Orangeville, On Education & community engagement student Jobs – 3 Openings This Week

Middle School Teacher
Headwater Hills Montessori School Inc. —Caledon, ON
- $55,000–$75,000 a year
- Full-time
- Writing skills
- English
- Working with children
Quick apply
4d
Intermediate Structural Engineer/Designer
S. Burnett & Associates Limited —Orangeville, ON
- $75,000–$90,000 a year
- Full-time
- Hybrid work
- AutoCAD
- Engineering
- English
- Wellness program
- Disability insurance
Quick apply
Music Teachers (Contract) - Piano, Violin, Voice, Cello, Guitar & More (ALL instruments)
Beethoven at Home —Canada
- $37.30–$72.00 an hour
- Master's degree
- No university degree
- Communication skills
Quick apply

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education & community engagement student jobs near orangeville, on

Middle School Teacher

Headwater Hills Montessori School Inc.
Caledon, ON

Quick apply

Job details

Full-time
$55,000–$75,000 a year
4 days ago

Qualifications

Montessori Certification
Writing skills
English
Working with children
Education
Bachelor's
Organizational skills
Classroom experience
Communication skills
Teaching

Full job description

Middle School Teacher (Grades 7–8)

Full-Time or Part-Time

Headwater Hills Montessori School

Where you can be who you are and become who you were meant to be.

Headwater Hills Montessori School is seeking an experienced, creative, and enthusiastic Middle School Teacher to join our collaborative and supportive school community.

This position is ideal for an educator who enjoys professional autonomy, small class sizes, outdoor education and the freedom to design engaging learning experiences. We are open to either a full-time or part-time arrangement for the right candidate.

At Headwater Hills, we believe that great teaching happens when talented educators are trusted to do their best work. Our teachers are encouraged to bring their own interests, strengths, and creativity to the classroom while fostering curiosity, critical thinking, independence, and a love of learning.

We believe that education involves the development of the whole child, and that social and emotional growth, healthy relationships, self-awareness, and character development are valued alongside academic achievement. Located on a beautiful rural campus with forests, meadows, marshland, gardens, and easy access to the Hockley Valley trail system, we value outdoor education, experiential learning, and meaningful connections with the natural world.

The successful candidate will have the opportunity to teach across multiple subject areas and work closely with a small cohort of middle school students, fostering both academic growth and social-emotional development.

Responsibilities

Plan and deliver engaging learning experiences for students in Grades 7 and 8
Create a positive, respectful, and productive classroom environment
Establish clear expectations and maintain effective classroom management
Assess student progress and provide meaningful feedback
Write progress reports and communicate effectively with parents
Collaborate with colleagues to support students and school initiatives
Participate in field trips, outdoor education, and school events

Qualifications

Previous teaching experience with middle school-aged students
Ontario Certified Teacher (OCT), Montessori Adolescent or Upper Elementary certification, or equivalent teaching qualifications preferred
Experience in IB, inquiry-based, project-based, experiential, alternative, or independent school settings is welcomed
Strong classroom management and relationship-building skills
Excellent communication and organizational skills
A growth mindset and willingness to learn

The Ideal Candidate

The successful candidate will:

Balance firmness with warmth, positivity, and respect
Value relationship-based education and take time to truly know students
Recognize the importance of social and emotional development and support students in developing self-awareness, responsibility, resilience, and respectful communication
Be confident, organized, and self-directed
Enjoy creating engaging learning experiences and exploring innovative approaches to teaching
Value student engagement and meaningful learning over simply covering content
Appreciate the benefits of outdoor and experiential education
Thrive in a collaborative and supportive staff culture

Most importantly, this position is best suited to an educator who is energized by professional autonomy and comfortable taking initiative in curriculum planning and program development.

While Montessori adolescent training is an asset, we welcome applications from experienced OCT-certified teachers, IB educators, Montessori Upper Elementary teachers, and other creative educators who are excited to learn and work within a Montessori environment.

We Offer

A collaborative, inclusive, and supportive work environment
Small class sizes that allow teachers to truly know their students
Significant professional autonomy and flexibility
Freedom to bring your own ideas, interests, and strengths into the classroom
A beautiful natural campus with forests, meadows, marshland, and gardens
Ongoing professional development
An opportunity to help shape and contribute to the continued growth of the school

If you are passionate about education, value relationship-based learning, and are excited by the opportunity to make a meaningful impact in the lives of students, we would love to hear from you.

Job Type: Full-time

Pay: $55,000.00-$75,000.00 per year

Application question(s):

Where do you currently live?
Why do you think Headwater Hills Montessori school would be a good fit for you?

Education:

Bachelor's Degree (required)

Experience:

Teaching: 2 years (preferred)

Language:

English (required)

Location:

Caledon, ON (preferred)

Work Location: In person

Quick apply

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education & community engagement student jobs in orangeville, on

Middle School Teacher

Intermediate Structural Engineer/Designer

Music Teachers (Contract) - Piano, Violin, Voice, Cello, Guitar & More (ALL instruments)

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