Wendy Gross

Wendy is Chair of Osler’s Technology Group and provides trusted, strategic counsel to some of Canada’s most well-known companies in the financial services and payments, retail, e-commerce, AI, technology, telecommunications, health, energy and transportation sectors.

Wendy specializes in outsourcing and other complex corporate and commercial transactions relating to technology products, services and business processes, including in core functions such as technology and operations, enterprise risk management, payment systems, credit card and loyalty programs, data analytics, cloud arrangements, procurement, logistics and supply chain management.

She keeps her clients at the forefront of Canada’s regulatory environment as it applies to new and emerging developments in technology, helping clients anticipate and stay abreast of important changes. She also advises clients in connection with regulatory compliance involving technology transactions relating to AI, financial services, payment systems and networks, cloud computing, privacy compliance, the management and security of data, digital assets, governance frameworks and intellectual property. Wendy also offers guidance on third-party risk management, business continuity, information security and incident management.

Wendy is recognized for her expertise by numerous industry publications including Chambers Canada and Chambers Global (Technology Band 1), The Canadian Legal Lexpert Directory and the Lexpert/American Lawyer Guide (Technology Transactions; Computer & IT Law), Best Lawyers in Canada (FinTech Practice; Information Technology Law; Privacy and Data Security Law; “Lawyer of the Year”, FinTech Practice) and Who’s Who Legal (Banking — Fintech; Data — Information Technology; Telecommunications Media & Technology).


Awards and Recognition

  • Chambers Canada: Canada’s Leading Lawyers for Business: Recognized in Information Technology (Band 1) (Nationwide)
    • Wendy has a well-earned reputation for being one of the best technology lawyers in Canada. Just getting her in the room can shift the table in our favour. We have leveraged her deep market expertise to take principled stands in negotiations.
  • Chambers Global: The World’s Leading Lawyers for Business: Recognized in Information Technology (Band 1)
    • “Wendy is very tough and very smart. We prefer to use her on those high-level matters and sophisticated transactions with high-level parties on the other side.”
    • “Sources commend…Wendy Gross for her leading technology expertise and creative approach when advising on technology and outsourcing transactions.”
  • The Canadian Legal Lexpert Directory: Recognized in Technology Transactions; Computer & IT Law
  • The Lexpert/American Lawyer Guide to the Leading 500 Lawyers in Canada: Recognized in Computer & IT Law and Technology Transactions
  • Best Lawyers in Canada: Recognized in FinTech Practice; Information Technology Law; Privacy and Data Security Law; Technology Law; “Lawyer of the Year”, FinTech Practice (2021)
  • Legal 500: Recognized in Technology Law
  • Who’s Who Legal: Recognized in Data – Information Technology; Fintech & Blockchain – Fintech; Fintech & Blockchain – Blockchain, Canada – Data; Canada – Fintech & Blockchain
  • Thomson Reuters: “Stand-out Lawyer”
  • Lexpert Special Edition: Recognized in Technology and Health Sciences

Community Involvement

  • Perimeter Institute, Board Member

Credentials

Education

  • University of Toronto, J.D.
  • University of Toronto, B.Sc. (Hons.) (Computer Science)

Languages

  • English

Professional Affiliations

  • Canadian IT Law Association
  • ITech Law Association
  • Licensing Executives Society
  • Toronto Computer Lawyers Group
  • Ontario Bar Association: Information Technology and E-Commerce, Entertainment, Media and Communications and Privacy Sections