Director,Loyalty Strategy Job Mississauga area,Ontario Canada,Management

The Role:
Director, Loyalty Strategy

What you are looking for:

A closely connected culture

A total rewards package meant to enhance your work-life flexibility

Fully utilizing your talent

Professional growth and development via challenging projects and assignments

Warm and fuzzy feelings knowing you have helped your community, your team, the business and social causes through the Rexall Care Network

Reporting into the SVP, Merchandising, Marketing and Loyalty, the Director, Loyalty Strategy will lead the evolution of our customer engagement strategy across our national retail pharmacy network. This visionary and results-oriented individual will own and drive growth through customer loyalty, data-driven marketing, and omnichannel excellence, in this net-new role, delivering measurable results in both pharmacy and front-of-store performance.

What you’ll be doing:

Strategic Leadership

Define and drive the long-term strategic roadmap for customer loyalty across all retail pharmacy channels, ensuring alignment with business objectives and evolving customer expectations.

Foster a customer-first culture by leveraging data-driven insights, personalization strategies, and a focus on maximizing customer value to deepen engagement and retention.

Partner closely with executive leadership and key stakeholders across Marketing, Merchandising, Pharmacy, Operations, Finance, and IT to embed marketing and loyalty initiatives into the broader enterprise strategy, ensuring seamless execution and measurable impact.

Loyalty Program Ownership

Oversee the strategic direction, performance, and continuous evolution of the loyalty platform. Drive initiatives that optimize customer acquisition, deepen engagement, increase retention, and enhance the perceived and actual value of rewards.

Effectively utilize advanced customer analytics, behavioral data, and segmentation models to deliver highly personalized experiences. Translate insights into actionable strategies that generate measurable ROI and strengthen customer relationships.

Identify, evaluate, and lead strategic partnerships that enhance the relevance and value of the loyalty program—particularly in the areas of health & wellness and everyday retail. Build a robust ecosystem that supports customer needs and differentiates the brand.

Omnichannel Customer Experience

Collaborate closely with digital and product teams to ensure seamless, end-to-end customer journeys—from prescription refills to loyalty redemptions—across mobile, web, and in-store platforms. Champion experiences that drive satisfaction and loyalty.

Lead the evolution of mobile app engagement by introducing real-time and AI-powered personalization. Drive adoption through intuitive design, relevant content, and features that anticipate customer needs.

Continuously test and refine strategies to enhance the customer experience and build loyalty.

People Leadership

Lead a diverse team fostering a culture of innovation, accountability, and customer obsession. Promote collaboration, agility, and continuous improvement to deliver exceptional results.

Identify and develop internal high-potential talent while attracting top-tier candidates to support a team that is agile and able to meet the evolving needs of the organization.

Knowledge, skills and experience:

8-10 years of progressive experience in loyalty strategy.

Minimum of 5 years in a senior leadership position in retail, with a proven ability to lead through influence in complex organizations.

Familiarity with healthcare and privacy regulations (e.g., HIPAA, PIPEDA).

Demonstrated success leading loyalty programs within the retail, pharmacy, grocery, or health & wellness sectors.

Technically savvy, and adept with various data platforms, and omnichannel performance levers.

Experience leading and developing high performing teams.

Demonstrated success leading business and technical teams to build and deliver strategic projects to support merchandising and drive profitable sales, improve customer experience and loyalty.

Proven analytical skills both at the macro and micro level.

Strong influencer and negotiator – demonstrated experience coordinating communication and translating key…


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