Director Total Rewards

A NEW BREED OF ENTERTAINMENT

With almost 150 years of proud horseracing history, Woodbine Entertainment Group is the founding pioneer and largest operator of professional horseracing in Canada.

Building on our rich past, we are surging ahead to the future with an energized, new vision. Today we deliver the most thrilling and highest quality racing, dining and entertainment experiences to our visitors. In doing so, we remain a world-leader in horse-racing — and also among the most exciting and diverse entertainment facilities on the globe.

Job Summary:

We’re looking for a strategic Director, Rewards to lead the design, governance, and delivery of a holistic Total Rewards portfolio—compensation (base and variable), benefits, pension/retirement, wellness, recognition, and performance—while ensuring our people technology (e.g., Workday) effectively enables these programs. You’ll translate business needs into scalable programs and systems, elevate analytics for decision‑making, and partner with leaders across HR, Finance, IT, Legal, and the business to deliver a compelling and equitable employee experience.

What You’ll Do:

• Rewards strategy & governance: Design and evolve compensation structures, incentive plans, benefits and pension programs, wellness and recognition; conduct benchmarking; build business cases.

• Annual cycles & program delivery: Lead merit, bonus, and benefits enrollment cycles.

• People technology enablement: Guide Workday roadmap, configuration, testing, deployment, integrations, and enhancements.

• Data, reporting & insights: Deliver dashboards and analytics to drive planning, pay decisions, and effectiveness insights.

• Leadership & collaboration: Lead Rewards and People Technology teams; manage vendors; partner across HR, Finance, IT, Legal.

• Compliance & risk: Ensure regulations, privacy/security, policy stewardship, and audit readiness.

About You:

• 7–10+ years leadership in Total Rewards with HR technology exposure.

• Deep knowledge of compensation, benefits, pensions, performance, analytics.

• Experience with Workday or similar HRIS.

• Strong communication, financial modeling, vendor management, and executive influence.

Reason for vacancy: Replacement

Salary range: $140,000 - $165,000

Diversity, Equity, Inclusion and Belonging

Be Yourself.

We believe differences should be valued and celebrated. By building diverse and inclusive teams, we strive to provide a more authentic and empowering work experience that unlocks the potential of our people. Regardless of race, religion, colour, national origin, sex, gender, expression, sexual orientation, age, marital status, veteran status, or disability status, we believe everyone has the right to express their ideas, ambitions, and pursue their goals with confidence and integrity. Diversity breeds innovation. We want people to think differently. Our commitment is to build a culture that welcomes everyone and leverages their unique perspectives to be a great entertainment company that shares the thrill of horseracing experiences with the world.