Careers

Chesterfield Montessori School is more than just a school. First and foremost, we are there for our students in the midst of both celebrations and crises. We believe schools have the capacity to be so much more than a place to learn. We aim to make meaningful connections across classrooms, families, and our greater community.

Great Place to Work - Certificate

Benefits of working at CMS

  • Receive funding for authentic Montessori training to earn your AMI Diploma.
  • The opportunity for continuing education and professional development keeps our faculty at the top of their field.
  • Our beautiful, sunlit facility is situated on five acres in the St. Louis suburb of Chesterfield, including tennis and basketball courts, playgrounds and children’s garden.
  • Classrooms are open, inviting, well organized, and equipped with the full spectrum of materials developed by Dr. Maria Montessori.
  • Be a part of shaping and educating globally-minded innovators from all different walks of life.
  • Opportunities to connect with colleagues and the greater Montessori community for professional development.
  • Administration fosters a collaborative, solution-oriented environment that values each employee’s insights.

Current Openings

We love hearing from qualified candidates even when we don’t have a currently open position. Those with an AMI Diploma are especially encouraged to reach out!

Open and Substitute Positions

We are always interested in hearing from people who are drawn to education and Montessori, even when we don't have a position available that fits your exact experience. Many of our full-time faculty started in administrative or substitute roles, so there is room for growth regardless of where you begin at CMS. Additionally, our school is always growing and evolving, so we might have an emerging need that fits your experience. Start by sending us your resume, and we'll look forward to discussing how your skills and interests can coincide with Montessori philosophy!

Apply Now

Nap and Extended Day Classroom Assistant

Full-time, on-site role for an enthusiastic, compassionate educational professional to join our growing team of Montessorians. Classroom assistants support the lead guides in a variety of ways. A few examples include: acting as role models for Grace and Courtesy, maintaining beauty and order in the classroom, actively engaging the children during free play/recess/extended care time, keeping the children safe, and more. This job requires experience working with children, emotional awareness, patience, compassion, and outstanding interpersonal, observational, and communication skills. Competitive salary and excellent benefits including 100% paid employee health, vision and dental, generous paid time off, retirement matching and more.

Apply Now

Long-term Substitute

We're searching for a creative educational professional to join our growing team of Montessorians as a long-term substitute in our upper elementary classroom. We offer an extraordinary working environment, with supportive colleagues and a wonderful international community of families in a beautiful facility. This job requires experience working with children, emotional awareness, patience, compassion, and outstanding interpersonal, observational, and communication skills. Our team members have a growth mindset and a collaborative approach to working with colleagues and parents. Exposure to Montessori educational philosophy is preferred.

Apply Now

AMI Teacher Training Sponsorship Program

CMS provides authentic Montessori education at all levels of learning. We are recognized by Association Montessori International at the Toddler, Primary and Elementary levels, which means that our teachers in those classrooms must have AMI Diplomas. In order to ensure that we have a pipeline of highly qualified people to serve our classrooms as our school grows, we regularly sponsor people to receive Association Montessori International training. Through the sponsorship program, the school pays for tuition and books at one of the AMI Training Centers in the form of a loan that is forgiven over time.


The opportunity to receive funding for your authentic Montessori training and AMI Diploma is ideal for candidates looking for enriching and engaging professional experiences. Learn more about how your skills and interests can coincide with Montessori philosophy at CMS by contacting us.

Our Employee and Community Commitments 

  • We are equitable in our treatment of the children and each other.
  • We communicate clearly, directly, in a timely and respectful manner.
  • We allow the children to learn through experience.
  • We understand that everyone makes mistakes.
  • We recognize the unique gifts of each member of our community: children, families and staff.
  • We are role models of Grace & Courtesy for the children, in and out of the classroom.
  • We help each other grow.
  • We are mindful of the energy we bring into each space and interaction.
  • We demonstrate respect and compassion for the children, families, each other and ourselves.
  • We talk to each other, not about each other.
  • We empower the children to realize their potential.
  • We have each other’s backs.
  • We celebrate the rich diversity of our community.
  • We invest in relationships, seeking to understand each other.

Learn more on our blog!

By Sylvia Adzoh November 25, 2025
How trusting my intuition led me to Chesterfield Montessori School, and what I’ve learned about the benefits of guided learning.
By Chesterfield Montessori School October 22, 2025
Our students are working with their hands, writing, reading, creating, exploring and looking into each other's eyes!
By Chesterfield Montessori School March 6, 2025
Each year, members of our faculty, staff and administration attend the Association Montessori International Refresher Course, thanks to the generous support of our families, Board members, staff, alumni and other friends of CMS during the Pink Tower Campaign. Here are some of their takeaways!
Student's families visit the classroom to present about Brazilian culture.
By Chesterfield Montessori School February 28, 2025
The scope of our population helps strengthen us as a community and a family.

Here are the reasons why I believe CMS is a great school:
The school environment is warm and welcoming. All the teachers are well trained and educated. They are willing to help each child calmly and logically. They accept that sometimes children have up and down, but teachers, including administration people, help each child to grow. They accept children freedom in the school. They know that helping children at the early age give them a big opportunity to have a great life later on and they might change the world a better place.

Parent

The teachers are so warm and caring, and it’s amazing how many staff members know him by name—it really feels like a close-knit community. He comes home excited to tell us about his day and all the teachers he interacted with.

Parent/Guardian