Supervisor, Transit Services

Oakville; Oakville; Hybrid; CAD 90,000 - 110,000; Full time

Job summary

Town of Oakville is seeking a Transit Operations Supervisor to oversee fixed route, specialized and charter services, including incident response coordination and staff supervision. The role involves planning unscheduled service adjustments and ensuring safety for personnel, customers and assets in line with policies and legislation.

Responsibilities include supervising drivers and maintenance staff, training and evaluating personnel, tracking assignments and responding to incidents.

Qualifications

• Completion of a three-year college diploma or university degree in business administration or related field.
• Candidates without the above noted educational qualifications may be considered if they have at least 4 years’ supervisory experience working in a transit operations environment.

Responsibilities

• Supervise up to 85 Oakville Transit Drivers to ensure service and standards compliance.
• Oversee maintenance and service staff in absence of a supervisor and ensure rule adherence.
• Select, motivate, train, manage and evaluate staff; schedule work and address performance issues.
• Track, report and document driver assignments, hours worked, sick time and overtime.
• Respond to inquiries, accidents, complaints and incidents from the public and agencies.
• Backfill for Control Centre Supervisors using CAD AVL and On-Demand software to manage on-street service delivery.
• Liaise with on-street Supervisors regarding delays and emergencies.
• Assist the Manager in developing new routes and schedules; understand routes and regulations.

Skills

Staff supervision

Emergency coordination

Route planning

Driver training

Safety compliance

Education

Diploma/degree in business administration or related field

4+ years supervisory transit operations experience

Tools

CAD AVL

On-Demand software

Job description

If you do not receive an email within 24 hours confirming receipt of your application, please contact Human Resources from 8:30 a.m. to 4:30 p.m. EST at [phone].

Save your resume and cover letter together in one document before you begin.

Your application will be complete once you click "Submit" at the end of the process.

Job Details

Temporary Full Time(Non-UnionT)

Posting Status

Open to all current Town of Oakville employees and external applicants.

Duration

Indefinite

Closing Date

Applications for this position must be received at oakville.ca by no later than 11:59 p.m. on September 28, 2026.

This job posting is for an existing vacancy and therefore will be filled accordingly.

Reporting to the Manager of Transit Operations, this position is responsible for supervising the delivery of all fixed route conventional, specialized and charter services; including supervision of all driving staff. This position is also responsible for incident response supervision and coordination of any internal and external emergency resources responding to situations involving or affecting transit services. You will plan for delivery of unscheduled service while recommending and making adjustments to scheduled service. This position is required to take appropriate action to ensure the safety and security of transit personnel, customers and assets in accordance with all policies, procedures, regulations and legislation governing the workplace and the delivery of service.

What can I expect to do in this role?

• Supervise and oversee up to 85 Oakville Transit Drivers at any time to ensure work is performed effectively and efficiently and in accordance with Town or Oakville Transit standards, levels of service, specifications, policies, procedures and legislated requirements.
• Supervise maintenance and service line staff at times, in the absence of a Maintenance Supervisor and take appropriate action to ensure that work performance is consistent with Oakville Transit rules and regulations.
• Select, motivate, train, manage and evaluate staff, and schedule work according to priorities; review employee performance on a regular basis and take corrective/disciplinary action on such matters as collisions, complaints, late reports, absenteeism, etc., and make recommendations and/or take action as required.
• Track, report, record and document all information regarding Driver assignments including hours worked, sick time, time off, and overtime as per the collective agreement.
• Respond to, investigate and follow up on inquiries, accidents, complaints and other incidents from the general public, residents, emergency services, other departments, senior management and members of council.
• Backfill for Control Centre Supervisors during periods of absence or as operational needs dictate – using CAD AVL and On-Demand software to manage on-street delivery of conventional and specialized services, responding and taking appropriate actions to ensure system on-time performance, customer and employee safety and efficient use of resources in accordance with Oakville Transit policies and procedures.
• Liaise with on-street Supervisors regarding service delays, incidents and emergencies, managing response to the same from a fast-paced, dynamic Control Centre environment.
• Liaise with Specialized Transit contracted services outside of on-demand staffing hours to minimize disruption to service delivery.
• Assist the Manager in the development of new routes and schedules while maintaining a good working knowledge of all routes, schedules and regulations.
• Initiate appropriate action in response to service breakdowns, change-offs, detours, emergencies, collisions, etc.
• Train and instruct new and existing employees to perform job functions properly and safely; administer exams for Class CZ Driver’s License and/or brake endorsement renewals; assist with maintaining an ongoing driver‑training program for conventional transit, specialized transit, maintenance, and other departments within the Town of Oakville.
• Work various shifts, covering a seven-day a week operation.
• Completion of a three-year college diploma or university degree in business administration or related field.
  • Candidates without the above noted educational qualifications may be considered if they have at least 4 years’ supervisory experience working in a transit operations environment.
• Your education is augmented by progressively responsible positions that have resulted in outstanding leadership complemented by a highly developed understanding of transit systems, municipal government and service delivery.
• You have a valid and unrestricted CZ License, or you must be capable of obtaining a CZ License as a condition of your employment. Your driving record will demonstrate responsible and safe driving behavior. The successful applicant will be required to provide the Corporation with a current drivers abstract (no older than 30 days) prior to assuming the position.

Please note that this position requires a satisfactory