About CaleyWray

CaleyWray is a Toronto labour law firm that represents trade unions, employees, employee associations, and pension and trust funds. Harold Caley and Douglas Wray founded the firm, and CaleyWray says on its site that it has served trade union clients for more than 50 years, appearing before labour boards, arbitrators, human rights tribunals and courts in both federal and provincial jurisdictions.

The firm's office is in the Thomson Building at Queen and Bay Streets in downtown Toronto. CaleyWray is ranked Band 1 for labour and employment work on the union side by Chambers Canada, and the Globe and Mail named it one of Canada's top 200 law firms in both 2021 and 2022. Its lawyers can advise clients in both of Canada's official languages.

Caley, admitted to the Ontario bar in 1972, retired from active practice at the end of 2017 and now sits part time as a Vice-Chair of the Ontario Labour Relations Board. Wray, called to the bar in 1978, remains senior partner, and Denis Ellickson, who joined the firm in 1991, is now managing partner.

Milestones & recognition

  • Harold Caley, the founding partner of CaleyWray together with Douglas Wray, retired from active practice at the end of 2017 and now serves part time as a Vice-Chair of the Ontario Labour Relations Board.
  • CaleyWray is ranked Band 1 for labour and employment work on the union side by Chambers Canada.
  • The Globe and Mail named CaleyWray one of Canada's top 200 law firms for two years running, in 2021 and 2022.
  • Douglas Wray is a Fellow of the College of Labor and Employment Lawyers and has been selected multiple times for Best Lawyers in Canada in labour and employment law.
  • Denis Ellickson joined the firm in 1991, became a partner in 1997, and is now CaleyWray's managing partner and a former chair of the Ontario Bar Association's Labour and Employment Law Section.

This firm’s lawyers at a glance

Called to the bar
1978–2024 · median 14 years in practice 17 of 18 lawyers
Law schools
University of Toronto (4), Osgoode Hall Law School (3), University of Ottawa (3), Harvard Law School, McGill University, New York University School of Law and 5 more 18 of 18 lawyers
Languages on the roster
English, French

The neighbourhood

CaleyWray's office is in the Thomson Building at 65 Queen Street West, a 24 storey tower on the southwest corner of Queen and Bay, with close proximity to Toronto City Hall. The building sits in Toronto's financial and civic core and connects underground to the PATH network and the TTC subway system, a practical base for a firm whose lawyers regularly appear before labour boards, arbitrators and tribunals across downtown Toronto.

Frequently asked questions

Does CaleyWray represent individual employees or only labour unions?
CaleyWray represents trade unions, employees, employee associations, and pension and trust funds, and has done so across construction, health care, aviation, media, manufacturing and transportation sectors.
What kind of law does CaleyWray practice?
The firm's practice areas include labour law, employment law and wrongful dismissal, human rights, workers' compensation (WSIB), grievance and interest arbitration, pension and employee benefits, and administrative and civil litigation matters.
Can CaleyWray help with a workers' compensation (WSIB) claim?
Yes, workers' compensation (WSIB) is listed among CaleyWray's practice areas.
Is CaleyWray a bilingual firm?
CaleyWray says it has lawyers able to provide advice and representation for clients in both of Canada's official languages.
How long has CaleyWray been representing trade unions?
CaleyWray describes itself as having served trade union clients for more than 50 years.
Does CaleyWray hire articling students?
Yes. The firm recruits articling students through the Law Society of Ontario's recruitment process and says it offers a salary and benefit package competitive with other union side labour firms in Toronto.

Where to find them

1600-65 Queen Street West, Toronto, ON M5H 2M5 · 416-366-3763

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Listing compiled from the firm’s public website in August 2026. Verify licence status in the Law Society of Ontario directory ↗