Matthew Flynn

With 25 years’ experience in the United States and Canada in cutting-edge technology transactions, Matthew Flynn is a trusted advisor to technology customers and providers. Matt helps clients with structuring, drafting and negotiating successful commercial relationships, enabling speed to well-balanced deals that yield long-term value.

Matt’s practice focuses on technology transactions including cloud, fintech, AI, robotics, data management, privacy, strategic commercial partnerships, strategic sourcing, systems implementations, tech M&A, e-commerce, mobile payments, technology development and licensing. He also has deep experience in energy technology / cleantech including advanced metering infrastructure / smart meters, water remediation, oil sands extraction, carbon credits, geothermal, and EV.

Matt’s experience in Canada and the United States has been with blue chip law firms, and in-house with Accenture’s Legal & Commercial Group. He has worked on behalf of, and across from, a broad array of sophisticated and global players. Having represented both customers and providers of technology with their most complex matters, Matt’s understanding of the market gives him a seasoned and pragmatic approach to making deals.

Matt leads the Toronto technology transactions practice. Matt also leads the Bennett Jones California practice initiative, working on cross-border legal matters, having lived and worked in California for close to a decade as a complex tech transactions lawyer.

Matt founded and co-leads the Bennett Jones Fintech Group, converging legal expertise in commercial technology transactions, data management and privacy, financial regulation, securities, digital assets, tax, private finance, and fraud/asset recovery to accelerate the fintech industry, helping clients partner and profit throughout North America, Ireland and the United Kingdom.

As an industry expert, Matt is currently Vice Chair of the Fintech Substantive Law Committee at the International Technology Law Association. He also serves as Board Director at TechNation Health.

At his prior firm, Matt was the visionary for and co-lead of the Fintech Group—winner of services firm of the year at the 2017 Canadian Fintech Awards. Matt was the innovative architect of the Foundry: an innovative legal services platform serving the needs of fast growth / emerging companies, responsive to their need for agility and cost efficiency. Matt also led the Contract Management Solution, involving legal process re-engineering for the contract lifecycle, leveraging an outsourced model to help clients review and close contracts, and using data analytics to transform the in-house legal function to a high-level, strategic partner / trusted advisor to the business—while reducing costs per contract.