Let’s Work Together
Little & Wise is a Montessori-style homeschool enrichment program serving children ages 4–6 (JK & SK).
We are building a small, intentional learning environment designed to nurture independence, strong foundational skills, and meaningful peer connection.
We are seeking educators who value thoughtful guidance, hands-on learning, and child-led curiosity within a structured framework. Now Hiring:Early Years Educator / Teacher – Small Group Program
Part-Time | Milton, Ontario | School-Year ProgramAbout the Role
Little & Wise is seeking a thoughtful, experienced early years educator or teacher to lead a small-group homeschool enrichment program for children ages 4–6.
This role is ideal for someone with a strong foundation in early childhood learning who values hands-on education and enjoys working in a calm, intentional environment.
You will guide a carefully designed program that blends:
• Ontario Kindergarten learning expectations
• Montessori-inspired methods
• STEM-based, inquiry-driven learning
You’ll work with a consistent group of approximately 6–8 students, with parents present on-site.
While a clear program framework is provided, you will also have the opportunity to contribute to and help shape curriculum, lesson flow, and learning materials based on your experience and the needs of the group.
Who This Role Is For
We welcome applicants with experience in early childhood education, including:
• Ontario Certified Teachers (OCT)
• Registered Early Childhood Educators (RECE)
• Montessori educators (AMI, MACTE, or similar training)
• Experienced homeschool or early years educators
Equivalent experience working with children ages 4–6 will also be considered.
The Ideal Educator
• Experience working with children ages 4–6 (JK/SK or equivalent)
• Strong understanding of early literacy and numeracy development
• Comfortable working with mixed-age groups
• Values hands-on, developmentally appropriate learning
• Confident differentiating instruction in real time
• Calm, organized, and intentional teaching style
• Strong communication with both children and parents
• Able to balance structure with flexibility based on student needs
Responsibilities
• Lead 2-hour small-group sessions twice weekly
• Deliver engaging, structured lessons aligned with program goals
• Differentiate instruction across a mixed-age group
• Guide literacy, numeracy, and inquiry-based activities
• Prepare simple weekly lesson plans and materials
• Maintain a calm, organized learning environment
• Observe and informally track student progress
• Foster positive peer interaction and collaboration
• Contribute to the ongoing development and refinement of curriculum and learning materials
What Makes This Role Unique
• Very small group setting (6–8 students)
• Calm, high-quality learning environment
• Opportunity to meaningfully contribute to curriculum development
• Supportive, engaged parent community
• Consistent, part-time schedule
Assistant / Substitute Educator
About the Role
Little & Wise is seeking a nurturing, dependable, and attentive Assistant / Substitute Educator to support our small-group homeschool enrichment program for children ages 4–6.
This role works closely with the lead educator to maintain a calm, structured, and engaging learning environment, and may also step in to lead sessions when needed.
Who This Role Is For
We welcome candidates with experience in early childhood or education, including:
• ECE students or graduates (RECE or in progress)
• Education students (Teachers College or undergraduate)
• Montessori assistants or trainees
• Experienced childcare providers or early years assistants
Relevant hands-on experience with children ages 4–6 is highly valued.
The Ideal Candidate
• Experience working with young children (ages 4–6 preferred)
• Warm, calm, and attentive presence
• Patient, observant, and responsive to children’s needs
• Comfortable supporting small-group, structured environments
• Organized and proactive in assisting with transitions and materials
• Adaptable and confident stepping into a lead role when needed
• Reliable and professional
Responsibilities
• Support the lead educator during program sessions
• Assist with setup, transitions, and material organization
• Provide gentle guidance during learning activities
• Help maintain a calm, focused, and respectful environment
• Observe and respond to student needs throughout the session
• Step in as a substitute educator when required
• Support younger siblings on-site, helping ensure the main learning group remains uninterrupted
What Makes This Role Unique
• Small, intimate setting (6–8 students)
• Calm, thoughtfully designed environment
• No overwhelming ratios or chaotic classroom management
• Clear structure and materials provided
• Opportunity to learn from and grow within a high-quality program
• Ideal for those seeking meaningful, part-time experience
Part-Time / On-Call