Jill E. McCutcheon

Toronto: 416.865.8121
Fax 416.865.7380


LLB and BCL McGill University BA (Economics) McGill University

Bar Admissions

Ontario, 1989


Jill McCutcheon is co-head of the Financial Services Practice. She specializes in corporate and commercial law and regulatory matters for the financial services industry and also has extensive experience in privacy law and data breach response matters. She has more than 25 years of experience in providing advice to the property and casualty, life and reinsurance sectors of the insurance industry. She advises on all aspects of the law, whether federal or provincial, and acts as counsel to insurers, reinsurers, banks, credit unions, intermediaries, cover holders and MGAs, third-party administrators, retailers, employers and associations. Jill is a noted lecturer and writer and presents to industry associations and conferences regarding legal and regulatory issues.

Jill’s work includes:

  • Advising on the formation of insurers
  • Advising on governance of insurance companies and advising insurance company boards of directors
  • Obtaining federal and provincial regulatory approvals
  • Resolving distribution, product and other regulatory issues on behalf of clients and with regulators
  • Drafting and negotiating reinsurance, distribution and other specialized agreements germane to the sector
  • Developing policy wordings
  • Advising on reinsurance
  • Advising on self-insured, risk retention and captive strategies
  • Advising on market conduct and compliance requirements
  • Advising on privacy law, the resolution of privacy complaints and privacy breach response


  • Acritas Star
  • Legal Media Group/Euromoney’s IFL 1000: The Guide to the World’s Leading Financial Law Firms—Leading lawyer in financial services regulatory
  • Chambers & Partners’ Chambers Canada—Leading lawyer in insurance: transactional and regulatory (2018)
  • Lexpert/Thomson Reuters' Canadian Legal Lexpert Directory—Leading lawyer in financial institutions regulation
  • Law Business Research’s Who’s Who Legal: Insurance and Reinsurance
  • Law Business Research’s Who’s Who Legal: Canada (Insurance and Reinsurance)
  • Lexology and the International Law Office’s Client Choice Award—Insurance and reinsurance, Ontario and Canada (2014)


Legal and Regulatory Update

Speaker, Travel Health Insurance Association of Canada Annual Conference

When Technological and Regulatory Disruption Converge in our Industry

Speaker, LOMA Society of the GTA

E-commerce and Insurance Transaction

Speaker, Canadian Life and Health Insurance Association, Legal Section Annual Meeting



Jill sits on the Board of Directors of three federally regulated insurers.


  • Director, The George Hull Centre for Children and Families
  • Director, Canadian Women’s Hockey League
  • Director, Ladies First Hockey Foundation
  • Director, Crestwood Preparatory College Foundation

Memberships and Affiliations

Counsel, Travel Health Insurance Association of Canada