There's a place for you at our table.
We're hiring people who are ready to show up with intention — for the kids, and for each other.
Windsor Street Montessori isn't like other schools. And working here isn't like other jobs.
We are a food-forward Montessori community in the heart of Columbia — a place where everything is intentional, every child is known, and every person on our team is genuinely seen and valued. If that's the kind of place you've been looking for, we'd love to meet you.
WHY WINDSOR
The difference you can feel when you walk through our doors.
Windsor is different — and people who've worked here will tell you they knew it immediately.
Here, the work is intentional. The environment is structured and calm because everything in it has purpose. The children are engaged because they're trusted. And the team shows up for each other the same way they show up for the kids — with consistency, warmth, and real care.
We know this work is hard. Caring for children takes everything you have some days. That's exactly why we've built a community that gives something back — one where you are supported, heard, and valued, not just as an employee, but as a person.
You are seen here.
We've built a team culture where people are genuinely known and cared for.
Everything is intentional.
The Montessori environment runs the way it does for a reason — and you'll feel the difference on day one.
Food is part of the education.
We cook from scratch, eat together, and teach kids that nourishing themselves is an act of care. There's nowhere quite like this.
The work is purposeful.
This is doing something that matters — every single day.
OPEN POSITIONS
Come grow with us.
We're currently hiring for the following roles. Click to learn more about each position.
AFTERCARE FACILITATOR
Our aftercare facilitators are a vital part of the Windsor community. You'll work alongside children at the end of their school day — guiding, engaging, and being present in the moments that matter.
Key Responsibilities
Actively supervise children on the playground to ensure their safety at all times.
Assume the role of ‘gatekeeper’ and greet parents at the gate as they arrive. Escort children out the gate, opening and closing for them.
Enforce the playground rules to prevent injuries and promote a positive play environment.
Be available to chaperone children to the bathroom and monitor the door as appropriate to the age of the child.
Help facilitate conversations and manage any conflicts or behavioral issues that arise, using positive discipline and Montessori principles.
Regularly perform a headcount and ensure all children are in direct sight of a staff member. Communicate with the children where they can be on the playground and redirect them as necessary.
Be prepared to respond to emergencies and provide first aid when necessary.
Report any accidents, injuries, or incidents using provided incident or injury reports. Ensure copies are received by both the office and the parents of the student involved.
Gather students and provide a ‘tea time’ snack at 5 pm each evening, ensuring each student gets a portion if they wish.
Complete Closing tasks which may involve, but isn’t limited to, cleaning, tending to laundry, organizing areas and classrooms, locking doors.
Communication is key
Maintain open and effective communication with other after-school staff and supervisors, especially regarding shift coverage and scheduling.
Inform the Director or Administrative Assistant of any concerns or issues related to children’s safety or behavior.
Communicate positively and professionally with parents during pick-up times. Ensure any incident reports or notes are delivered to families at pick-up time.
Keep information regarding parents and students confidential.
Demonstrate clear, effective, and direct communication with all staff members. Act as part of a team and work collaboratively with all staff members in a manner that models integrity, respect, and patience.
Little hands. Big purpose.
CLASSROOM ASSISTANT
This is what education is supposed to feel like.
As a classroom assistant at Windsor, you'll step into an environment unlike any other — one where every moment has intention and every child is known. You'll support our lead guides in creating a space where children can truly thrive.
Key Responsibilities
Assist with classroom setup, organization, and Montessori activities
Support students during lessons, transitions, meals, and recess
Maintain a clean, safe, and orderly learning environment
Encourage positive behavior, independence, and respect
Help with classroom records, communication, and daily operations
Collaborate with staff and communicate professionally with families
Follow all school, state, and health department policies
Maintain excellent attendance, punctuality, and professionalism
What We’re Looking For
A caring, dependable, and team-oriented individual
Strong communication and organizational skills
Patience, professionalism, and a positive attitude
Commitment to Montessori values and child-centered learning
More roles coming.
We're always looking for great people. If you don't see a role that fits right now but feel like Windsor might be your kind of place, reach out. We'd love to hear from you.
Ready to find your place at the table?
Fill out this form and we'll be in touch. Whether you're ready to apply or just want to learn more — we're glad you're here.
We read every message. You'll hear from us soon.
there’s a seat at our table.
Come find it.
Windsor Street Montessori is an equal opportunity employer.
We are committed to building a team that reflects the diverse community we serve.
EMPLOYEE TESTIMONIALS
“I’ve been at Windsor Street Montessori since 2020, and it’s honestly such a special place to work. As the Lead Primary Guide, I get to spend my days in a classroom where kids are free to explore, make choices, and grow into their own unique selves, it’s amazing to watch their confidence and independence build over time. The environment is calm, thoughtful, and full of opportunities for hands-on learning, both inside and outside. But what really makes it stand out is the team. We truly support each other, share ideas, step in when someone needs help, and care about one another in a real way. There’s a strong sense of balance here too, with time and breaks throughout the day and the year built in for us to rest and recharge, which makes a big difference. It’s just a really warm, collaborative community where both the kids and the teachers get to thrive.”
Ms. Annie, Lead Primary Guide
Working at Windsor is truly special because it’s an intentional, connected community where both children and adults are valued and supported. There’s a genuine sense of care here, among staff, families, and the children that makes it feel more like a community than just a workplace.
I feel supported through the collaboration and trust within our team. We’re encouraged to grow, share ideas, and be present with the children in meaningful ways, which makes a big difference in how we show up each day.
My favorite part of being on this team is watching the children, especially toddlers, as they develop new motor skills and gain independence. I also love being part of a food-forward environment where children explore new foods, their palates evolve, and they begin to understand where their food comes from. It’s incredibly rewarding to witness their growth and curiosity in such a thoughtful setting.
Ms. Erika, After Care Guide
We're looking for people who believe this work matters.
At Windsor Street Montessori, the people on our team aren't just staff — they're the heartbeat of everything we do. We're growing, and we're looking for the right people to grow with us.
If you're ready for work that is intentional, purposeful, and genuinely unlike anything else in Columbia, there's a place for you here.
