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Posted 16 days ago

Assistant Town Solicitor

@ Town of Oakville

Oakville, Ontario

8+ years experience
Apply now
SIGNALS

Overview

The Town of Oakville is hiring an Assistant Town Solicitor for a permanent full-time role in its in-house Legal Department, reporting to the Town Solicitor. The work involves advising staff and Council on municipal and planning law, representing the Town in tribunal and court proceedings, and drafting and negotiating legal documents. The posting states a hybrid schedule, OMERS defined benefit pension, and a closing date of November 15, 2026.

Responsibilities:

  • Provide legal advice to Town staff and Council on municipal and planning law
  • Represent the Town in arbitrations, mediations, and litigation
  • Negotiate and draft agreements and by-laws
  • Develop legal strategies and prepare legal arguments and opinions
  • Act as instructing counsel to external solicitors

Requirements summary:

  • LL.B. or J.D. and licensed to practise law in Ontario
  • Member in good standing with the Law Society, minimum 8 years in municipal and planning law
  • Advocacy before the Ontario Land Tribunal (asset)
  • Experience advising municipal or broader public sector clients
  • Strong negotiation, advocacy, and analytical skills

Tools & skills

Benefits mentioned

Health insuranceLife insuranceDisability insuranceRetirement plan
Source and dates

Source type not verified · tbe

Employer posting date
2026-10-22
First seen by our source
2026-10-11
Source record updated
2026-10-22

These dates describe the source record, not a live verification that the employer is still hiring. Check the original posting.

Job details

SenioritySenior
DepartmentLegal & compliance
Experience8+ years
Hours per week40 (estimated)
Scheduleevening
Travelair: none · ground: minimal
Work settingOffice, Client sites
PositionMostly sitting
Physical demandsphysical low · computer high
LanguagesEnglish
Driver’s licencerequired, own vehicle
Background checkscriminal record
EducationBachelor’s degree (required)
Fields of studyLaw
Perks mentionedRetirement plan

Summary and details written by AI from the posting; the employer’s posting is the authority.

Town of Oakville

Saved company profile

Historical company information from a saved The Jobs API profile (LinkedIn/Crunchbase fields). It is not live-verified; figures may have changed. Missing values remain unknown.

Vision: A vibrant and livable community for all

Full company description

A vibrant and impressive community within the Greater Toronto Area, Oakville is a beautiful lakeside town with a strong heritage, preserved and celebrated by residents and visitors alike. We create and preserve Canada's most livable community that enhances the natural, cultural, social and economic environments.

LinkedIn followers
35,257
People associated on LinkedIn
1,372
Reported office locations
  • 1225 Trafalgar Road, Oakville, Ontario L6H0H3, CA
Other recorded names
  • Town of Oakville
Profile identifies a recruitment agency
No

A vibrant and impressive community within the Greater Toronto Area, Oakville is a beautiful lakeside town with a strong heritage, preserved and celebrated by residents and visitors alike. We create and preserve Canada's most livable community that enhances the natural, cultural, social and economic environments.

FieldValue
IndustryGovernment Administration
Company size1,001-5,000 employees
HeadquartersOakville, Ontario
Organization typeGovernment Agency
Open jobs on Jobsy41
LinkedInView page
Job description

Job Details
Permanent Full Time (Non-Union)

Posting Status
Open to all current Town of Oakville employees and external applicants

Closing Date
Applications for this position must be received at oakville.ca by no later than 11:59 p.m. on November 15, 2026

This job posting is for an existing vacancy and therefore will be filled accordingly.

We offer:

A hybrid work schedule

A defined benefit pension plan (OMERS)

Comprehensive health plan complemented with life and disability insurance

A progressive work environment that promotes a work/life balance and strives to be a great place for great people to do great things

Reporting to the Town Solicitor, as a member of the in-house Legal Department, the Assistant Town Solicitor serves to safeguard and advance the public interest of the municipal corporation by providing legal services and advice to staff and Council, including representing the Town in litigation and hearings, providing oral and written legal opinions, drafting and reviewing legal documents, including agreements and by-laws, preparing and reviewing reports, and attending Council meetings.

What can I expect to do in this role?

Responsible for providing timely and strategic legal services and advice relating to all facets of municipal and planning law to Town staff and Council.

Represent the Town in arbitrations, mediations, and litigation proceedings before the courts and administrative tribunals, including the Ontario Land Tribunal.

Negotiate and draft legal documents that reflect applicable policies.

Develop legal strategies, gather and prepare evidence, conduct legal research, and prepare and present legal arguments and opinions.

Make and explain decisions with respect to interpretations of legislation and by-laws.

Act as instructing counsel to external solicitors.

Work with multi-disciplinary groups to determine the best way to regulate matters and deliver municipal services.

How do I qualify?

A Bachelor of Laws (LL.B.) or Juris Doctor (J.D.) and qualified to practice law in Ontario.

A member in good standing with the Law Society of Upper Canada with a minimum of 8 years’ related experience in municipal and planning and development law.

Experience in advocacy before the Ontario Land Tribunal is considered an asset.

Experience providing legal services and advice to municipal and/or broader public sector clients.

Experience negotiating, structuring, drafting, interpreting, and providing legal counsel and services on various types of legal documents, including agreements and by-laws.

Your strengths include demonstrated leadership, interpersonal, communication, and advocacy skills, as well as the ability to manage multiple tasks effectively amidst conflicting demands and tight timelines.

Ability to work both independently and as a collaborative member of a hard-working and collegial team of professionals with a commitment to excellence and client satisfaction.

Strong negotiation, facilitation, mediation, and presentation skills, adaptable for a diverse audience.

Advanced analytical, problem-solving, research, and decision-making abilities.

A well-developed capacity to interpret, anticipate, and convey complex, technical, and abstract information is crucial.

Ability to exercise authority and influence while handling sensitive information and highly confidential matters.

  • The successful candidate must hold a valid and unrestricted Ontario Driver’s License Class G minimum and will be required to supply their own personal vehicle for performing job duties/corporate business.

  • Please note that this position requires a satisfactory criminal record and judicial matters check (CRJMC) dated within the last 60 days as a condition of employment.

    Core Knowledge Required for Success

    You have good knowledge of municipal and planning law legislation, including the Municipal Act, 2001, Planning Act, Building Code Act,1992, Development Charges Act, 1997, and other statutes and regulations pertaining to the work of a municipal lawyer, good knowledge of applicable common law, and an ability to learn and apply corporate and departmental policies and procedures.

    In addition, your experience demonstrates the following leadership competencies:

    Strategic Thinking – thinking things through

    Engagement – working effectively with people, organizations, and partners

    Management Excellence – delivering results through own work, relationships, and responsibilities

    Accountability and Respect – serving with integrity and respect

    Corporate Values:

    Teamwork, accountability, dedication, honesty, innovation, and respect

    DATED: October 9, 2026
    Closing Date revised October 22, 2026.

    The Town’s recruitment software includes elements of artificial intelligence to assist in the screening and short-listing of qualified candidates.

    This job profile reflects the general requirements necessary to perform the principal functions of the job. This does not include all of the work requirements of the job. Applicants are required to demonstrate through their application and in the interview process that their qualifications match those specified. Applicants may also be required to undergo testing.

    We thank all applicants and advise that only those selected for an interview will be contacted.

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