Master Instructor - General Programs - Chess

TOWN OF OAKVILLE; Oakville; On-site; CAD 25,000 - 36,000; Part time

Job summary

Town of Oakville is seeking a General Programs Master Instructor to plan, coordinate and deliver age-appropriate recreational programs. You will ensure a safe, inclusive environment and act as a resource for participants and families.

The role requires leadership experience in recreation settings, strong communication skills, and the ability to obtain HIGH FIVE PHCD and First Aid CPR C within 30 days of hire.

Qualifications

• Diploma or degree in Child and Youth Development, Education, Recreation or related field.
• Expert knowledge in the discipline with relevant training and experience.
• 2–4 years in a leadership role within a recreation setting.
• 1–2 years in a paid or volunteer Preschool, Education or Recreation setting.
• Strong interpersonal and written/verbal communication skills.
• Experience developing and implementing age-appropriate activities.
• Demonstrated behaviour management skills.
• Willingness to obtain HIGH FIVE Principles of Healthy Child Development (PHCD) within 30 days of hire.
• Ability to obtain or possess current Intermediate First Aid with CPR C within 30 days.

Responsibilities

• Plan, coordinate and deliver comprehensive, age-appropriate recreational programs.
• Ensure a safe environment that encourages participation and personal development.
• Deliver daily activities that are safe, creative and inclusive.
• Develop specialized programming and prepare weekly activity plans.
• Facilitate programs with participants in a safe, developmentally appropriate manner.
• Support staff and collaborate to deliver optimal program experiences.
• Maintain safety of all participants and respond to emergencies per procedures.
• Perform administrative duties: attendance, registrations, incident reports.
• Provide updates to caregivers, offer feedback to participants.
• Attend mandatory staff training and perform other duties as assigned.

Skills

Leadership

Communication

Behaviour management

Enthusiasm

First Aid CPR C

Vulnerable sector check readiness

Education

Diploma or degree in Child and Youth Development / related field

Job description

Job Details: Part-Time

Posting Status: Open to current Town of Oakville employees and external applicants

Closing Date: Applications for this position must be received at oakville.ca by no later than 11:59 pm on December 31, 2026.

This posting is for current and future opportunities and will be filled on an as needed basis. Applications will be considered for any openings that become available between now and December 31, 2026.

Job Responsibilities

The General Programs Master Instructor will plan, coordinate and deliver comprehensive and age-appropriate recreational programs to meet the needs of all participants registered in the program and act as a knowledgeable resource to the program participants and their families. The successful candidate will also ensure that the program is conducted in a safe environment that encourages participation and personal development.

Duties include

• Delivering a program of daily activities that are safe, creative, age-appropriate and inclusive of all program participants.
• Deliver specialized programming.
• Program planning: prepare weekly activity plans for approval and distribution to program participants.
• Facilitate program plans with participants in a safe, developmentally appropriate and fun manner.
• Staff support: work with staff in a program to create and deliver an optimal program for participants.
• Ensure continued safety of all participants in the program.
• Reacting to emergency and behaviour management situations in accordance with department approved procedures.
• Administrative duties: attendance tracking registration updates, and incident reports as required.
• Customer service: updating caregivers, support to new parents, providing feedback to participants.
• Attending mandatory staff training.
• Other duties as assigned.

Qualifications

• Has completed a diploma or degree in Child and Youth Development, Bachelor of Education, Recreation & Leisure, Early Childhood Education, or another related field;
• Expert-level knowledge and practical proficiency in the discipline being taught, supported by relevant training and experience;
• 2-4 years of experience in a Leadership capacity in a recreation setting;
• 1-2 years of experience in a paid or volunteer Preschool, Education or Recreational Setting;
• Strong interpersonal and communication skills including written and verbal;
• Experience in the development and implementation of age-appropriate activities;
• Demonstrated behaviour management skills;
• Enthusiasm and passion for working with recreation participants;
• Ability to obtain within 30 days of hire or possess HIGH FIVE Principles of Healthy Child Development (PHCD); and
• Ability to obtain within 30 days of hire or possesses current Intermediate First Aid with CPR C (formerly Standard First Aid with CPR C) from a WSIB-approved provider, issued within the last three (3) years and valid throughout the term of employment.
• Please note that this position requires a satisfactory vulnerable sector check dated within 60 days of the employment offer. Note: Candidates who are under the age of 18 at the time of hire will only be required to provide a criminal record and judicial matters check (CRJMC).

DATED: November 9, 2026

The Town’s recruitment software includes elements of artificial intelligence to assist in the screening and short-listing of qualified candidates.

This job profile reflects the general requirements necessary to perform the principal functions of the job. This does not include all of the work requirements of the job. Applicants are required to demonstrate through their application and in the interview process that their qualifications match those specified. Applicants may also be required to undergo testing.

We thank all applicants and advise that only those selected for an interview will be contacted.