Guidepost Montessori
Seasonal Assistant Teacher
Mill Valley, California
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- Role family
- Education
- Seniority
- Mid level
- Country
- US
- Work mode
- On-site / unstated
- First seen by hirly
- 29 Oct 2026
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the posting
Seasonal Assistant Teacher (Montessori), Holiday Break Support
$19–$22/hour | Full-time or part-time | Seasonal, with a path to a permanent role
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
$19–$22 per hour , based on experience
Flexible scheduling , with full-time and part-time 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!
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.
Listed on hirly, a job board. hirly is not the employer: Guidepost Montessori is hiring for this role.
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