Head of Media at Entain in Toronto, Ontario, Canada

companyDescription 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, a key market for Entain, a FTSE100 company, a global leader in gaming, active in over 30 markets globally. The Head of Media Strategy and Planning is 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. jobDescription 1. Own Full-Funnel Media Strategy (Top & Mid Funnel Leadership) Define and lead the top and mid-funnel media strategy, including channel mix, investment allocation, and audience approach Establish clear roles for media in driving brand awareness, consideration, and demand generation Ensure alignment between brand marketing and performance media to deliver a cohesive full-funnel approach Translate business priorities into media strategies that drive measurable commercial outcomes Liaise with our central performance marketing team to ensure demand gen translates into high value customer acquisition with strong payback values Align media strategy tokey sporting calendars, promotional cycles, and peak acquisition periods 2. Media Planning & Investment Governance Own the media budget of two leading national brands in the gaming space Own annual and quarterly media planning frameworks, including budget allocation, phasing, and prioritization Lead scenario planning and trade-off decisions across channels and objectives Ensure disciplined investment governance, balancing short-term performance with long-term brand growth Define success metrics across funnel stages and ensure consistent measurement approaches Manage investment in aROI-driven environment with clear CPA, conversion, and player value expectations 3. Drive Acquisition Strategy (Through Media) Support and shape the overall customer acquisition strategy, ensuring media plays a clear and optimized role Partner with Performance Marketing, CRM, product, and commercial teams to align acquisition, conversion, and retention strategies Identify opportunities to improve acquisition efficiency and scale through media innovation and optimization Support acquisition across sports and gaming products, ensuring effective channel contribution 4. Channel & Partner Strategy Own strategic direction across key media channels pushing the boundaries on innovation, creativity and pace Negotiate, sign and manage strategic partnerships with media and platform vendors Identify and unlock new opportunities across emerging platforms, formats, and technologies with focus on automation and AI Ensure consistent standards for execution excellence across all channels 5. Measurement, Insights & Optimization Partner closely with our Data and Analytics team to define and evolve marketing measurement frameworks across the funnel Drive clarity on incrementality, attribution, and performance signals Use data and insights to continuously refine strategy, investment, and channel mix Establish clear reporting and storytelling that connects media performance to business outcomes Ensure alignment to core performance metrics including CPA, conversion, and player value 6. Team Leadership & Capability Building Lead and develop a high-performing media team, including managers and channel specialists Define clear roles, responsibilities, and ways of working across the team Build capabilities in planning, optimization, testing, and innovation Foster a culture of accountability, collaboration, and continuous improvement 7. Cross-Functional Leadership Partner with Brand, Product, CRM, Commercial, and Analytics teams to ensure alignment on priorities and execution Act as the central point of ownership for media strategy across the organization Influence senior stakeholders with clear, data-driven recommendations Participate meaningfully in regular leadership calls regarding the Canadian business Present to stakeholders and senior leadership on performance and strategic planning 8. Regulatory & Responsible Marketing Alignment Ensure all media activity aligns with regulatory requirements and responsible gambling standards Partner with compliance and legal teams to maintain consistent, compliant execution across all channels qualifications 8–12+ years in media, performance marketing, or digital marketing leadership roles Proven experience leading full-funnel media strategy at scale Strong understanding of paid media channels, planning frameworks, and measurement approaches Experience managing significant media budgets and driving ROI Strong leadership and team development experience Ability to operate strategically while staying close to execution realities Strong stakeholder management and communication skills Experience working in high-performance, acquisition-focused environments (e.g. iGaming, eCommerce, fintech, or similar) Strong understanding of performance metrics such as CPA, LTV, and conversion optimisation 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 additionalInformation Clear ownership and innovation to drive performance of top and mid-funnel media Improved acquisition efficiency and scalable growth through media Strong alignment between brand, media and performance marketing functions High-quality, consistent media planning and investment discipline A high-performing team with strong capability and accountability Measurable impact of media on business performance and growth Strong performance against key demand gen, player value and performance KPIs Ability to scale effectively during peak demand periods (e.g. major sporting events) $180-215K CAD with strong bonus potential and attractive benefits. This is a replacement role.