment, we’d love to meet you. Your Impact As an Assistant Guide , you’ll support a mixed-age Montessori classroom (Infant, Toddler, and Children’s House ages 3–6), helping create a calm, engaging environment where children are empowered to explore, learn, and grow at their own pace. In a Montessori classroom, the environment and the guide work together to support each child’s development. You’ll assist in preparing beautiful, intentional learning spaces and support children through individualized and small-group activities—always with respect, patience, and care. Most importantly, you’ll help children build confidence in themselves and discover what they’re capable of achieving. What You’ll Do 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 What We’re Looking For 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) What We Offer 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 Abundant opportunities for growth and career advancement A supportive network of peers who value collaboration and shared best practices About Guidepost Montessori Guidepost Montessori is a growing network of over 100 schools across the U.S. and Asia, serving children from 3 months to 6 years old . We believe children are capable and we design an education that nurtures independence, curiosity, and joy. Our mission is to transform education by helping every child reach their highest potential academically, socially, and emotionally. If you love working with children and are looking for a role where you can grow, make an impact, and be part of something meaningful, we’d love to hear from you. Apply today and join our school community! Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

Location: Oak Brook, Illinois Looking for a flexible role working with children in a meaningful, supportive environment? Join our on-call Substitute Teacher team at Guidepost Montessori! We’re always excited to welcome warm, dependable substitute guides to support our mixed-age Montessori classrooms when our full-time teachers are out. No formal Montessori training is required, we’ll provide training as part of your orientation and onboarding. About the Role This is an on-call, as-needed position , ideal for individuals seeking flexible hours while making a positive impact on young children. As a Substitute Teacher, you’ll support multiple classrooms serving children ages 0–6 , helping maintain a calm, engaging, and nurturing learning environment. Many of our substitute teachers go on to become full-time Assistant Teachers , making this a great opportunity to get your foot in the door at Guidepost Montessori. What You’ll Do Step into classrooms as needed to support children and maintain consistency Assist with daily routines and classroom activities across mixed-age groups Help create a warm, safe, and engaging environment for children Collaborate with school staff to ensure smooth transitions and continuity of care Model patience, professionalism, and kindness in every interaction Schedule & Flexibility Hours and days vary based on school needs Perfect for those seeking part-time, flexible, or supplemental work Minimum Qualifications Negative TB test within the last 12 months Valid state background check Strong interpersonal and communication skills Warm, friendly, and dependable demeanor Passion for working with young children Preferred (but not required): Early Childhood Education (ECE) units Recent experience working with children ages 0–6 Why Guidepost Montessori? Guidepost Montessori is a global community of educators dedicated to transforming education through independence, curiosity, and respect for each child. We are committed to expanding high-quality, authentic Montessori programs across the U.S. and around the world creating environments where children and educators alike can thrive. If you love children, value flexibility, and are looking for a meaningful way to grow in early childhood education, we’d love to meet you. Apply today and become part of our school community! Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

Location: Oak Brook, Illinois Shape a child’s very first learning experiences . At Guidepost Montessori, our Lead Infant Guides create calm, nurturing environments where infants are respected as capable individuals from the very beginning. If you’re passionate about early development and want to lead a thoughtfully designed classroom that supports independence, movement, and discovery, we’d love to meet you. As a Lead Infant Guide , you’ll lead a mixed-age infant classroom (ages 0–3) in a Montessori environment intentionally designed to support each child’s natural development. In Montessori, the environment and the guide work together to nurture independence, curiosity, and confidence. You’ll thoughtfully prepare the classroom, observe each child closely, and provide individualized care that honors their unique rhythms and needs. Most importantly, you’ll help infants develop trust in themselves and the world around them laying the foundation for lifelong learning. What You’ll Do Observe each child to understand and support their physical, emotional, and cognitive development Respect and follow each child’s natural rhythms for sleeping, eating, and toileting Prepare and maintain a beautiful, orderly environment that fosters trust, movement, and exploration Support independence by encouraging children to participate in care activities Build warm, meaningful relationships with children and families Partner closely with parents to support each child’s growth and development Lead and collaborate with classroom team members to create a strong, respectful community The Montessori Prepared Environment Every Guidepost infant classroom is fully equipped with high-quality Montessori materials and thoughtfully designed to support movement, exploration, and independence. Our infant environments include: Open floor space for movement and exploration Child-sized furniture and materials Curriculum that supports independence in feeding, dressing, and toileting Scientifically designed materials for fine and gross motor development Natural elements like real plants, cozy rugs, and abundant natural light Beautiful, breakable materials made from wood and metal rather than plastic Opportunities for climbing, crawling, and discovery without restrictive devices What We’re Looking For Interest in pursuing fully sponsored Montessori certification through our Prepared Montessorian Institute, or prior Montessori diploma Experience working with children ages 0–3 in a group care setting Alignment with child-led educational philosophies (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 education and experience Health, dental, and vision insurance Paid time off and paid holidays 75% tuition discount for up to two children at any Guidepost school A collaborative community of peers and mentors Clear pathways for career growth and leadership advancement About Guidepost Montessori Guidepost Montessori is a growing network of over 100 schools across the U.S. and Asia, serving children from 3 months to 6 years old in our Nido, Toddler, and Children’s House programs. We believe children are capable and we design environments that empower them to explore, grow, and flourish. Our mission is to transform education by nurturing independence, joy, and lifelong learning. If you’re passionate about early childhood, excited to partner with families, and ready to lead with purpose, we’d love to welcome you to our community. Apply today and help shape the earliest years of learning. Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

Location: Downers Grove, Illinois Looking for a flexible role working with children in a meaningful, supportive environment? Join our on-call Substitute Teacher team at Guidepost Montessori! We’re always excited to welcome a warm, dependable substitute teacher to support our mixed-age Montessori classrooms when our full-time teachers are out. No formal Montessori training is required; we’ll provide training as part of your orientation and onboarding. About the Role This is an on-call, as-needed position , ideal for individuals seeking flexible hours while making a positive impact on young children. As a Substitute Teacher, you’ll support multiple classrooms serving children ages 0–6 , helping maintain a calm, engaging, and nurturing learning environment. Many of our substitute teachers go on to become full-time Assistant Teachers , making this a great opportunity to get your foot in the door at Guidepost Montessori. What You’ll Do Step into classrooms as needed to support children and maintain consistency Assist with daily routines and classroom activities across mixed-age groups Help create a warm, safe, and engaging environment for children Collaborate with school staff to ensure smooth transitions and continuity of care Model patience, professionalism, and kindness in every interaction Schedule & Flexibility Hours and days vary based on school needs Perfect for those seeking part-time, flexible, or supplemental work Minimum Qualifications Negative TB test within the last 12 months Valid state background check Strong interpersonal and communication skills Warm, friendly, and dependable demeanor Passion for working with young children Preferred (but not required): Early Childhood Education (ECE) units Recent experience working with children ages 0–6 Why Guidepost Montessori? Guidepost Montessori is a global community of educators dedicated to transforming education through independence, curiosity, and respect for each child. We are committed to expanding high-quality, authentic Montessori programs across the U.S. and around the world, creating environments where children and educators alike can thrive. If you love children, value flexibility, and are looking for a meaningful way to grow in early childhood education, we’d love to meet you. Apply today and become part of our school community! Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

Location: Downers Grove, Illinois Do work that matters! Every single day. We are hiring an Assistant Teacher for our lovely Guidepost Montessori school at Downers Grove! At Guidepost Montessori, our Assistant Teachers play a meaningful role in helping children ages 0–6 develop independence, confidence, and a lifelong love of learning. If you’re passionate about working with young children and want to grow in a supportive, purpose-driven environment, we’d love to meet you. Your Impact As an Assistant Teacher , you’ll support a mixed-age Montessori classroom (Infant, Toddler, and Children’s House ages 3–6), helping create a calm, engaging environment where children are empowered to explore, learn, and grow at their own pace. In a Montessori classroom, the environment and the teachers work together to support each child’s development. You’ll assist in preparing beautiful, intentional learning spaces and support children through individualized and small-group activities—always with respect, patience, and care. Most importantly, you’ll help children build confidence in themselves and discover what they’re capable of achieving. What You’ll Do 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 Teachers and fellow team members to create a strong classroom community What We’re Looking For 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) What We Offer 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 Abundant opportunities for growth and career advancement A supportive network of peers who value collaboration and shared best practices About Guidepost Montessori Guidepost Montessori is a growing network of over 100 schools across the U.S. and Asia, serving children from 3 months to 6 years old . We believe children are capable, and we design an education that nurtures independence, curiosity, and joy. Our mission is to transform education by helping every child reach their highest potential academically, socially, and emotionally. If you love working with children and are looking for a role where you can grow, make an impact, and be part of something meaningful, we’d love to hear from you. Apply today and join our school community! Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

Location: Deerfield, Illinois Looking for a flexible role working with children in a meaningful, supportive environment? Join our on-call Substitute Teacher team at Guidepost Montessori! We’re always excited to welcome warm, dependable substitute guides to support our mixed-age Montessori classrooms when our full-time teachers are out. No formal Montessori training is required, we’ll provide training as part of your orientation and onboarding. About the Role This is an on-call, as-needed position , ideal for individuals seeking flexible hours while making a positive impact on young children. As a Substitute Teacher, you’ll support multiple classrooms serving children ages 0–6 , helping maintain a calm, engaging, and nurturing learning environment. Many of our substitute teachers go on to become full-time Assistant Teachers , making this a great opportunity to get your foot in the door at Guidepost Montessori. What You’ll Do Step into classrooms as needed to support children and maintain consistency Assist with daily routines and classroom activities across mixed-age groups Help create a warm, safe, and engaging environment for children Collaborate with school staff to ensure smooth transitions and continuity of care Model patience, professionalism, and kindness in every interaction Schedule & Flexibility Hours and days vary based on school needs Perfect for those seeking part-time, flexible, or supplemental work Minimum Qualifications Negative TB test within the last 12 months Valid state background check Strong interpersonal and communication skills Warm, friendly, and dependable demeanor Passion for working with young children Preferred (but not required): Early Childhood Education (ECE) units Recent experience working with children ages 0–6 Why Guidepost Montessori? Guidepost Montessori is a global community of educators dedicated to transforming education through independence, curiosity, and respect for each child. We are committed to expanding high-quality, authentic Montessori programs across the U.S. and around the world creating environments where children and educators alike can thrive. If you love children, value flexibility, and are looking for a meaningful way to grow in early childhood education, we’d love to meet you. Apply today and become part of our school community! Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

Location: Ballwin, Missouri Seasonal Assistant Teacher (Montessori), Holiday Break Support Imagine a classroom where a toddler pours her own water for the first time, a four-year-old proudly finishes a puzzle he’s been working on all week, and every child is trusted to show what they can do. That’s a normal day at Guidepost Montessori, and this holiday season, you could be part of it. We’re looking for warm, dependable Seasonal Assistant Guides to support our classrooms over the holiday breaks. You might be a college student home for winter break, an experienced caregiver looking for flexible work, or someone who has always wondered what teaching in a Montessori classroom is like. If you love young children and want to grow in a supportive, purpose-driven place, we’d love to meet you. This could be more than a seasonal job. Many of our team members start out as seasonal or part-time staff and find a long-term career with us. Strong seasonal Assistant Guides may be offered a full-time position. Your Impact As an Assistant Guide, you’ll support our Infant, Toddler, and Children’s House (ages 3–6) classrooms. You’ll help create a calm, engaging environment where children explore, learn, and grow at their own pace. In a Montessori classroom, the environment and the guide work together to support each child’s development. You’ll help prepare beautiful, intentional learning spaces and support children in individual and small-group activities, always with respect, patience, and care. Most importantly, you’ll help children build confidence and discover what they’re capable of. What You’ll Do Help keep classrooms running smoothly and consistently during the busy holiday break season Observe children closely to understand and support their individual needs Help prepare and maintain a beautiful, orderly classroom Support individual and small-group learning activities Build warm, respectful relationships with children and families Work alongside Lead Guides and the rest of the team to keep a strong classroom community What We’re Looking For Experience working with young children (infants through age 6) in a school, childcare, camp, or nanny setting A positive, flexible, and team-minded attitude, which matters a lot during the holiday season A love for working with young children Curiosity about the Montessori approach (Montessori experience is a plus but not required, and we’ll show you the ropes) Availability during school holiday breaks What We Offer Flexible scheduling , with full-time, part-time and on-call options A path to full-time employment for seasonal team members who are a strong fit Hands-on mentorship from experienced Montessori Lead Guides A supportive network of peers who value collaboration and shared best practices For team members who move into permanent roles: fully sponsored Montessori diploma training through the Prepared Montessorian Institute, a 75% tuition discount for up to two children at any Guidepost school, health, dental, and vision insurance, paid time off and holidays, and plenty of room to grow your career About Guidepost Montessori Guidepost Montessori is a growing network of more than 80 schools across the U.S. and Asia, serving children from 3 months to 6 years old. We believe children are capable, and we design an education that nurtures independence, curiosity, and joy. Our mission is to transform education by helping every child reach their highest potential academically, socially, and emotionally. Spend your holidays doing something that matters. Apply today! Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

Location: Deerfield, Illinois Love working with children? Looking for a rewarding career where you can learn, grow and make a difference every day? We'd love to meet you! At Guidepost Montessori, we're looking for caring, dependable and enthusiastic individuals to join our team as Assistant Teachers (Assistant Guides) at our Deerbrook campus in Northbrook, IL. No Montessori experience or certification is required! Whether you've worked in childcare, preschool, daycare, nannying or are looking to begin a career in early childhood education, we welcome applicants who are passionate about supporting young children. We provide hands-on training, professional development and opportunities to grow into leadership roles. Do work that matters! Every single day. At Guidepost Montessori, our Assistant Guides play a meaningful role in helping children ages 0–6 develop independence, confidence and a lifelong love of learning. If you're passionate about working with young children and want to grow in a supportive, purpose-driven environment, we'd love to meet you. Your Impact As an Assistant Teacher (Assistant Guide) , you'll support a Montessori classroom serving infants, toddlers or preschool-aged children, helping create a calm, engaging environment where children are empowered to explore, learn and grow at their own pace. In a Montessori classroom, the environment and the guide work together to support each child's development. You'll assist in preparing beautiful, intentional learning spaces and support children through individualized and small-group activities, always with respect, patience and care. Most importantly, you'll help children build confidence in themselves and discover what they're capable of achieving. New to Montessori? That's okay! Our team will help you learn the Montessori approach and develop the skills you need to feel confident and successful in the classroom. What You'll Do 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 Support daily classroom routines, including meals, transitions, outdoor play and age-appropriate care Encourage children to develop independence through everyday activities Help maintain a safe, welcoming and nurturing environment for every child What We're Looking For We're looking for someone who is kind, reliable, patient and excited to work with young children. Qualifications: A genuine love for working with children A positive, adaptable and collaborative mindset Dependability and a willingness to learn Strong communication skills and the ability to work as part of a team Interest in learning and growing within the Montessori approach Ability to meet applicable Illinois DCFS requirements for working in a licensed childcare center Experience that is helpful but not required: Previous experience in childcare, daycare or preschool Experience as a nanny, babysitter or camp counselor Experience working with infants, toddlers or preschool-aged children Montessori classroom experience No Montessori training? No problem! We provide training and ongoing support to help you become a confident Montessori educator. What We Offer Fully sponsored Montessori diploma training through the Prepared Montessorian Institute Hands-on training and mentorship Competitive pay based on experience and qualifications Health, dental and vision insurance Paid time off and paid holidays 75% tuition discount for up to two children at any Guidepost school Ongoing professional development Opportunities for career growth and advancement A supportive network of peers who value collaboration and shared best practices About Guidepost Montessori Guidepost Montessori is a growing network of over 100 schools across the U.S. and Asia, serving children from 3 months to 6 years old. We believe children are capable and we design an education that nurtures independence, curiosity and joy. Our mission is to transform education by helping every child reach their highest potential academically, socially and emotionally. Join Our Team! Whether you're an experienced childcare professional or someone looking to begin a rewarding career in early childhood education, we'd love to hear from you. You don't need Montessori experience to make a difference. Just bring your passion for children, your willingness to learn and your enthusiasm for helping little learners grow! Apply today and join our Guidepost Montessori Deerbrook community! Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

Location: Naperville, Illinois Looking for a flexible role working with children in a meaningful, supportive environment? Join our on-call Substitute Teacher team at Guidepost Montessori! We’re always excited to welcome warm, dependable substitute guides to support our mixed-age Montessori classrooms when our full-time teachers are out. No formal Montessori training is required, we’ll provide training as part of your orientation and onboarding. About the Role This is an on-call, as-needed position , ideal for individuals seeking flexible hours while making a positive impact on young children. As a Substitute Teacher, you’ll support multiple classrooms serving children ages 0–6 , helping maintain a calm, engaging, and nurturing learning environment. Many of our substitute teachers go on to become full-time Assistant Teachers , making this a great opportunity to get your foot in the door at Guidepost Montessori. What You’ll Do Step into classrooms as needed to support children and maintain consistency Assist with daily routines and classroom activities across mixed-age groups Help create a warm, safe, and engaging environment for children Collaborate with school staff to ensure smooth transitions and continuity of care Model patience, professionalism, and kindness in every interaction Schedule & Flexibility Hours and days vary based on school needs Perfect for those seeking part-time, flexible, or supplemental work Minimum Qualifications Negative TB test within the last 12 months Valid state background check Strong interpersonal and communication skills Warm, friendly, and dependable demeanor Passion for working with young children Preferred (but not required): Early Childhood Education (ECE) units Recent experience working with children ages 0–6 Why Guidepost Montessori? Guidepost Montessori is a global community of educators dedicated to transforming education through independence, curiosity, and respect for each child. We are committed to expanding high-quality, authentic Montessori programs across the U.S. and around the world creating environments where children and educators alike can thrive. If you love children, value flexibility, and are looking for a meaningful way to grow in early childhood education, we’d love to meet you. Apply today and become part of our school community! Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

Location: Naperville, Illinois Shape a child’s very first learning experiences . At Guidepost Montessori, our Lead Infant and Toddler Teachers create calm, nurturing environments where children are respected as capable individuals from the very beginning. If you’re passionate about early childhood development and want to lead a thoughtfully designed classroom that supports independence, movement, and discovery, we’d love to meet you. As a Lead Infant or Toddler Teacher (Guide) , you’ll lead a mixed-age classroom (ages 0–3) in a Montessori environment intentionally designed to support each child’s natural development. In Montessori, the environment and the guide work together to nurture independence, curiosity, and confidence. You’ll thoughtfully prepare the classroom, observe each child closely, and provide individualized care that honors their unique rhythms and needs. Most importantly, you’ll help infants develop trust in themselves and the world around them laying the foundation for lifelong learning. What You’ll Do Observe each child to understand and support their physical, emotional, and cognitive development Respect and follow each child’s natural rhythms for sleeping, eating, and toileting Prepare and maintain a beautiful, orderly environment that fosters trust, movement, and exploration Support independence by encouraging children to participate in care activities Build warm, meaningful relationships with children and families Partner closely with parents to support each child’s growth and development Lead and collaborate with classroom team members to create a strong, respectful community The Montessori Prepared Environment Every Guidepost infant and toddler classroom is fully equipped with high-quality Montessori materials and thoughtfully designed to support movement, exploration, and independence. Our infant environments include: Open floor space for movement and exploration Child-sized furniture and materials Curriculum that supports independence in feeding, dressing, and toileting Scientifically designed materials for fine and gross motor development Natural elements like real plants, cozy rugs, and abundant natural light Beautiful, breakable materials made from wood and metal rather than plastic Opportunities for climbing, crawling, and discovery without restrictive devices What We’re Looking For Interest in pursuing fully sponsored Montessori certification through our Prepared Montessorian Institute, or prior Montessori diploma Experience working with children ages 0–3 in a daycare, preschool, or early childcare setting Alignment with child-led educational philosophies (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 Health, dental, and vision insurance Paid time off and paid holidays 75% tuition discount for up to two children at any Guidepost school A collaborative community of peers and mentors Clear pathways for career growth and leadership advancement About Guidepost Montessori Guidepost Montessori is a growing network of over 100 schools across the U.S. and Asia, serving children from 3 months to 6 years old in our Nido, Toddler, and Children’s House programs. We believe children are capable and we design environments that empower them to explore, grow, and flourish. Our mission is to transform education by nurturing independence, joy, and lifelong learning. If you’re passionate about early childhood, excited to partner with families, and ready to lead with purpose, we’d love to welcome you to our community. Apply today and help shape the earliest years of learning. Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.

Location: Naperville, Illinois Do work that matters! Every single day. We are hiring  Assistant Guides for our lovely Guidepost Montessori school at South Naperville! At Guidepost Montessori, our Assistant Guides play a meaningful role in helping children ages 0–6 develop independence, confidence, and a lifelong love of learning. If you’re passionate about working with young children and want to grow in a supportive, purpose-driven environment, we’d love to meet you. Your Impact As an Assistant Guide , you’ll support a mixed-age Montessori classroom (Infant, Toddler, and Children’s House ages 3–6), helping create a calm, engaging environment where children are empowered to explore, learn, and grow at their own pace. In a Montessori classroom, the environment and the guide work together to support each child’s development. You’ll assist in preparing beautiful, intentional learning spaces and support children through individualized and small-group activities—always with respect, patience, and care. Most importantly, you’ll help children build confidence in themselves and discover what they’re capable of achieving. What You’ll Do 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 What We’re Looking For 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) What We Offer 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 Abundant opportunities for growth and career advancement A supportive network of peers who value collaboration and shared best practices About Guidepost Montessori Guidepost Montessori is a growing network of over 100 schools across the U.S. and Asia, serving children from 3 months to 6 years old . We believe children are capable and we design an education that nurtures independence, curiosity, and joy. Our mission is to transform education by helping every child reach their highest potential academically, socially, and emotionally. If you love working with children and are looking for a role where you can grow, make an impact, and be part of something meaningful, we’d love to hear from you. Apply today and join our school community! Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.