Guidepost Montessori

Education

FlexibleClassroomSupportTeacher

$28–38k ~AI est. Wilton, Connecticut, United States PART TIME
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid+ candidates.

The Brief

“Flexible Classroom Support Teacher at Guidepost Montessori. Skills: Classroom support, Child care. Provide continuity and support. Assist with daily routines”

Industry & Context.

Education
Eligibility Requirements

On-call role, As-needed position

What They're Looking For.

Must Have

Pass a state background check

Nice to Have

Early Childhood Education credits, Experience working with young children

What You'll Do.

Provide continuity and support

Assist with daily routines

Assist with classroom activities

Maintain a calm environment

Maintain an orderly environment

Maintain an engaging environment

Support children with care

Support children with consistency

Support children with respect

Collaborate with school staff

Ensure smooth transitions

Model professionalism

How You'll Work.

Team & Collaboration

School staff

Full Job Description

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

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