Andrew's practice is committed to providing strategic legal guidance to entrepreneurs, leading them through the intricate legal landscapes and transactional complexities inherent in establishing and scaling Canada's leading high growth ventures.
Andrew Irwin is a senior associate in Osler’s Emerging and High Growth Companies practice group. His practice focuses on advising entrepreneurs, startups and venture-backed technology companies at all stages of their growth trajectory, as well as the venture capital firms and strategic investors that finance them. He has extensive experience advising on common and preferred equity and convertible security financings, mergers and acquisitions, corporate formation and governance, and founder tax planning.
Andrew joined the firm as a summer student in 2014, completed his articles with the firm in 2015–2016 and returned as an associate in 2016.
Representative Work
- Xanadu
Xanadu in its US$100 million Series C Financing
- Borrowell
Borrowell’s acquisition of Refresh Financial
- ApplyBoard
ApplyBoard in its $70 million Series C extension
- Pocketed (deepND Inc.)
Pocketed (deepND) in its acquisition by Deloitte Canada
- Blue J
Blue J in its securing of Series C financing from Ten Coves Capital
- Boosted.ai
Boosted.ai in its US$15-million bridge financing
- Reactiv
Reactiv in its raising of $5 million of Seed funding
- Fable
Fable in its raising of US$25 million of Series B financing
- Relocalize
Relocalize in its closing of a $2.3 million Seed extension round
- Flosonics Medical, iGan Partners and Genesys Capital
Flosonics Medical’s US$20-million Series C funding round with participation from iGan Partners and Genesys Capital
- PocketHealth
PocketHealth in its $45 million Series B financing round
- Joyride Technologies
Joyride Technologies in its securing of $7 million in a Series A financing round
- Mistral Venture Partners
Mistal Venture Partners in connection with Armilla AI’s $4.5 million seed funding round
- Promise Robotics
Promise Robotics in its closing of a $20.8-million Series A financing round
- Relocalize
Relocalize in its raising of $4.78 million in seed funding
- Innerspace
Innerspace in its $10 million Series A financing round
- Voiceflow Inc.
Voiceflow Inc. in its raising of US$15 million
- System-3
System-3 in its raising of $3.6 million in seed funding
- Notch
Notch in its raising of $13.7 million financing
- Acerta Analytics Solutions
Acerta in its $10.4 million Series B financing
- AtomVie Global Radiopharma
AtomVie in its spinout and Series A Financing
- CapIntel
CapIntel in its $14.2 million Series A financing round
- Reamined Systems Inc.
Reamined in its $45.9-million acquisition by Information Services Corporation
- Fable Tech Labs
Fable Tech Labs in its US$10.5 million financing round
- PocketHealth
PocketHealth in its US$16 million Series A financing round
Xanadu in its US$100 million Series C Financing
Borrowell’s acquisition of Refresh Financial
ApplyBoard in its $70 million Series C extension
Pocketed (deepND) in its acquisition by Deloitte Canada
Blue J in its securing of Series C financing from Ten Coves Capital
- Boosted.ai
Boosted.ai in its US$15-million bridge financing
- Reactiv
Reactiv in its raising of $5 million of Seed funding
- Fable
Fable in its raising of US$25 million of Series B financing
- Relocalize
Relocalize in its closing of a $2.3 million Seed extension round
- Flosonics Medical, iGan Partners and Genesys Capital
Flosonics Medical’s US$20-million Series C funding round with participation from iGan Partners and Genesys Capital
- PocketHealth
PocketHealth in its $45 million Series B financing round
- Joyride Technologies
Joyride Technologies in its securing of $7 million in a Series A financing round
- Mistral Venture Partners
Mistal Venture Partners in connection with Armilla AI’s $4.5 million seed funding round
- Promise Robotics
Promise Robotics in its closing of a $20.8-million Series A financing round
- Relocalize
Relocalize in its raising of $4.78 million in seed funding
- Innerspace
Innerspace in its $10 million Series A financing round
- Voiceflow Inc.
Voiceflow Inc. in its raising of US$15 million
- System-3
System-3 in its raising of $3.6 million in seed funding
- Notch
Notch in its raising of $13.7 million financing
- Acerta Analytics Solutions
Acerta in its $10.4 million Series B financing
- AtomVie Global Radiopharma
AtomVie in its spinout and Series A Financing
- CapIntel
CapIntel in its $14.2 million Series A financing round
- Reamined Systems Inc.
Reamined in its $45.9-million acquisition by Information Services Corporation
- Fable Tech Labs
Fable Tech Labs in its US$10.5 million financing round
- PocketHealth
PocketHealth in its US$16 million Series A financing round
Awards and Recognition
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Recognized as “One to Watch” in Mergers and Acquisitions Law
—Best Lawyers
Media Mentions
-
Osler News February 20, 2025
Osler welcomes 14 new partners and three new counsel in 2025
Osler is pleased to announce the addition of 14 new partners and three new counsel across our offices in Toronto, Montréal, Calgary and Vancouver.
Read more
Speaking and Writing
Speaking Engagements
Foresight Deliver Session: Contracts
Speaker, April 10, 2024
How to Use Venture Debt with RBCx
Moderator, November 22, 2023
TSX Technology Investor Day
Speaker, Deal Points Report: Venture Capital Findings, October 10, 2023
Credentials
Education
- Osgoode Hall Law School, J.D.
- Schulich School of Business, M.B.A. (Dean’s Honour List)
- Queen’s University, B.Sc.H. (Honours with distinction)
Languages
- English
Professional Affiliations
- Canadian Bar Association
- Ontario Bar Association
- Law Society of Ontario