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Woodbine Entertainment Group Logo Woodbine Entertainment Group · -

Director Marketing Events and Experience

Canada, Etobicoke, Ontario 120000.00 - 130000.00 / Year · Job Posted February 20, 2026
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Job Description

Woodbine Entertainment is looking for a 12-month Maternity Leave replacement for the Director of Brand and Live Experience. Reporting to the Vice President of Brand, Content & Live Experience, the Director Brand and Live Experience will lead and inspire a high-performing team to execute customer-centric strategies for onsite wagering, live horse racing events, and the overall guest experience at both racetracks. This leader owns the guest experience for: Our high impact events like King’s Plate, Greenwood Stakes, North American Cup, and more; Our everyday experiences at the track like wagering engagement, VIP Player development and dining; Innovative and effective marketing campaigns to drive guests to the track. This role oversees a team of 10, with 4 direct reports comprised of the Brand, Live Experiences, Creative Services (in-house agency), and digital web & email teams.

Job Responsibility

  • Lead the planning and execution of marquee racing events and major onsite activations
  • Ensure exceptional guest experience, strong wagering engagement, and sponsor fulfillment
  • Drive attendance, wagering, and brand impact through flawless delivery
  • Oversee VIP Player Development Experiences, Race Day Engagement, and Customer Acquisition initiatives
  • Optimize non-event race days to increase visitation, dwell time, and wagering behaviour
  • Ensure consistency and quality across all onsite experiences
  • Lead integrated marketing efforts promoting racing, events, and hospitality
  • Direct Creative, Digital, Web, Email, and CRM teams to deliver measurable revenue growth
  • Elevate horse racing and Woodbine’s facilities as premium entertainment destinations
  • Lead, coach, and manage a high-performing team across Brand, Live Experience, Creative, and Digital
  • Set clear priorities, allocate resources, and ensure timely, high-quality execution
  • Foster collaboration, accountability, and a strong performance culture
  • Deliver against sponsorship commitments through integrated onsite and marketing execution
  • Partner cross-functionally with Racing, Wagering, Hospitality, and Operations teams
  • Provide clear reporting, risk management, and executive updates

Requirements

  • 10+ years of experience in event management, planning & execution, preferably in sports & entertainment
  • University or college degree/diploma in Business Administration, Marketing, Sponsorships or related fields
  • Expert understanding of marketing strategy
  • Expert understanding of promotion and advertising – both media and creative
  • Demonstrated ability to bring cross-functional groups together, set objectives and achieve goals without direct reporting authority
  • Advanced understanding of budgeting, financial management and resource allocation
  • Advanced organizational skills to manage varying demands, time constraints and direct reports
  • Advanced negotiation skills for negotiating external supplier contracts
  • Experience in a fast-paced, complex environment

Nice to have

Experience in the horse racing industry is very helpful to the success of the role

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