Sam is a member of the Technology Group that regularly works with artificial intelligence companies or organizations making use of artificial intelligence technologies. This includes helping clients understand evolving global standards and regulations, assessing potential risks and liabilities associated with this emerging technology, and identifying processes for integrating artificial intelligence risk management strategies into organizational activities.
His practice also includes technology procurement, contracting, and other commercial and corporate matters, with a significant focus on advising clients on complex and thorny issues related to the use of data, blockchain technology and, open-source software.
Sam is also a Certified Information Privacy Technologist (CIPT), a member of the International Association of Privacy Professionals, a licensed professional engineer and was the co-creator of Osler’s free open-source tool, Osler Code Detect. He regularly helps organizations comply with ambiguous provisions found in many open-source licenses, developing policies that are used by engineers, and negotiates various open-source issues as part of licensing and M&A transactions.
Outside of work, Sam enjoys spending time with his wife and two boys and once completed the Ironman Triathlon at Mont-Tremblant.
Representative Work
- GE Healthcare Technologies Inc.
GE HealthCare in its agreement to acquire Intelerad for US$2.3 billion
- Clio
Clio in its US$1-billion acquisition of vLex and US$500-million Series G investment round
- Xanadu Quantum Technologies Inc.
Xanadu in its cross-border de-SPAC transaction
- Nelnet Inc.
Nelnet Inc. in its agreement to acquire the student loan servicing business of Finastra in Canada
- Ultimarii
Ultimarii in its $2.6-million Seed financing
- Telus Digital
TELUS Digital in its agreement to be acquired by TELUS Corporation
- Ontopical
Ontopical in its acquisition by SOVRA
- Novari Health Inc.
Novari Health Inc. in its acquisition by VitalHub Corp.
- Cohere
Cohere in its acquisition of Ottogrid
- Publicis Groupe
Publicis Groupe in its acquisition of Moov AI
- Pocketed (deepND Inc.)
Pocketed (deepND) in its acquisition by Deloitte Canada
- Reach
Reach in its strategic investment by Primus Capital
- Agnostiq Inc.
Agnostiq Inc. in its acquisition by DataRobot
- Purolator
Purolator in its acquisition of Livingston International
- Spire Global
Spire Global in its agreement to sell its maritime business for approximately US$241 million
- Chevron Canada Limited
Chevron Canada Limited on the sale of its interest in the Athabasca Oil Sands Project and the Kaybob Duvernay Shale Gas Project to Canadian Natural Resources Limited for US$6.5 billion
- Viggle AI
Viggle AI in its securing of $26-million Series A financing
- Cohere
Cohere announced it has raised US$500 million in its Series D financing round at a US$5.5-billion valuation
- Battery Ventures
Battery Ventures in its $150 million acquisition of TrueContext Corporation
- Kyndryl
Kyndryl in the sale of its Securities Industry Services business to Broadridge
- Trilogy
Trilogy in its take-private of Indigo Books & Music
- WT Microelectronics
WT Microelectronics in its acquisition of Future Electronics for US$3.8 billion
- Verndale
Verndale in its acquisition of Yaksa
- iCON Infrastructure
iCON Infrastructure in its investment in QSL
- Metro Supply Group
Metro Supply Chain in its acquisition of SCI Group Inc.
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- Acted for various international companies in acquisitions of technology firms
- Acted for major Canadian companies in the procurement of software development and integration services
- Acted for a large utility on outsourcing matters
- Acted for major Canadian banks in the procurement of software and hardware services
- Acted for various technology sectors clients with respect to licensing, software-as-a-service, consulting, consulting, partnership, services, distribution, reseller, and R&D agreements
- Advised various clients on matters that require deep technical software development expertise
- Advised various clients on issues related to open source software, agile software development and blockchain technologies
–>
GE HealthCare in its agreement to acquire Intelerad for US$2.3 billion
Clio in its US$1-billion acquisition of vLex and US$500-million Series G investment round
Xanadu in its cross-border de-SPAC transaction
Nelnet Inc. in its agreement to acquire the student loan servicing business of Finastra in Canada
Ultimarii in its $2.6-million Seed financing
- Telus Digital
TELUS Digital in its agreement to be acquired by TELUS Corporation
- Ontopical
Ontopical in its acquisition by SOVRA
- Novari Health Inc.
Novari Health Inc. in its acquisition by VitalHub Corp.
- Cohere
Cohere in its acquisition of Ottogrid
- Publicis Groupe
Publicis Groupe in its acquisition of Moov AI
- Pocketed (deepND Inc.)
Pocketed (deepND) in its acquisition by Deloitte Canada
- Reach
Reach in its strategic investment by Primus Capital
- Agnostiq Inc.
Agnostiq Inc. in its acquisition by DataRobot
- Purolator
Purolator in its acquisition of Livingston International
- Spire Global
Spire Global in its agreement to sell its maritime business for approximately US$241 million
- Chevron Canada Limited
Chevron Canada Limited on the sale of its interest in the Athabasca Oil Sands Project and the Kaybob Duvernay Shale Gas Project to Canadian Natural Resources Limited for US$6.5 billion
- Viggle AI
Viggle AI in its securing of $26-million Series A financing
- Cohere
Cohere announced it has raised US$500 million in its Series D financing round at a US$5.5-billion valuation
- Battery Ventures
Battery Ventures in its $150 million acquisition of TrueContext Corporation
- Kyndryl
Kyndryl in the sale of its Securities Industry Services business to Broadridge
- Trilogy
Trilogy in its take-private of Indigo Books & Music
- WT Microelectronics
WT Microelectronics in its acquisition of Future Electronics for US$3.8 billion
- Verndale
Verndale in its acquisition of Yaksa
- iCON Infrastructure
iCON Infrastructure in its investment in QSL
- Metro Supply Group
Metro Supply Chain in its acquisition of SCI Group Inc.
<!–
- Acted for various international companies in acquisitions of technology firms
- Acted for major Canadian companies in the procurement of software development and integration services
- Acted for a large utility on outsourcing matters
- Acted for major Canadian banks in the procurement of software and hardware services
- Acted for various technology sectors clients with respect to licensing, software-as-a-service, consulting, consulting, partnership, services, distribution, reseller, and R&D agreements
- Advised various clients on matters that require deep technical software development expertise
- Advised various clients on issues related to open source software, agile software development and blockchain technologies
–>
Latest Insights
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Osler Update November 27, 2025
German and U.K. courts diverge on whether AI models infringe copyright
When it comes to AI and copyright, recent rulings show there is no global consensus on whether training models infringe.
Read more -
Osler Update November 7, 2025
Stability AI successfully defends Getty Images’ U.K. copyright infringement claim
The U.K. High Court has ruled that a generative AI tool that creates high-quality images from text descriptions, is not an “infringing article”.
Read more -
Blog November 5, 2025
AI in the workplace: what employers in Ontario need to know
Ontario has begun to take incremental steps towards regulating how AI ius used in the workplace.
Read more -
Video September 15, 2025
Is your business ready for AI governance?
Artificial Intelligence (AI) continues to make radical strides, and is reshaping the global business landscape. With the rapid adoption of...
Read more
Awards and Recognition
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Recognized in Information Technology
—Chambers Canada -
Recognized in Information Technology Law; Technology Law
—Best Lawyers -
Recognized in Information Technology
—Canadian Legal Lexpert Directory -
Recognized as 2023 CAN-TECH LAW Rising Star In Tech Law Award
—Canadian Technology Law Association
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Recognized in Technology
—Lexpert Special Edition
Media Mentions
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Osler News September 10, 2025
Osler releases AI in Canada: a legal guide to developing and using artificial intelligence
Navigate potential legal and regulatory challenges that arise from the adoption of generative AI.
Read more -
Osler News June 4, 2025
25 Osler lawyers recognized in Lexpert Special Edition: Technology 2025
Osler is proud to announce that 25 of our lawyers are recognized in the Lexpert Special Edition: Technology 2025. This prestigious edition...
Read more -
Osler News February 25, 2025
Osler participates in the Legal AI Hackathon (Toronto)
As artificial intelligence reshapes the legal industry, Osler is at the forefront of this transformation — actively shaping the delivery of legal...
Read more -
Media Mentions November 26, 2024
What’s law got to do with it? With proper precautions and training, legal departments expect to gain huge strides with AI – Financial Post
Sam Ip think about the role of AI in corporate legal departments and law firms? The partner in the firm’s Technology Group gives his take.
Read more
Community Involvement
- Law Help Ontario, Duty Counsel Volunteer (2013–Present)
- UWO Journal of Legal Studies, Editor (2011)
Speaking and Writing
Speaking Engagements
Driving revenue while managing risk: a practical approach to customer contracts for emerging and high growth technology companies
Read moreDriving revenue while managing risk: a practical approach to customer contracts for emerging and high growth technology companies
Read moreOsler AI series: Key issues in M&A transactions for AI companies (part 2)
Read moreEmployment and Labour Law Insights: Artificial intelligence in the workplace
Read moreAccessPrivacy Monthly Call: Key features and implications of ISED’s sweeping amendments to the proposed legislative scheme to regulate AI systems
Read moreOsler’s Year-End Professionalism Series: Is generative AI for me? Use cases for lawyers and professionals
Read moreOsler AI series: Key issues in M&A transactions for AI companies
Read moreOsler AI series: A primer on the technology, common and emerging uses, opportunities and challenges
Read moreEHG 101 series: Open-source software (OSS tool for licence identification)
Read moreIBA Annual Conference Toronto 2025
Speaker, “Charting new waters: The rapid development of Artificial Intelligence and new technologies, and the increasing importance of sustainability in the oil and gas sector. What is the role of lawyers in managing challenges and tradeoffs?”, November 6, 2025
Published Work
- The HR future is here with AI. Are you ready to upskill?, The Globe and Mail, September 17, 2024
- Is Gen AI worth the hassle and risk?, CBA National, May 17, 2024
- Cyber security considerations for public companies, Internet and E-Commerce Law in Canada, January 2014.
Credentials
Education
- University of Western Ontario, J.D./MBA
- Professional Engineers of Ontario, P.Eng.
- University of Waterloo, B.A.sc. in Computer Engineering
Languages
- English
Professional Affiliations
- Professional Engineers of Ontario
- Free Software Foundation
- Open Source Initiative