Supervisor, Property Standards, Investigations, & Enforcement

Job Summary

Reporting to the Manager, Property Standards, Investigations, and Enforcement, the Supervisor, Property Standards, Investigations, and Enforcement is responsible for overseeing the daily operations of a team of Municipal Law Enforcement Officers (MLEOs) engaged in enforcing property standards, zoning, waste, and related municipal by-laws. This role ensures consistent application of enforcement protocols, provides technical guidance, and supports the implementation of strategic initiatives led by the Manager. The Supervisor plays a key role in coordinating investigations, managing service requests, and ensuring compliance with legislative and regulatory frameworks.

NOTE: This position may require the successful candidate to work various shifts which include days, evenings, overnight, weekends and statutory holidays and at times, will require overtime. The position may also require the use of a uniform and operation of a fleet vehicle. There may be a written test conducted as part of the interview process.

Duties and Responsibilities

• Adjusts deployment plans seasonally or in response to emerging trends, such as illegal dumping or long grass/weeds during peak growth periods
• Supports the Manager in aligning field resources to divisional priorities, annual goals, and special enforcement campaigns
• Maintains operational continuity by ensuring protocols, backup coverage, and file handoff procedures are in place
• Serves as a subject matter expert on a variety of by-laws including zoning, property standards, lot maintenance, and waste regulations, among others
• Interprets site-specific zoning permissions, legal non-conforming uses, and layered by-law exceptions
• Provides real-time guidance on enforcement strategy and evidentiary requirements for complex files
• Leads and supports the preparation of legal documents, including Part I and Part III Provincial Offences Act matters, and reviews crown briefs for completeness
• Coaches MLEOs on legal thresholds for entry, warrant processes, and balancing enforcement authority 
• Provides day-to-day leadership and technical mentorship to MLEOs in the field
• Conducts file debriefings, MLEO check-ins, and procedural refreshers to ensure enforcement consistency
• Supports onboarding and mentoring of new MLEOs, ensuring they are properly trained and resourced
• Acts as a primary escalation point for complex complaints and property issues
• Prepares written correspondence and briefing notes for contentious cases
• Represents the City at community meetings or site inspections, explaining enforcement rationale and promoting compliance
• Conducts quality assurance checks on enforcement documentation to ensure timeliness, accuracy, and legal compliance
• Field work and in office requirements. Conducting exterior and interior on site investigations and inspections and may include active construction sites

Skills and Qualifications

• Post-secondary diploma or degree in Law and Security, Regulatory Enforcement, Public Administration, or related discipline; or an equivalent combination of education and experience
• Accreditation as a Municipal Law Enforcement Officer, Certified Property Standard Officer through the Ontario Association of Property Standards Officers (O.A.P.S.O), Accreditation in Crime Prevention Through Environmental Design (C.P.T.E.D.). All strongly preferred
• Minimum 5–7 years of experience in municipal enforcement, including at least 2 years in a supervisory or lead capacity
• Strong working knowledge of the POA, Building Code Act, Planning Act, Municipal Act, and other enforcement-related legislation
• Proven expertise in zoning enforcement, including interpretation of site-specific provisions and land use regulations
• Demonstrated experience preparing and reviewing both Part I and Part III POA matters, and writing, reviewing, and executing warrants
• Excellent written and verbal communication skills, with the ability to resolve conflict and present complex issues tactfully and accurately
• Experience working with vulnerable or at-risk populations in an enforcement or compliance setting is considered a strong asset
• Experience in supporting staff performance and development
• Familiarity with enforcement case management tools and standard business software
• Valid Ontario Class G driver's licence with a clean abstract and ability to travel city-wide for site inspections
• A satisfactory Criminal Record Check at the appropriate level is required of the successful candidate, at their own expense, to verify the absence of a criminal record for which a pardon has not been granted.