Osler provides strategic counsel to the key stakeholders driving Canada’s gaming and sports markets. As online and in-person gaming integrate with professional sport, businesses face a constantly shifting regulatory landscape where a single matter can raise simultaneous licensing, financing, technology, privacy and disputes issues.
We leverage Osler’s “one firm” model and take a multidisciplinary approach to provide targeted, efficient counsel on every mandate. We regularly advise leading international operators, suppliers, investors and financial institutions on Canadian market entry, regulatory strategy and cross-border transactions.
Cross-disciplinary expertise
As gaming, sports betting, digital entertainment and emerging technologies converge, participants face increasingly complex legal and regulatory challenges. Organizations operating in these sectors require integrated advice.
Our team provides advice related to mergers and acquisitions; private equity and investment; privacy and data protection; gaming and sports regulatory licensing, compliance and market entry; anti-money laundering, KYC and responsible gambling; advertising, marketing and affiliate arrangements; government relations and public policy; lending, financing and financial services; real estate, construction and development; commercial, technology and intellectual property agreements; employment and labour; Indigenous relations and First Nations gaming; charitable gaming; and investigations, disputes and litigation.
Gaming
We advise across the full regulated landscape, including online sports betting and wagering (iGaming) and land-based casino gaming, together with the public-sector initiatives that create new markets.
Navigating complex market entries and compliance matters across Canada, Osler also advises on the transactions that drive the industry — from operator launches in new markets and supplier registrations to mergers, acquisitions and private-equity investment.
Sports
Our sports work covers the commercial and regulatory matters that define modern sport, including franchise, league and governing-body matters; sports-related licensing and commercial agreements; and the data and media rights that connect leagues, data providers and sportsbooks.
We structure the high-stakes partnerships and content agreements that fuel industry growth, and are proud to support Canadian sport through our pro bono work, including with emerging professional and women’s soccer organizations.
Who we represent
Osler advises participants in all areas of the industry, including
- sports franchises, leagues and governing bodies
- gaming and sports-betting operators (B2C), both land-based and online
- gaming technology and equipment suppliers (B2B)
- financial institutions and lenders
- private equity and institutional investors
- First Nations and Indigenous gaming operators
- governments, regulators and provincial gaming authorities
Why Osler
Gaming and sports businesses operate in one of Canada’s most regulated and fastest-changing markets, where the right legal partner must understand the whole landscape, not just the matter in front of them. Osler brings a distinctive combination of strengths to that work:
- Anticipatory regulatory insight: We keep our clients ahead of the curve, allowing them to anticipate where regulation is heading rather than react to it.
- Seamless interdisciplinary execution: We’re able to bring our firm’s full platform to bear, connecting gaming experts with top-tier practitioners across licensing, financing, privacy, advertising, payment processing, AML tax, technology and disputes.
- Integrated transactional and regulatory strategies: We have a deep understanding of both the commercial and the regulatory realities that shape transactions.
Areas of Focus
Key Contacts
Chair
Partner, Corporate, Toronto, Montréal
Partner, Technology, Toronto
Latest Insights
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Osler Update November 20, 2025
Another step forward for Internet gaming in Ontario: international pooled liquidity
A recent decision of the Ontario Court of Appeal confirms the legality of Ontario’s proposed “pooled liquidity” model.
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Blog May 21, 2025
Authorized class action dismissed on the merits: a familiar outcome in Québec
A recent Québec judgment critically assessed the merits of a class action.
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Report December 5, 2024
The landscape for Internet gaming in Canada evolves
Amid the continued growth and maturation of online gaming in Ontario, other jurisdictions in Canada are looking to get in on the action.
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Report December 5, 2024
Presenting our Legal Outlook
Osler Legal Outlook provides a look back on key legal developments in 2024 and a look forward to the implications for 2025 and beyond.
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Stay up to date with our latest insights
SubscribeAwards and Recognition
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Recognized Gaming & Licensing
—CHAMBERS CANADA: CANADA’S LEADING LAWYERS FOR BUSINESS -
Recognized in Privacy & Data Protection (Band 1)
—CHAMBERS CANADA: CANADA’S LEADING LAWYERS FOR BUSINESS -
Recognized in Information Technology (Band 1)
—CHAMBERS CANADA: CANADA’S LEADING LAWYERS FOR BUSINESS -
Recognized in Advertising & Marketing
—CHAMBERS CANADA: CANADA’S LEADING LAWYERS FOR BUSINESS
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Recognized in Startups & Emerging Companies (Band 1)
—CHAMBERS CANADA: CANADA’S LEADING LAWYERS FOR BUSINESS
In the Media
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Media Mentions April 20, 2026
The promise and peril of prediction markets for advisors – The Globe and Mail
Matt Burgoyne says the current landscape in Canada for prediction markets is similar to the challenges regulators faced with cryptocurrency trading.
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Media Mentions January 16, 2026
Will prediction markets ever become legal in Canada? – Casino.org
Matthew Burgoyne discusses how Canada’s securities regulatory regime might apply to predictive betting markets.
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