
Insurance: Transactional & Regulatory
Canada Guide 2026 : Nationwide - Canada
Rankings

Ranked Individuals
Ranked Individuals
About
Provided by Gowling WLG (Canada) LLP
Gowling WLG’s Insurance Group brings together a wealth of knowledge and experience from across Canada to deal with laws, policies and practices affecting the Canadian financial services industry. We are legal advisers to a wide range of industry participants, including both foreign and domestic financial institutions, property and casualty insurers, life insurers, brokers and agents, third-party administrators, government departments, industry associations, and regulators.
The success of our award‑winning group is based on more than a century of experience representing the insurance industry, combined with a persistent, results-driven approach and an innovative use of technology.
As the largest group of its kind in Canada, our comprehensive services for the insurance industry include.
- Defence, ranging from personal injury claims to E&O and D&O claims to class actions
- Coverage, including opinions and litigation
- Corporate commercial and regulatory, ranging from purchase and sale of insurance companies and brokers to product development, distribution and compliance
- Subrogation claims
We work frequently with regulators to obtain approvals and letters of comfort relating to innovative structures and new products. We also have extensive experience dealing with the Office of the Superintendent of Financial Institutions (OSFI) and the provincial regulators with respect to the incorporation and institution of insurers, licensing and other regulatory issues.
Industries (2)
- Financial Services
- Insurance
Chambers Review
Provided by Chambers
Work Highlights
Provided by Chambers
Gowling WLG represented Trillium Mutual Insurance in a complex issue of contractual interpretation in the context of a first party property damages claim.
Strengths
Provided by Chambers
Gowling is always prepared to approach the resolution of matters in a novel or creative way.
Insurance: Transactional & Regulatory respondentCanadaThe Gowling team provides thorough, in-depth analysis. They are relentless in the pursuit of fair resolution of the legal matters we handle.
Insurance: Transactional & Regulatory respondentCanadaGowling is legal counsel with expertise in a variety of court levels.
Insurance: Transactional & Regulatory respondentCanada
Notable Practitioners
Provided by Chambers
Band 1 
Band 1 
Jill McCutcheon
Well regarded for her regulatory expertise, Toronto lawyer Jill McCutcheon provides a range of services to an array of industry-leading insurers, from compliance advice to digital product launch and disputes guidance. She is an expert in her field.
Insurance: Transactional & Regulatory respondentCanadaJill is an absolute expert, incredibly responsive and brings a practical, common sense and business-minded approach to her practice.
Insurance: Transactional & Regulatory respondentCanadaJill is a great adviser, extremely responsive and knowledgeable. She is respected by third parties.
Insurance: Transactional & Regulatory respondentCanadaWe consider Jill as one of the best in this field in Canada.
Insurance: Transactional & Regulatory respondentCanada
Band 3 
Band 3 
Kelly Morris
Kelly Morris, based in Toronto, advises clients on transactional and regulatory insurance matters. She notably assists domestic and foreign insurers, amongst other clients.
Band 3 
Band 3 
Melissa Prado
Melissa is a partner based in Toronto. She has expertise in transactional, regulatory and corporate insurance matters.
Melissa is extremely responsive, resourceful and knowledgeable. She has an excellent understanding of regulatory and administrative requirements, reaching out to give proactive advice.
Insurance: Transactional & Regulatory respondentCanadaMelissa Prado is an excellent lawyer who made sure we did what was needed.
Insurance: Transactional & Regulatory respondentCanada
Band 4 
Band 4 
Paul J Stein
Paul Stein is based in Gowling WLG's Calgary office and is the former leader of the firm's insurance and professional liability group. He advises clients on insurance coverage and related litigation as part of his broad disputes practice.
Ranked Individuals at Gowling WLG (Canada) LLP (4)
Members
Provided by Gowling WLG (Canada) LLP

Paul J Stein
View profile of Paul J Stein
Jill McCutcheon
View profile of Jill McCutcheon
Kelly Morris
View profile of Kelly Morris
Melissa Prado
View profile of Melissa Prado
What success is built on
Chambers is the leading data and intelligence partner for the legal sector.