Job Type:

Permanent

Department:

Salary:

$101,947.00 - $127,433.00

Close Date (closes at 12:00 am on date noted below):

August 7, 2026

Hours per Week:

40

Openings:

1

Position Summary

The Community Services Department is accepting applications for Supervisor, Roads.

Reporting to the Manager, Operations, this position is responsible for administering a comprehensive daily works program, supervising union, non-union staff and Town contractors, materials and equipment resources necessary to ensure the appropriate maintenance activities associated with roadways, parks and open spaces located in the community.

Major Job Responsibilities

Operational Management

• Oversees daily operations and maintenance activities, ensuring compliance with applicable legislation, regulations, policies, and standards

• Develops, prioritizes, and coordinates daily work plans in response to seasonal weather, and operational requirements

• Coordinates and communicates with operational divisions and customer service teams to support effective service delivery and operational efficiency

• Ensures the safe and efficient delivery of maintenance programs and operation of equipment, including directing emergency response activities to protect staff, the public, and municipal assets

• Implements and administers quality assurance programs, monitoring performance and corrective actions to support continuous improvement

• Conducts inspections and coordinates corrective and preventative maintenance activities to address identified deficiencies and mitigate future issue

• Analyzes industry trends, service requests, and customer feedback to identify opportunities for continuous improvement and enhanced Road Maintenance & Operations services

People Leadership

• Completes staff evaluations as required

• Provides daily direction and support to staff, as needed

• Conducts regular staff meetings to ensure policies and procedures are communicated; quality standards are maintained and to solicit feedback from staff

• Manages and administers staff time and attendance processes

• Leads the recruitment process for the hiring of staff

• Ensures compliance with the Occupational Health and Safety Act (OHSA), corporate policies, and standard operating procedures, and provides supervisory leadership to promote and monitor safe work practices within the Division

• Leads cross-functional project teams and collaborates with internal departments to plan, coordinate, and implement Roads Maintenance & Operations projects and initiatives

• Administer and manage contract programs and activities to ensure Town standards are achieved

Budgeting and Financial Accountability

• Provides input for annual operating and capital budget development for assigned portfolio, monitors, controls and reports on the operating budget to ensure fiscal responsibility and that budget targets and service objectives are being effectively met

• Maintains and administers purchasing and inventory control systems to ensure that adequate supplies and equipment are available for daily operations

• Analyzes maintenance requirements to determine scope of work based on available resources and service impacts

• Manages service contracts with external vendors based on financial resources and schedule coordination

Education & Experience

Minimum Qualifications

• Post-secondary training in construction and maintenance activities and/or equivalent related education

• Three (3) years progressive experience in municipal public works and/or road operations, including Winter Maintenance with minimum 1-year supervisory experience within a unionized environment

• Experience and working knowledge of Minimum Maintenance Standards (MMS) and winter road, sidewalk, recreational trail/pathway maintenance

• A valid Ontario Driver’s License Class “G” with a satisfactory driving record

• Labour relations knowledge

• Proficient in Windows based software including Word, Excel and Outlook

• In depth knowledge of the operation of heavy equipment

Preferred Qualifications

• Post-secondary degree in Civil Engineering Technology, Infrastructure Construction and Maintenance and /or related field or equivalent

• Training through Ontario Good Roads Association & Association of Ontario Road Supervisors

• Progressive experience in municipal roads operations (5–7 years), with a minimum of three (3) years supervising staff in a unionized environment

• Experience with capital and operating budgets

• Experience with applicable municipal, provincial & federal legislation

• Experience with Occupational Health and Safety Act

• Certified Roads Supervisor

• C.E.T Certification

• Experienced with union practices

• Development and implementation of Contracts and Tenders

• Working knowledge of collective agreements

• Proficency in GIS, AVL, AMANDA, CMiC, FMW & work order software

• Working Knowledge of Minimum Maintenance standards and Highway Traffic Act

Note to Applicants

This posting is for an existing job vacancy.

We thank all who apply, however only those selected to move forward in the process will be contacted.

Accommodations

Should you be selected to participate in the recruitment process, please inform Human Resources of any accommodations you may require. We will work with you to ensure your full participation in the process.

How to Apply

Interested applicants are invited to apply online at under the Employment Opportunities section. Please ensure your application is submitted by 11:59 pm on August 6, 2026.

If you are currently employed with the Town of Milton, please apply internally through the Jobs Hub app of your Workday account in order for your application to be processed as an internal applicant.