The Town of Caledon is a dynamic municipality that successfully balances urban, rural, and agricultural communities. Our energetic staff are guided by our core values that create an environment for continuous improvement and customer service excellence.

In addition to offering exciting career opportunities, the Town also provides a competitive and comprehensive total rewards package. Come see how you can make a difference*.*

The Opportunity (Vacancy: New Headcount)

Reporting directly to the Director, Municipal Law Enforcement, this role is responsible for overseeing the day-to-day operations of the Municipal Law Enforcement staff and municipal licensing. As a leader, this position aids in directing the operations of the municipal law enforcement services which encompasses numerous municipal By-laws as well as Parking and Animal Enforcement Services. The successful candidate must be comfortable interpreting and advising staff on executing appropriate actions/decisions from legislative and regulatory authorities based on their knowledge, experience, By-law requirements, standard practices and/or departmental policies and procedures to achieve divisional objectives. The successful candidate must have experience collaborating with other departmental management teams to align programs and services with Council strategic initiatives, and corporate mission, vision and values to foster a culture of innovation and engagement. This position plays an integral role in the Division as they provide direct engagement/service with all of the Divisional clients as well as ensuring that all service requests are investigated and all permit applications are reviewed and if in order, are filled expeditiously. These functions are critical to the overall effectiveness and efficiency in the overall service delivery by the Municipal Law Enforcement team.

As the Supervisor, Municipal Law Enforcement, you will perform the following duties, including but not limited to:

• Supervision of MLEO1’s on designated platoons. This requires working alongside the officers on day/afternoon/night shifts in order accommodate a 24/7 shift coverage compliment.
• Motivating/leading staff by example through supporting investigative complaints/files
• Ensuring the MLE Officers complete investigations on by-law and licensing violations and prepare closing reports for management.
• Lead issue resolution initiatives arising from any complaint and/or inquiry.
• Prepare and review Prosecution Briefs in accordance with industry standards to ensure successful prosecution.
• Conduct regular audits of Officers’ files and notes.
• Establish and co-ordinate processes required to ensure understanding and compliance of Town By-laws and licensing.
• Oversee and ensure that all permit processes are carried out in accordance with the applicable Town’s By-laws.
• Supervise in-house and contracted staff assigned to perform work and activities with the scope of their roles.
• Work with HR on hiring, performance evaluation, discipline, etc. as required.
• Provide input on the career development of assigned staff, including technical direction, training recommendations, coaching and mentoring.
• Perform additional duties and undertake special projects as assigned.

The Ideal Candidate

We are seeking an experienced professional with a post-secondary diploma in Law and Security Administration, public administration or equivalent combination of education and experience. Our ideal candidate has a minimum of five (5) years related experience in municipal By-law enforcement or provincial equivalencies and must have a minimum of two (2) years leadership experience.

Certification with Municipal Law Enforcement Officers Association (MLEOA) and/or the Ontario Association of Property Standards Officer (OAPSO).

The ideal candidate will have demonstrated knowledge and experience in court processes including Administrative Monetary Penalty System (AMPS) and appearing as a witness in court and in front of quasi-judicial bodies.

We are seeking an individual who has excellent verbal and written communication skills, including the ability to communicate with internal partners, Council members, Town senior leadership, and members of the public accurately, tactfully and convincingly.

The successful candidate for Supervisor, Municipal Law Enforcement, will be required to work a flexible schedule, including in the office, remotely and after hours (as required).

This position offers a salary range of $106,444.72 to $133,055.90 plus a competitive benefit package.

Satisfactory passing of a criminal record check, and proof of qualifications will be required of any successful candidate(s) for this position.

The Town is committed to diversity and inclusivity in employment and welcomes applications from qualified individuals of diverse backgrounds. The Town is an equal opportunity employer that is committed to an inclusive and barrier-free workplace. If your application requires accommodation, please contact People Services at (905) 584-2272 Ext. 4738.

Applications for this posting will be accepted until June 2nd, 2026, 12:00PM.

The Town of Caledon does not use artificial intelligence (AI) technology for screening, assessing, or selecting candidates.