Job Details 2 positions

Permanent Full-Time Non-Union

Temporary Full-Time Non-Union

Posting Status Open to all current Town of Oakville employees and external

Duration 18 months

Closing Date Applications for this position must be received at by no later than 11:59 pm on November 4, 2025. We Offer

• A defined benefit pension plan (OMERS)
• Comprehensive health plan complemented with life and disability insurance
• A progressive work environment that promotes a work/life balance and strives to be a great place for great people to do great things

Job Responsibilities Under the general guidance and direction of the Manager, Enforcement Services, the Supervisor, Enforcement Services is responsible for the supervision, operation, and administration of either the mobile compliance operation or municipal standards investigation section within the Municipal Enforcement Services (MES) department. Specifically, this position is responsible for day-to-day operations, the development of by-laws, policies and procedures and MES equipment and fleet management. In addition, responsibilities include the development and administration of contracts and contracted services and monitoring and reporting on KPI’s and revenues. Finally, the Supervisor will lead and participate in the development of asset management plans, fleet and asset assessments, technology adoption and integrations and other related studies and initiatives.

What can I expect to do in this role? As The Supervisor, Enforcement Services, You Will

• Supervise day-to-day operations and administration of the mobile compliance officer or municipal standards investigator sections within MES, ensuring operational policies and procedures are followed.
• Ensure service processes for enforcement and enforcement administrative roles are established and adhered to including setting standards for enforcement actions and establishing protocol, methodology and escalation process for issuance of directives and orders.
• Investigate and follow up on complaints and inquiries received from Members of Council, management and the public in a professional, courteous and respectful manner.
• Set service delivery targets and monitor service delivery achievement and respond to gaps in service performance through process reviews and capacity/utilization assessments.
• Provide the manager with service recommendations, model changes and improvements targeted at achieving goals that support a continuous improvement model.
• Develop schedule that supports service levels and ensures enforcement support for holiday, special event and project needs.
• Participate in hiring process, employee training and development and manage payroll related functions.
• Review and prepare documents related to by-law violations and court, screening or hearing proceedings.
• Provide input to divisional operating budget and prepare reports to department Manager and Director.
• Provide the public and other interested individuals with information and assistance on related areas of enforcement including Town by-laws and policies, Provincial Acts and regulations and other information as appropriate.
• Provide insight into emerging issues and assist with the formulation of policy and/or new or revised by-laws to enhance the protection of the community.
• Arrange and lead public meetings on various topics including proposed policy changes or new programs.
• Lead multidisciplinary teams to review by-laws and processes.
• Research and author reports to council including leading formal presentations.
• Participate in special projects and liaise with internal partners, police, region and other agencies developing partnerships and advancing enforcement initiatives.
• Schedule may vary from year to year and includes both a 7-hour Monday-Friday day shift schedule and a 10-hour 7-day shift rotation that includes weekends
• Wears a town uniform as directed
• Perform other duties as assigned.

How do I qualify?

• Successful completion of a two year Law Enforcement diploma or certificate and a Municipal Law Enforcement Officer Certification or equivalent.
• Minimum five years of related experience including supervising staff and performance managing in a unionized public sector environment.
• Experience leading and supporting continuous improvement initiatives.
• Previous experience in a law-enforcement related field.
• Successful completion of Quantitative Noise training is preferred.
• Certification with the Ontario Association of Property Standards Officers and completion of AMCTO Municipal Administration Program and Licensing programs is preferred.
• Equivalent education and experience may be considered.
• Strong report writing and public relations skills are necessary, as well as the ability to deal authoritatively, but politely, with the public.
• Familiarity with Courtroom procedure and decorum, the Ontario Evidence Act, and governing legislation relating to municipal licensing and by-law enforcement.
• Strong conflict resolution, negotiation and communication skills with the ability to diffuse emotionally charged situations.
• Ability to performance manage and apply progressive discipline process for employees as required.
• Ability to apply tact, diplomacy and persuasion with confident messaging when dealing with various stakeholders.
• Strong organizational and planning skills with a high attention to detail.
• Ability to interpret a wide variety of by-laws and provincial legislation to effectively direct staff, make recommendations and assist in the development of by-laws, policy and procedural changes.
• Proficiency in various software including Microsoft Office, AMANDA, and GIS.
• The successful applicant must adhere to a strict code of confidentiality, incidental to all section investigations and travel between worksites is a requirement of this position.
• The successful candidate must hold and provide a copy of a valid and unrestricted Ontario Driver’s License Class G minimum with a driving record that demonstrates responsible and safe driving behaviour. Note: Applicants with 6 or more points are ineligible for consideration. The successful applicant, who is a new hire, will be required to provide the Corporation with a current driver's record (no older than 30 days) and pass a Town administered road test as a condition of employment.
• Successful candidates, who are new hires and/or who have not performed in this position previously will be required to provide a satisfactory criminal record check dated within the last 30 days as a condition of employment.

Core Knowledge Required for Success: In addition, your experience demonstrates the following Supervisor leadership competencies:

• Strategic Thinking – innovating through analysis and ideas
• Engagement – mobilizing people, organizations, partners
• Management excellence – delivering results through action management, people management and financial and asset management
• Accountability and Respect – serving with integrity and respect

Click to view the competencies for this Supervisor level.

Corporate Values Teamwork, accountability, dedication, honesty, innovation and respect

DATED: October 28, 2025 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.