The Town of Caledon is a blend of urban and rural, modern and historic, all nestled between the Hills of the Headwaters, Oak Ridges Moraine and the Niagara Escarpment. Caledon has a population of over 76,000 and covers nearly 700 km2, making it one of the largest municipalities geographically in the Greater Toronto Area. Caledon prioritizes a sustainable balance of community, environment, and development while planning for future growth, fostering responsible economic activity, and ensuring the well-being of all residents.

 

Reporting to the Commissioner, Community Services, this role provides corporate leadership and operational oversight of the Municipal Law Enforcement Division, ensuring the effective administration and enforcement of the Town’s regulatory by-laws and community standards. The Director leads divisional staff in setting priorities and service standards, and is responsible for the development, interpretation, and implementation of by-laws related to property standards, zoning compliance, animal services, parking enforcement, licensing, and other municipal regulations. The role ensures enforcement strategies are fair, consistent, and aligned with Council’s strategic objectives, including oversight of complex and sensitive matters, proactive compliance initiatives, and effective public engagement and complaint resolution. The Director is accountable for workforce planning, staff development, and performance management, while advancing innovation and service excellence, and serves as the Commissioner’s representative at Council and in discussions with key stakeholders and external partners.

 

With a post-secondary degree in public administration, law, criminology, business, or a closely related field, the ideal candidate will have a minimum of 10 years’ experience in municipal law enforcement, regulatory compliance, public safety, or a related environment, including 5–7 years of progressive leadership experience at a senior level. The candidate will bring significant management experience within a municipal or public sector setting, along with demonstrated supervisory expertise leading diverse teams in a complex regulatory framework. The candidate will possess strong political acuity and sound judgment, with the ability to make decisions involving sensitive enforcement matters and long-term operational impacts. The candidate will also embody and advocate for the Town’s mission, vision, and corporate values while fostering a culture of professionalism, accountability, innovation, and continuous improvement. Given the operational nature of the role, you may be required to work additional hours or varying schedule outside of the normal business hours.

 

Expected Compensation Range: $177,961.65 – $222,452.06 CAD

Reason for Posting: Existing Vacancy

 

To Apply

For more information, please contact Diana Pelaia of Odgers or submit your resume and letter of interest online by March 27, 2026.

We thank all those who express an interest, however only those chosen for further development will be contacted.

 

Diversity, Equity, and Inclusion

The Town of Caledon is an equal opportunity employer. In accordance with the Accessible Canada Act, 2019 and all applicable provincial accessibility standards, upon request, accommodation will be provided by both Odgers and the Town of Caledon throughout the recruitment, selection and/or assessment process to applicants with disabilities.

 

Odgers is deeply committed to diversity, equity, and inclusion in all the work that we do. As part of our efforts to better understand our ability to reach as broad a pool of candidates as possible for our searches, our DEI team would like to encourage you to take a moment and access our Self-Declaration Form.