Job Description
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 setting.

Location: Mississauga, ON
Work Model: 5 days onsite
We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day.

We are an equal opportunity/affirmative action employer that believes everyone matters.

Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion,



sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances.

If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to [email protected].

To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.

Skills and Requirements
- 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.
- Strong ability to support commercial and sales organizations by providing practical guidance on business development initiatives, client-facing materials, and go-to-market activities.
-Experience reviewing marketing materials, advertising campaigns, and sales departments work to ensure legal and regulatory compliance.
- Ability to evaluate sales, customer, and campaign data and advise stakeholders on what information can and cannot be disclosed during commercial discussions and marketing efforts.
- Experience or knowledge of AI and interest in AI to make job efficiencies

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