Substitute Teacher
- Location
- Wilton, CT
- Listed
- 5 days ago
Looking for flexible work with purpose?
Join our Flexible Classroom Support (On-Call) team at Guidepost Montessori, where you can make a meaningful impact in children's lives while maintaining a schedule that works for you.
We're seeking warm, dependable individuals to step into our classrooms and support our teaching teams when they're out for planned time off. This is a great opportunity for someone who values flexibility but still wants to be part of a consistent, supportive school community.
About the Role
This is an on-call, as-needed position, primarily supporting planned teacher absences (like PTO).
While the role is flexible, it's also predictable, you'll typically receive your schedule 2 weeks to a month in advance, allowing you to plan ahead with confidence.
You'll support classrooms serving children ages 0-6, helping maintain a calm, engaging, and nurturing Montessori environment.
Many of our on-call team members go on to become full-time Assistant Teachers-this is a great way to get your foot in the door!
What You'll Do
- Step into classrooms as needed to provide continuity and support
- Assist with daily routines and classroom activities across mixed-age groups
- Help maintain a calm, orderly, and engaging learning environment
- Support children with care, consistency, and respect
- Collaborate with school staff to ensure smooth transitions
- Model patience, professionalism, and warmth in every interaction
Schedule & Flexibility
- As-needed, on-call role (no guaranteed weekly hours)
- Primarily supporting pre-planned absences (PTO coverage)
- Advance scheduling typically provided 2 weeks to 1 month ahead
- Ideal for those seeking flexible, supplemental, or part-time work
What We're Looking For
- Reliable and dependable with strong communication skills
- Warm, calm, and engaging presence with children
- Passion for working with children ages 0-6
- Ability to adapt to different classrooms and teams
Required
- Ability to pass a state background check
Preferred (not required)
- Early Childhood Education (ECE) credits
- Experience working with young children
Interested?
If you're looking for a flexible role with purpose, where you can support children and be part of a mission-driven community-we'd love to connect.
Apply today and join our school community.
Why Guidepost Montessori?
Guidepost Montessori is a global network of educators committed to helping children grow through independence, curiosity, and respect.
We believe in creating environments where both children and adults thrive -and that includes offering flexible pathways into meaningful work in education.
Equal opportunity and legal notices
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.
From Guidepost Montessori's careers page, first listed on Rolev.ai on November 4, 2026. Rolev.ai is not the employer.
How Rolev.ai helps with this application
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More at Guidepost Montessori
All Guidepost Montessori jobsCommon questions
Where is the Substitute Teacher job at Guidepost Montessori located?
This Substitute Teacher position at Guidepost Montessori is located in Wilton, CT. Always check Guidepost Montessori's application page for specific state eligibility or relocation policies.
How do I apply for the Substitute Teacher position at Guidepost Montessori?
This listing links directly to Guidepost Montessori's Greenhouse application page. You can apply directly on Guidepost Montessori's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Greenhouse application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.