Ryan is a partner in Osler’s Emerging and High Growth Companies group. His practice focuses on venture capital financings, mergers and acquisitions, corporate governance, structuring and reorganization transactions. He regularly advises entrepreneurs, start-ups, strategic investors, venture capital, growth equity, private equity and pension fund investors on domestic and cross-border transactions. Ryan’s expertise includes advising on deals in the technology, fintech, biotech and life sciences industries. He is also experienced in negotiating a variety of commercial agreements.
Prior to joining Osler, Ryan practiced at a Canadian national law firm and a leading global law firm where he focused on venture capital and private equity transactions. Ryan was also in-house corporate counsel for one of Canada’s largest national retailers.
Representative Work
- Feroot Security Inc.
Ferrot Security in its $14-million Series A financing
- Figment Inc.
Figment Inc. in its acquisition of Rated Labs
- Spellbook
Spellbook in its US$50-million Series B financing
- Float
Float in its securing of $70-million Series B financing led by Goldman Sachs Alternatives
- Cohere
Cohere announced it has raised US$500-million financing at a US$6.8-billion valuation
- Cohere
Cohere in its acquisition of Ottogrid
- Wyvern
Wyvern in its raising of a US$6-million financing
- Difenda
Difenda in its acquisition by Quorum Cyber
- Viggle AI
Viggle AI in its securing of $26-million Series A financing
- Agilysys
Agilysys in its US$150-million acquisition of Book4Time
- Cohere
Cohere announced it has raised US$500 million in its Series D financing round at a US$5.5-billion valuation
- PathFactory
PathFactory in its strategic acquisition of Uberflip
- Ideogram
Ideogram in its closing of a $80 million Series A financing round
- Ideogram
Ideogram in its launching of their platform with $22.3 million of seed funding
- Cohere
Cohere in its announcement of raising of US$270 million in a Series C financing round
- ODAIA
ODAIA in its raising of $34 million Series B financing
- Plooto
Plooto in its US$20 million Series B financing round
- Attabotics
Attabotics in its $95 million financing
- Wyvern
Wyvern in its $9.45 million seed-plus round
- Vive Crop Protection
Vive Crop Protection in its US$26 million Series C financing round
- Signal 1
Signal 1 in its collaboration with Unity Health Toronto and TD Bank Group along with its US$10 million Seed financing
- Feroot Security
Feroot in its US$11 million seed financing
- Cohere
Cohere in its US$125 million Series B financing round
- Wyvern
Wyvern in its $4.5 million financing
- Agilysys
Agilysys in its US$25 million acquisition of ResortSuite
*Notable matters prior to joining Osler, Hoskin & Harcourt LLP
- * A venture capital firm as an investor in a $50.4 million Series A financing of an artificial intelligence start-up focused on developing cutting-edge natural language processing models
- * A leading venture capital firm as an investor in the $100 million (US$83.5 million) Series A financing of an artificial intelligence start-up focused on self-driving technology
- * A global private equity firm as lead investor in $60 million minority recapitalization of a leading provider of resilient connectivity for critical communications
- * A leading venture capital firm as the lead investor in the $35 million Series B financing of an e-commerce company that builds tools and integrations for e-commerce stores
- * A leading private equity firm in a growth equity funding round investment in a software company focused on the development of a college readiness and career development platform
- * A venture capital firm, as the lead investor in the $73 million Series B financing of a software company focused on developing a debt collection platform designed to improve the debt resolution process
- * A venture capital firm as an investor in the $29 million (US$22 million) Series B financing of a healthcare technology firm, focused on the development of a research intelligence platform designed to accelerate biomedical discoveries
- * A leading growth equity firm as the lead investor in the $227 million Series F financing of a recognized industry leader in AI SaaS enterprise solutions
- * A leading venture capital firm, as the lead investor in the US$100 million (C$128 million) Series D financing of a growing mobile travel booking app, which has developed the world’s fastest growing mobile travel booking app
- * A group of investors in the US$98 million (C$128 million) Series C financing of a home automation company that developed the world’s first smart WiFi thermostat
Ferrot Security in its $14-million Series A financing
Figment Inc. in its acquisition of Rated Labs
Spellbook in its US$50-million Series B financing
Float in its securing of $70-million Series B financing led by Goldman Sachs Alternatives
Cohere announced it has raised US$500-million financing at a US$6.8-billion valuation
- Cohere
Cohere in its acquisition of Ottogrid
- Wyvern
Wyvern in its raising of a US$6-million financing
- Difenda
Difenda in its acquisition by Quorum Cyber
- Viggle AI
Viggle AI in its securing of $26-million Series A financing
- Agilysys
Agilysys in its US$150-million acquisition of Book4Time
- Cohere
Cohere announced it has raised US$500 million in its Series D financing round at a US$5.5-billion valuation
- PathFactory
PathFactory in its strategic acquisition of Uberflip
- Ideogram
Ideogram in its closing of a $80 million Series A financing round
- Ideogram
Ideogram in its launching of their platform with $22.3 million of seed funding
- Cohere
Cohere in its announcement of raising of US$270 million in a Series C financing round
- ODAIA
ODAIA in its raising of $34 million Series B financing
- Plooto
Plooto in its US$20 million Series B financing round
- Attabotics
Attabotics in its $95 million financing
- Wyvern
Wyvern in its $9.45 million seed-plus round
- Vive Crop Protection
Vive Crop Protection in its US$26 million Series C financing round
- Signal 1
Signal 1 in its collaboration with Unity Health Toronto and TD Bank Group along with its US$10 million Seed financing
- Feroot Security
Feroot in its US$11 million seed financing
- Cohere
Cohere in its US$125 million Series B financing round
- Wyvern
Wyvern in its $4.5 million financing
- Agilysys
Agilysys in its US$25 million acquisition of ResortSuite
*Notable matters prior to joining Osler, Hoskin & Harcourt LLP
- * A venture capital firm as an investor in a $50.4 million Series A financing of an artificial intelligence start-up focused on developing cutting-edge natural language processing models
- * A leading venture capital firm as an investor in the $100 million (US$83.5 million) Series A financing of an artificial intelligence start-up focused on self-driving technology
- * A global private equity firm as lead investor in $60 million minority recapitalization of a leading provider of resilient connectivity for critical communications
- * A leading venture capital firm as the lead investor in the $35 million Series B financing of an e-commerce company that builds tools and integrations for e-commerce stores
- * A leading private equity firm in a growth equity funding round investment in a software company focused on the development of a college readiness and career development platform
- * A venture capital firm, as the lead investor in the $73 million Series B financing of a software company focused on developing a debt collection platform designed to improve the debt resolution process
- * A venture capital firm as an investor in the $29 million (US$22 million) Series B financing of a healthcare technology firm, focused on the development of a research intelligence platform designed to accelerate biomedical discoveries
- * A leading growth equity firm as the lead investor in the $227 million Series F financing of a recognized industry leader in AI SaaS enterprise solutions
- * A leading venture capital firm, as the lead investor in the US$100 million (C$128 million) Series D financing of a growing mobile travel booking app, which has developed the world’s fastest growing mobile travel booking app
- * A group of investors in the US$98 million (C$128 million) Series C financing of a home automation company that developed the world’s first smart WiFi thermostat
Latest Insights
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Report May 14, 2025
General overview of financings in the Deal Points Report
General overview of financings in the Deal Points Report
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Report May 14, 2025
2024 Deal Points Report: Venture Capital Financings
Osler's fourth annual comprehensive report on venture capital and growth equity financing transactions in Canada’s emerging and high growth...
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Report May 14, 2025
Valuation and investment intelligence
Valuation and investment intelligence
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Report May 14, 2025
Financing structure intelligence
Financing structure intelligence
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Awards and Recognition
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Recognized in Startups and Emerging Companies
—Chambers Canada -
Recognized in Private Equity; Technology Transactions
—Canadian Legal Lexpert Directory -
Recognized in Mergers and Acquisitions Law
—Best Lawyers in Canada -
Recognized in Technology
—Lexpert Special Edition
Community Involvement
- The Founder Institute, Mentor
Speaking and Writing
Speaking Engagements
Corporate Governance for Emerging and High Growth Companies: Part 1 – Getting the basics right
Read moreCredentials
Education
- McGill University, Bachelor of Common Laws (J.D.), and Bachelor of Civil Laws (B.C.L.)
- McGill University, Bachelor of Commerce
Languages
- English
Professional Affiliations
- Law Society of Ontario