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Douglas Montgomery

B.A. (Hons.), M. Phil., J.D.

Douglas Montgomery

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Douglas Montgomery is a thoughtful and strategic litigator at Paliare Roland Rosenberg Rothstein LLP, where his practice encompasses complex contractual and commercial disputes, public and administrative law, and professional discipline and regulation. He has represented individuals, corporations, community organizations and regulators at every level of court in Ontario, as well as the Federal Court, the Federal Court of Appeal, and the Supreme Court of Canada. 

Before joining the firm as an associate, Douglas clerked for the Honourable Michael J. Moldaver at the Supreme Court of Canada. Prior to his legal career, he worked in the public sector on regulatory modernization initiatives at a federal Crown Corporation. As a law student, Douglas received several awards for outstanding academic and moot court performance, including the Canadian Bar Association’s Paul Smith Memorial Essay Award.
 
In addition to his practice, Douglas contributes to legal education as an adjunct professor at Osgoode Hall Law School, where he teaches statutory interpretation. He has also been recognized as a Best Lawyer: “Ones to Watch” in Administrative and Public Law.

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Education

  • Osgoode Hall Law School, J.D., 2018
  • University of Bergen (Norway), M.Phil, 2009
  • University of Alberta, B.A. (Hon.), 2007

Bar Admissions

  • Ontario, 2019

Professional Affiliations

  • The Advocates’ Society
  • The Ontario Bar Association
  • The Osgoode Society for Legal History

Practice Areas

Awards and Honours

  • Best Lawyers: Ones to Watch in Canada 2026 - Administrative and Public Law

Representative Work

  • Richard Stephenson, Emily Lawrence and Douglas Montgomery represented a trade union in a complex arbitration involving drug and alcohol testing in nuclear facilities, and in a related constitutional challenge in Federal Court to a regulatory instrument imposing drug and alcohol testing in nuclear facilities. Richard, Emily and Douglas obtained interim stays from the arbitrator and the Federal Court of the implementation of drug and alcohol testing in nuclear facilities, pending final disposition (2022 FC 73).