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

Reporting to the Commissioner, Corporate Services and Chief Legal Officer, the Deputy Town Solicitor is responsible for the management of the Assistant Town Solicitors and municipal law services. The Deputy Town Solicitor will lead a team of lawyers and legal professionals practicing in a variety of areas of law, including municipal, litigation and administrative, real property, environmental, planning, development, and construction law, while having carriage over legal files and providing legal advice and services to Council and Town departments. The Deputy Town Solicitor will act for the Chief Legal Officer as needed, in terms of both legal and administrative duties.

As the Deputy Town Solicitor, you will perform the following duties, including but not limited to:

• Providing competent and timely legal services by directing the delivery of and working in cooperation with staff in legal services and Town Divisions
• Drafting and interpretation of by-laws
• Providing assessment of new or existing legislation, and determining the anticipated effects on Town operations
• Providing strategic advice on significant files with long term impacts on the Town, including working closely with Realty Services, and expert staff and leadership in Town departments
• Provide legal representation and manage all dispute resolution processes (Courts and Tribunals), including POA prosecutions, Construction Act adjudications, as well as mediation, arbitration, and litigation, including the preparation of witnesses, coordination of staff resources, legal research, preparation of documents, and instructs external counsel.
• Accountable for complex drafting and legal opinions, including:
  • Working with internal stakeholders to determine appropriate structure of legal instruments to achieve goals and objectives of client departments; including assessment of likely outcomes
  • Providing advice to clients on rights & liabilities under existing contracts, and risks & benefits of taking actions regarding these contracts
  • Legal research and drafting of legal opinions as required, to provide advice on legal questions & situations that arise with respect to the Town’s existing or proposed contracts and other situations
  • Consider legal risks and settlement positions for the long-term protection of the Town
  • Providing advice verbally and in writing to senior staff
  • Preparation of templates and other tools to support client department operations
  • Drafting and reviewing development agreements, general corporate, commercial, and general municipal contracts required for new services
• Perform additional duties and undertake special projects as assigned

The Ideal Candidate

We are seeking an experienced professional with a common law degree from a recognized Canadian University or received a certificate of qualification from the national committee on accreditation of the Federation of Law Societies of Canada. Membership, or eligibility for membership, with the Law Society of Ontario as a Lawyer. Our ideal candidate has a minimum of five (5) years’ progressive varied law experience, including some experience in municipal or government administrative law and a minimum of two (2) years of demonstrated leadership or supervisory responsibilities.

The ideal candidate will have demonstrated political and business acumen and ability to negotiate, facilitate, mediate and present information to a varied audience. We are seeking an individual with excellent verbal and written communication skills with the ability to ensure suitable agreements, decisions are reached.

The successful candidate for Deputy Town Solicitor 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 $177,961.65 to $222,452.06 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 March 20th, 2026, 12:00PM*.*

How To Apply

To learn more about employment with the Town of Caledon and to apply for this exciting and challenging opportunity, visit: www.caledon.ca/careers

If needed and upon request, this document can be made available in an alternative format.