Mgr, Specialized Housing - Enforcement

Job Summary

The Manager, Specialized Housing Enforcement is responsible for providing strategic advice on regulatory compliance, manages complex investigations, and creates & drives policy development & compliance to enhance operational effectiveness in relation to investigations pertaining to multiple programs including apartment rentals, short-term accommodations, additional dwelling units, basement apartments, renovictions and other specialized housing investigations. The role is responsible for the strategic coordination, development, design, and delivery of the City’s housing enforcement strategies.

Duties and Responsibilities

Strategic Leadership

• Demonstrated ability to lead and manage teams, providing clear direction and fostering a collaborative work environment.
• Excellent communication, mentoring, and coaching skills to support the development and performance of team members.
• Provide strategic advice to senior leadership on compliance and enforcement initiatives and operational challenges.
• Support the Director, Enforcement with briefings on key initiatives requiring approval.
• Lead the creation of operational policies and business planning, including supporting the drafting of new bylaws and updating existing ones.

Regulatory Enforcement & Investigations Expertise

• Oversee enforcement efforts related to property standards, zoning, licensing, and public safety regulations and by-laws, particularly as it relates to apartment buildings/units, short term accommodations, additional dwelling units, basement apartments, renovictions and other specialized housing enforcement investigations.
• Extensive knowledge of the City's by-laws, the Ontario Building Code, Planning Act, Municipal Act, Provincial Offences Act, Criminal Code of
• Expertise with court proceedings, prosecution processes and preparation of Crown briefs.
• Ensure adherence to legislative requirements and municipal governance policies for enforcement operations.
• Lead the development and maintenance of compliance policies, procedures, and standards to ensure adherence to relevant laws, regulations, and licensing requirements.
• Gathering Evidence in compliance with the Evidence Act, while respecting tenant rights.
• Warrant writing for tenant-occupied spaces and receive judicial approval.

Operational Oversight & Resource Management

• Lead and mentor a team of Municipal Law Enforcement Officers and other regulatory staff, providing guidance and support in the execution of compliance activities.
• Develop strong relationships with key stakeholders, including regulators, industry groups, and other external parties.
• Provide regular reports to senior management on the status of compliance, licensing activities, and enforcement actions.
• Oversee the development and execution of the sections Annual Report, detailing caseload trends, enforcement outcomes, financial reporting, and legislative enforcement results.
• Prepare and manage the sections budget, working closely with Finance to implement, forecast, and track financial inputs.

Stakeholder Engagement & Political Awareness 

• Work closely with elected officials to manage complex and contentious enforcement issues, demonstrating an understanding of the political environment.
• Represent the section at General Committee and Council meetings, public forums, and enforcement-related discussions.
• Exceptional communication skills, both written and verbal, with the ability to engage with senior executives, external regulators, and other stakeholders effectively.
• Visiting and working with properties include rental units, condominiums, basement apartments, ADUs, and rooming and lodging houses houses.
• Testify in court and tribunals with an added focus on tenant rights cases
• Engagement in tenant protection during legal proceedings; testimony often required in matters relating to tenant safety and housing preservation.

Skills and Qualifications

• 7+ years experience in the field of regulatory compliance
• Municipal / Government experience, law enforcement, working with other regulatory offices (police, CFIA, BIAs, etc.)
• University degree in a related field
• Experience in leading and managing teams in a highly fast-paced working environment
• Experience working with elected officials when dealing with complex and/or contentious issues, demonstrating an understanding of the political environment
• Proven track record of displaying sound judgement and tact in public forums, excellent problem solving and conflict resolution skills
• Has formed, developed and led highly effective, professional, motivated and engaged and collaborative teams
• Outstanding skills in influence and persuasion and the ability to exercise diplomacy and discretion in all relationships and interactions
• Excellent presentation skills and ability to summarize to brief the Director on potential contentious issues prepare briefing notes, information notes and report on C&E issues and deliverables.
• Oversee and prepare sections budget and work cross functionally with Finance to implement, forecast and track inputs.
• Subject Matter Expertise and ability to conduct risk analysis for deliverables that impact achievement of program commitments