Location: On Site, Mississauga ON

Salary: $170,000-$185,000

The ideal candidate is an intellectually curious, commercially minded lawyer who thrives in ambiguity and enjoys operating at the intersection of business, technology, advertising, data, and regulation. They are confident yet collaborative, capable of advising senior leaders independently, and comfortable balancing legal risk against business objectives in a rapidly evolving environment. Our client is seeking a Legal Counsel to serve as a trusted advisor to a rapidly growing retail media, digital advertising, and technology area of the business.

Reporting to the Assistant General Counsel, this individual will partner closely with senior business leaders, sales teams, product managers, technology stakeholders, privacy professionals, and external partners to support innovative advertising products, complex commercial transactions, and evolving regulatory requirements. This is a highly visible individual contributor role at the director level with no direct reports. The successful candidate will be a practical, business-minded legal advisor who understands how to balance risk with commercial objectives in a fast-paced, data-driven environment.

REQUIRED SKILLS AND EXPERIENCE

- 7-10+ years of legal experience as in-house legal department
- JD/LLB and membership in good standing with a Canadian law society.
- Experience with media, advertising, and marketing, and/or e-commerce enterprises




- Experience serving as legal counsel to consumer-facing, technology, ecommerce, digital, media, or regulated businesses.
- Strong commercial contracting experience with the ability to independently draft, negotiate, and advise on complex commercial, technology, partnership, and strategic agreements.
- Experience supporting digital advertising, media, advertising technology (AdTech), ecommerce, or data-driven business models.
- Deep understanding of privacy law, data governance, consumer protection regulations, and the legal considerations surrounding customer data usage, audience targeting, analytics, and campaign measurement.
- Experience advising on advertising law, marketing claims, sponsored content, native advertising, promotional initiatives, and customer-facing communications.
- Knowledge of digital advertising ecosystems, including advertising platforms, demand-side platforms (DSPs), ad-serving technologies, media buying, and media selling practices.
- Experience developing, reviewing, and negotiating advertising terms and conditions with customers, agencies, vendors, and strategic partners.
- Solid ability to support commercial and sales organizations by providing practical guidance on business development initiatives, client-facing materials, and go-to-market activities.

*We may use artificial intelligence tools to assist with the screening, assessment, or selection of potential applicants for this position.

📌 Commercial Lawyer - Media/Advertising (Mississauga)
🏢 Insight Global
📍 Mississauga