We’re growing! We are a young classical Christian school with 200+ students and will graduate our first Grade 12 class in June 2027. Our community is intimate, our curriculum is rich, we’re low-tech, and we love the gospel of grace. Click here to see Oak Hill in action.

Who we are looking for

As a classical Christian school, we are looking for teachers who:

Love God. Have a living, deepening friendship with the Lord Jesus and belong to a local church. They can articulate gospel well to children.
Love students. They enjoy working with students and understand their nature and development.
Love learning and teaching. They are students themselves, and have a fire and a gift for teaching. Bring expertise, excitement, and depth to what they teach.
Love parents. They foster a high level of parental partnership and regular communication.
Have integrity. They maintain high standards of personal conduct in all aspects of their lives.
Are teachable and excited to learn and implement the classical Christian tradition.
Can cultivate classroom atmosphere and order with a variety of academic skills and learning abilities.
Are community minded and will participate in the curricular and extra-curricular life of the school.
Thrive on the energy of a new school start-up.

Teaching experience, knowledge of classical Christian education and/or Charlotte Mason education, and a B.Ed. degree are all assets but are not requirements. Qualified candidates will have a Bachelor degree at minimum.

Openings

We encourage all interested applicants to apply. Please read below details on our candidating process and application requirements prior to submitting an application. All posts will remain active and open until the position is filled. Only those applicants selected for an interview will be contacted.

Summary of current opportunities (updated April 13, 2026)

Office and/or Finance Assistant LTO – May 2026
Teaching Assistant (3 or 5 days/week) – Sep 2026 start
Part-time Business Manager
Supply teachers

Office and/or Finance Assistant LTO – May 2026

Starting May/June 2026 (for 12 months)

Apply for either one or both of these job positions. These are ideal for someone who loves to provide administrative support directly to people and behind the scenes.

Both positions are to fill a maternity leave, and is subject to the Employment Standards Act. There is potential for part of this role to continue after the leave.

Part-time Front Office Assistant (2-3 days/wk)

You will support our Office Administrator in helping to run the front desk, serve students, teachers, and parents. This role requires excellent organizational skills, attention to detail, and a commitment to upholding the school’s mission and values. The ideal candidate will be warm and friendly, able to trouble-shoot and handle multiple tasks, and dedicated to serving students, staff, and parents with professionalism and care.

Key Responsibilities:

Assist the Office Administrator with daily office operations, including answering phones, responding to emails, welcoming visitors, and assisting staff and students
Prepare, organize, and maintain physical and electronic records and reports
Assist with attendance tracking, and communication with parents/guardians
Administrate Plan to Protect ® training and maintain personnel screening records
Prepare and edit weekly newsletters

Qualifications:

2 years of administrative experience (preferred)
Strong organizational skills and appreciation for details
Excellent written and verbal communication skills
Proficiency in computer use, including G-suite, Microsoft Office and willingness to learn new software as needed
Quickbooks Online experience a benefit
Flexibility and ability to welcome interruptions and serve where needed most
Ability to maintain confidentiality and handle sensitive information with integrity
Have a living, deepening friendship with the Lord Jesus. This includes belonging to a local church, and possessing an articulate grasp of the gospel.

Position Details:

2-3 days/week, Fridays required
June 2026 to June 2027 estimated duration (to be confirmed)
Daily hours would be 8:00 AM – 4:00 PM

Part-time Finance Assistant (2-3 days/wk)

You will provide clerical finance and bookkeeping support, and work with our General Accountant and Treasurer to assist with finance related tasks.

Key Responsibilities

Managing the finance email
Bank deposits (weekly; may be done by office staff)
Accounts payable and staff/volunteer reimbursements
Payroll – biweekly
Bookkeeping – recording bank activity (e-transfers, deposits, etc), recording credit card activity (collecting and reviewing receipts)
Ontario Health at Home invoicing – Weekly
Tuition Management – coordinating with families, setting up in August
Recording donation income, and coordinate with our Director of Development

Qualifications:

2 years of finance / bookkeeping experience
Some financial or bookkeeping education
Strong organizational skills and appreciation for details
Excellent written and verbal communication skills
Proficiency in computers and spreadsheets, including G-suite, and ability to learn new software as needed
Quickbooks Online experience
Ability to maintain confidentiality and handle sensitive information with integrity
Have a living, deepening friendship with the Lord Jesus. This includes belonging to a local church, and possessing an articulate grasp of the gospel.

Position Details:

2-3 days/week, some seasons busier than others
Potential for 1 days/week to be done remotely
June 2026 to June 2027 estimated duration (to be confirmed)
Daily hours would be 8:00 AM – 4:00 PM

Apply. All interested applicants are encouraged to apply. Please read through the details on our job board for information on our candidating process. This posting will remain active and open until the position is filled. Only those applicants selected for an interview will be contacted.

Applicants, please submit:

Cover letter
Resume
Personal Testimony of Faith
List of favourite and recently read books
References (two professional, one pastoral)

Teaching Assistant (3 or 5 days/week) – Sep 2026

Do you love coming alongside students to give them that extra attention so they can learn and love learning? Do you enjoy playing a supportive role to teachers? We are looking for a Teaching Assistant to serve our Grade 3 and 4 classes, with some support to the Grade 1 and 2 students as well.

Qualifications

Growing walk with Christ and membership in a local Christian church
Education and/or experience supporting student learning
Knowledge of mathematics and language arts

Responsibilities

Responsibilities include desk-to-desk support, teaching small groups of students, assisting with grading and records, setting up / cleaning up materials, and general teacher support.
Primarily supporting Grade 3 and 4 students with math, composition, and language arts.
Secondary support to Grade 1 and 2 students.

Position details

Daily hours are 6.25 hrs/day (8:30am to 3:15pm, with an unpaid 30 minute lunch).
This position may be 3 or 5 days per week (TBD). A job-sharing arrangement may be possible.
Staff training: Aug 31-Sep 1, plus one other day in August.
Start date: week of September 8, 2026

All interested applicants are encouraged to apply. Please read the details below on this page about our candidating process. Applicants, please submit:

Cover letter
Resume
Personal Testimony of Faith
References (two professional, one pastoral)

About us. We’re growing! We are a young classical Christian school in our eighth year. We’ve grown from 18 to 200+ students in JK-11. Our community is intimate, our curriculum is rich, we’re low on tech (and high on books, art, and nature), and we love the gospel of grace. Click here to see Oak Hill in action.

Part-time Business Manager

This position is ideal for a professional who is semi-retired or looking for steady part-time work, who wants to contribute meaningfully to Kingdom education ministry. You’ll work with the school principal and treasurer and be supported by a finance assistant / bookkeeper so you can focus on the bigger picture.

We are looking for an experienced finance professional to oversee some business aspects of the school: financial management (70-80%), compliance and operations support (10-15%), and development and governance support (10-15%). Someone with a CPA designation or a strong financial background is preferred. A hybrid onsite/remote arrangement is possible.

Position Type: Regular part-time, 3 days per week
Reports To: Principal
Supervises: Finance Assistant

Key Responsibilities

Financial Management & Accounting

Oversee all accounting functions using QuickBooks Online including AP, AR, payroll, and general ledger
Prepare monthly, quarterly, and annual financial statements and reports
Develop and monitor annual operating budget with Principal
Manage cash flow, banking relationships, tuition payments, and financial assistance programs
Coordinate annual audit process and ensure CRA compliance for registered charities
Supervise Financial Assistant in regular clerical functions

Compliance & Operations Support

Maintain compliance with registered charity status requirements and prepare required government filings (HST/GST, T4s, T3010)
Oversee administration of payroll, employee benefits, HR files, and onboarding/ offboarding procedures
Manage insurance policies and possibly manage vendor contracts

Development & Governance Support

Process donations and issue tax receipts using DonorPerfect
Oversee maintenance of donor database
Prepare financial reports and materials for Board meeting
Attend Finance Committee meetings as required
Support Board Treasurer and Principal with financial oversight

Qualifications

Required:

A living and personal walk with the Lord Jesus and membership in a local church
Commitment to the mission and values of Oak Hill Academy as a classical Christian school
Bachelor’s degree in Business, Accounting, or Finance
CPA designation or actively pursuing CPA
Minimum 5 years progressive experience in financial management
Experience with non-profit organizations and Canadian registered charity regulations
Advanced spreadsheet skills (MS Excel or Google Sheets)
Knowledge of Ontario employment standards and CRA charitable requirements
Excellent organizational skills with high attention to detail
Ability to work independently and manage priorities within part-time schedule

Preferred:

Proficiency with QuickBooks Online, DonorPerfect, and G-Suite
Experience in educational institutions, particularly independent or Christian schools
Familiarity with tuition management and student information systems

What’s in it for you?

Flexible 3-day work week
Option for some remote work
A high impact position with autonomy
A meaningful, long-term role in a lovely school community

Applications. All interested applicants are encouraged to apply. This posting will remain active and open until the position is filled. Only those applicants selected for an interview will be contacted.

Applicants, please submit:

Cover letter
Resume
Personal Testimony of Faith
List of favourite and recently read books
References (two professional, one pastoral)

Supply Teachers

We are accepting applications for teachers interested in joining our supply roster. Refer to the teacher profile above for a sense of the qualities, gifts, and interests we value in our teachers.

Candidating Process

1. Learn about classical education and Oak Hill Academy. Before you begin, candidates are encouraged to familiarize themselves with classical Christian education and the school’s philosophy and doctrine. Although a background in classical education is not required, our teachers are expected to teach classically.

2. Apply. Submit the following application documents via email (PDF format only please) to principal [at] oakhillhamilton.ca OR in hardcopy in person to 1886 Governor’s Road in Copetown.

a. Cover letter (1 page). In no more than one page, introduce yourself, note what subjects and grades you want to teach, and why you want to teach at a classical Christian school.

b. Personal story of faith (1 page). Note we are not asking for your personal doctrinal statement, but a narrative of your personal testimony.

c. Philosophy of education (1 page).

d. Resume.

e. Letters of reference (1 pastoral, 2 professional).

f. List of your favourite and recently read books.

3. Initial phone call interview. All applications will be reviewed and screened, and those that appear to align most closely with our school needs will be contacted for an initial phone call with the principal.

4. VSS and reference checks. If not already completed, the applicant’s references will be contacted by phone and applicants will be required to submit a recent Vulnerable Sector Scan report (i.e. a “police check”) in original. Applicants who have a successful interview and satisfactory references and VSS report will proceed to a teaching observation.

5a. Interview. Applicants with a successful initial phone call will be invited to meet the principal and school leadership team for an interview.

5b. Teaching observation. Applicants successful to this point will be required to teach lessons of the school’s choosing for up to two hours. We will provide context, lesson details, and necessary materials. Applicants will submit in advance their lesson plans or notes to the Principal for review.

6. Follow up. The school will follow up on any loose ends as necessary with the candidate or references prior to making a decision.

7. Decision of Oak Hill Academy. Based on the all the information gathered in the above steps, the principal alongside the board decides whether to make an offer of employment. All candidates who have made it this far will be notified in writing of the school’s decision. If the school would like to move forward, an offer of employment is made. If accepted, an onboarding process will begin.

If you have additional questions, please contact the office. Oak Hill Academy thanks all applicants for their interest. Only those applicants selected for an interview will be contacted.