Keith David LaBossiere, K.C.
Lawyer
he/himKeith serves as the CEO and Managing Partner of Thompson Dorfman Sweatman LLP. While doing so, he continues to practice in the areas of labour and employment law.
Profile
Keith serves as the CEO and Managing Partner of Thompson Dorfman Sweatman LLP. While doing so, he continues to practice in the areas of labour and employment law. He has significant experience in the area of police employment law and public sector labour relations.
Keith provides advice and advocacy to his clients, both employer and employee, on a variety of labour and employment matters including matters of discipline, termination and interpretation of collective agreements and is frequently involved in negotiating and/or litigating such matters. Keith also has experience in appearing as counsel on these matters in Labour Board proceedings, both provincial and federal, collective agreement grievance arbitrations and the civil courts. In addition to his labour and employment law practice, Keith also practices civil litigation.
The services of Keith LaBossiere are provided through K. LaBossiere Law Corporation.
Additional Information
Bachelor of Laws, University of Manitoba, 1993
Manitoba, 1994
Best Lawyers in Canada
- Recognized in Labour and Employment Law (since 2008)
- Named “Lawyer of the Year,” Winnipeg, Labour and Employment Law (2021, 2023, 2025)
Canadian Legal Lexpert Directory
- Recognized in Labour Relations (2024)
- “Repeatedly Recommended” in Labour Relations (Labour and Management)
- Named one of Canada’s leading lawyers under 40 by Lexpert
- Named to Lexpert’s “15 Canadian Litigation Lawyers to Watch” (2008)
Thomson Reuters
- Stand-Out Lawyer (2024)
Benchmark Canada
- Recognized as a “Litigation Star”
Professional Distinction
- Appointed King’s Counsel (K.C.), Manitoba (2022)
Additional Recognition
- Canadian Lawyer Top 25 Most Influential Lawyers (2020–2021)
- Recipient, A. Montague Israels Q.C. Prize, Law Society of Manitoba
Keith has served and continues to serve on several local non-profit Boards and continues to donate his time and energy to a variety of charitable and community organizations.
Throughout Law School, Keith was actively involved in mock trials, winning the Solomon Greenberg Moot Court competition as well as the Western Canada Moot Court competition. Keith remains actively involved in the University of Manitoba’s Advocacy program, assisting in teaching the Advocacy Course.
Keith has been a frequent guest lecturer at a number of different education programs in the area of labour law, including the Isaac Pitblado Lectures, The Centre for Labour-Management Development and Lorman Education Services.
I truly don't know if we're able to do our job and I do my job more specifically in this role without Keith and his crew there at the office.Read more. Cory Wiles
President
Winnipeg Police Association
- Article07|24|2020
TDS has recently launched a pro bono program called COMPASS that offers up to $10,000 in legal services to local organizations who have a reputation of giving back to the… Learn More
- Client Impact04|16|2024
A shared vision, mutual respect and collaboration between Keith LaBossiere, CEO & Managing Partner, TDS and Mark Chipman, Executive Chairman and Governor, True North Sports & Entertainment In Winnipeg, the… Learn More
- Client Impact02|27|2024
TDS and the Winnipeg Police Association place trust at the forefront to deliver human outcomes The strongest relationships are those built on integrity and respect, and perhaps in no other… Learn More
- Event02|20|2026
Workplace Law 360: Navigating the Changing Landscape, a comprehensive seminar providing practical insights and legal guidance on key workplace issues to help employers navigate the evolving landscape of labour and… Learn More
- Event10|18|2023
Date: October 18 -19, 2023 Location: RBC Convention Centre, 375 York Ave, Winnipeg | Live stream TDS CEO and Managing Partner Keith LaBossiere, K.C., will be speaking at the Centre… Learn More
