Employment Opportunities

Winston-Salem Montessori School is located in the Piedmont Triad area of North Carolina, with easy access to the mountains and the coastal communities. We accept applications year-round from exceptional Montessorians who are committed to authentic Montessori practices. Lead positions require Montessori certification (AMS or AMI) as well as a four-year degree. Bilingual (Spanish/English) applicants with Montessori experience are strongly encouraged to apply.

Our school is located on a 15-acre campus in Clemmons, North Carolina, serving just over 200 children from ages 18 months through 15 years. Our school is an established, mission-driven organization that has provided fully implemented Montessori education for children and families for 50 years. We provide a stimulating, collaborative, authentic Montessori environment with excellent health, dental, short-term disability, and life insurance benefits. We are an employer of choice with competitive compensation and benefits for full-time and part-time positions and a culture of collaboration, support, and growth. Read our Blueprint to learn more about the core values of our school.

Job Opportunity: Part-Time Spanish Guide, Elementary and Adolescent Programs

WSM is seeking a part-time Spanish guide to join our Elementary (ages [6–12]) and Adolescent (ages [12–15]) communities.

About the role

The Spanish guide offers language lessons that build conversational skills, vocabulary, reading, and writing. The guide also brings Spanish-speaking cultures to life for students. Lessons are adapted for two developmental levels: hands-on, collaborative work with elementary children, and more independent, discussion-based work with adolescents. The guide works alongside our lead guides to connect language learning to the broader curriculum.

We are looking for someone who:

  • Is fluent or native in Spanish, with strong English communication skills

  • Has experience teaching or working with children ages 6–15

  • Respects children as capable, independent learners

  • Is open to learning and working within the Montessori approach (Montessori training or experience is a plus)

  • Is collaborative, reliable, and warm

To apply

Send a cover letter and résumé to Cheryl Raymond, Associate Head of School and Director of Elementary and Adolescent Programs, at

cherylraymond@wsmontessori.org.

Winston-Salem Montessori School is an equal opportunity employer.

Join Our Montessori Community — Assistant Guides Wanted

Winston-Salem Montessori School is seeking warm, engaged Assistant Guides for our Afterschool Children’s House (ages 3–6) program. If you are passionate about supporting young children in a respectful, hands-on learning environment, we’d love to hear from you.

Located on a beautiful 15-acre campus in Clemmons, NC, our school has served families for over 50 years with an authentic, fully implemented Montessori program. You’ll join a collaborative, mission-driven team that values curiosity, independence, and meaningful work with children.

Why Join Us?

  • Supportive, growth-oriented faculty culture

  • Authentic Montessori environments

  • Competitive pay

  • Access to both mountain and coastal communities in the Piedmont Triad region

We’re Looking For:

  • Individuals who enjoy working with young children

  • Team players who value collaboration and professionalism

  • Montessori experience preferred but not required

Apply Today

Send your cover letter and resume to: Holly Tosco, Director of Toddler & Children’s House Programs

hollytosco@wsmontessori.org

Substitute

Monday-Friday, 8:00am - 3:30pm, Hours and Days Vary

$17.50/hour

 The substitute reports directly to the Director of Toddler and Children’s House Programs. The substitute supports the classroom Guide in supervising and guiding the children’s activities academically, emotionally, and physically in a prepared Montessori environment that is in accordance with Montessori philosophy and WSM policies.

Substitutes are needed at all levels and programs (Toddler, Children’s House, Elementary, Adolescent, Elementary/AP Spanish, and Elementary/AP P.E.). Interested candidates should send the following materials to Holly Tosco, Director of Toddler and Children’s House Programs, at HollyTosco@wsmontessori.org:

  • A cover letter detailing your interest and qualifications

  • A current resume or CV

  • A completed Application for Employment, including contact information for at least three professional references.

The Winston-Salem Montessori School does not unlawfully discriminate on the basis of race, gender, disability, age, national origin, marital status, religion, sexual orientation, gender identity, or veteran status with respect to recruitment, hiring, compensation, terms, conditions, or privileges of employment.