We're Entain. Our vision is to be the world leader in sports betting and gaming entertainment by creating the most exciting and trusted experience for our customers, revolutionizing the gambling space as we go. We're home to a global family of more than 25 well-known brands, and with a focus on sustainability and growth, we will transform our sector for our players, for ourselves and for the good of entertainment.

Entain Canada is hiring for a Head of Media Strategy and Planning. This highly influential leadership role will work at the intersection of Sports, Entertainment and Gaming in the world's 3rd largest gaming market.

Reporting to Entain's Head of Canada, as Head of Media Strategy and Planning you will be responsible for defining and leading the company's full-funnel media strategy, with clear ownership of top and mid-funnel investment, planning, and performance through our in-house media team.

This role sets the strategic direction for how media drives brand growth, demand generation leading to customer acquisition and commercial impact in a highly competitive, performance-driven environment, ensuring alignment across brand, product, analytics, and commercial teams.

This high impact leader will lead a high-performing media team and will establish and nurture the frameworks, partnerships, and capabilities required to deliver scalable and measurable growth across traditional and digital channels, while operating within regulatory and responsible marketing requirements.

Key Responsibilities Include:

• You will own full‑funnel media strategy (top & mid funnel), aligning brand and performance media to lead awareness, demand, and high‑value customer acquisition across important moments
• You will lead media planning, budgeting, and investment governance across two national gaming brands, balancing return on investment with long‑term brand growth
• You will drive acquisition strategy through close partnership with Performance Marketing, CRM, Product, Commercial, and Analytics teams
• You will set channel and partner strategy, unlocking innovation across emerging platforms, automation, and AI while ensuring execution excellence
• You will lead the media function end‑to‑end—team development, senior stakeholder influence, measurement, and regulatory / responsible marketing compliance

• Do you have 8–12+ years in media, performance marketing, or digital marketing leadership roles?
• Do you have experience leading full-funnel media strategy at scale?
• Do you have an understanding of paid media channels, planning frameworks, and measurement approaches?
• Do you have experience managing significant media budgets and driving ROI?
• Do you have strong leadership and team development experience?
• Are you able to operate strategically while staying close to execution realities?
• Do you have strong stakeholder management and communication skills?
• Do you have experience working in, acquisition-focused environments (e.g. iGaming, eCommerce, fintech, or similar)?
• Do you have a strong understanding of performance metrics such as CPA, LTV, and conversion optimisation?
• Are you able to scale effectively during peak demand periods (e.g. major sporting events)?

Nice-to-Have

• Experience in high-growth, digital, or regulated industries
• Exposure to advanced measurement approaches (MMM, incrementality testing, etc.)
• Experience working across multiple markets or regions

At Entain, we know that signing top players requires a great starting package, and plenty of support to inspire peak performance. Join us, and a competitive salary is just the beginning.

Based in our Toronto office, you can expect to receive benefits like:

• Salary range $180-215k CAD
• Hybrid working (2+ days per week in the office)
• Generous company bonus
• Vacation/Holiday: 15 vacation days per year, plus statutory holidays.
• Healthcare support
• A stake in our success through our ShareSave scheme
• Great development opportunities
• Wellbeing support, and so much more.

And outside of this, you'll have the chance to turn recognition from leaders and colleagues into amazing prizes, join a winning team of talented people and be a part of an inclusive and supporting community where everyone is celebrated for being themselves.

This is a replacement role.

#LI-Hybrid