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Added 2 hours ago
Global Service Lines (GIFT) - Associate Director
EY
Toronto, ON
As an Associate Director within Global Service Line FP&A, you will be a critical finance adviser to Service Line CFOs and senior leaders across Assurance, Consulting, Strategy and…
Added 3 hours ago
LC
Sr. Director, Pharmacy Services and Virtual Care
Loblaw Companies Limited
Toronto, ON
- Full-time
…From prescriptions to walk-in clinics, and a beloved loyalty program, we’re caring and supporting our customers in new ways every…
Added 3 hours ago
LC
Senior Director, Pharmacy Experience and Transformation
Loblaw Companies Limited
Toronto, ON
- Full-time
Senior leadership experience in strategy, AI, digital transformation, technology, customer experience or large-scale business transformation.
Added 3 hours ago
SD
Senior Product Manager
Shoppers Drug Mart Specialty Health Network
Mississauga, ON
- Full-time
Strong ability to articulate complex strategic and technical concepts to diverse audiences, including senior executives, technical teams, and SHN program management.
Added 3 hours ago
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Calgary, AB
- Full-time
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Shoppers Drug Mart Specialty Health Network
Mississauga, ON
- Full-time
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Shoppers Drug Mart Specialty Health Network
Toronto, ON
- Full-time
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- Full-time
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Associate Consultant Intern, Summer 2027 - Toronto, Canada
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Toronto, ON
- Full-time
Associate Consultant Intern, Summer 2027 - Toronto, CanadaWhy join Mastercard’s internship program?
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Loss Prevention Investigations Manager
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Toronto, ON · Vancouver, BC · Calgary, AB
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Loss Prevention Investigations Manager
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Mississauga, ON · CAN Home Office Mississauga ON
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Senior Manager Sustainability
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Shoppers Drug Mart

Director, Strategy & Operations

Toronto, ON, Canada

Apply About employer

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Job details

Pay: Hiring Range / Échelle salariale à l’embauche :$128,000.00 - $176,000.00 / 128.000,00$ - 176.000,00$ (per year / par an)A candidate’s experience and knowledge as well as the geographical region in which the position is located may be factored into the pay a candidate receives for this position.
Job type: Full-time
Apply by: Oct 25, 2026
Posting language: English
Posted: Oct 8, 2026

Original job description

Location:

243 Consumers Road, Toronto, Ontario, M2J 4W8

At Shoppers Drug Mart, we’re innovating health and wellness in Canada. From prescriptions to walk-in clinics, and a beloved loyalty program, we’re caring and supporting our customers in new ways every day. With more than 1,300 locally owned and operated stores from coast to coast, the Shoppers Drug Mart network is more than a great place to shop, it’s a great place to work. We’re committed to building our talented team who champion collaboration, kindness and inclusivity. Join our team, and help recognize a healthy future for your career and for all Canadians.

Why this role is important?

Position Overview

Reporting to the SVP, Pharmacy, the Director, Strategy & Operations is a strategic partner to the Pharmacy Operations & Transformation leadership team, responsible for driving strategic planning, operational excellence, business transformation, and execution of enterprise and divisional priorities.

The Director translates complex business priorities into actionable plans, executive insights, and measurable outcomes. Key accountabilities include coordinating the Multi-Year Plan (MYP), Current Year Plan (CYP), leading cross-functional initiatives, and developing high-quality Board of Directors and executive leadership materials.

The role also champions artificial intelligence (AI), automation, and digital solutions to improve productivity, streamline processes, and enhance decision-making. Success requires strong strategic thinking, executive communication, analytical capabilities, and hands-on execution.

Key Responsibilities

Strategic Leadership & Executive Partnership

Serve as a trusted advisor to the SVP and leadership team, providing strategic insights, business recommendations, and execution support.
Lead coordination of MYP, CYP, strategic reviews, and business planning processes.
Align cross-functional priorities, accountabilities, milestones, and measurable outcomes across Pharmacy and enterprise partners.
Anticipate business challenges, identify opportunities, and support executive decision-making.

Board & Executive Communications

Lead development of Board, Board Committee, Executive Leadership Team, and senior management presentations, briefing materials, and strategic reports.
Translate complex financial, operational, and strategic information into compelling, concise, data-driven narratives and actionable recommendations.
Manage executive reporting processes, coordinating stakeholder inputs, timelines, quality assurance, and final deliverables.
Anticipate leadership questions and ensure materials demonstrate accuracy, strategic alignment, and executive-level quality.

Strategic Initiatives & Transformation

Lead complex, cross-functional strategic initiatives and transformation programs from planning through implementation and value realization.
Establish project governance, workplans, milestones, accountabilities, risk mitigation, and performance reporting.
Facilitate executive steering committees, strategic workshops, and decision-making forums.
Drive change management, process redesign, implementation, and benefits realization across Pharmacy, Shoppers Drug Mart, and Loblaw Companies Limited.

AI, Technology & Automation

Champion responsible adoption of generative AI, automation, and emerging technologies to improve productivity, efficiency, and business performance.
Identify and implement AI-enabled solutions for research, analysis, reporting, presentations, workflow management, and executive decision support.
Partner with IT, Digital, Data & Analytics, and business teams to prioritize and deliver automation and digital transformation opportunities.
Promote AI literacy, innovation, and continuous improvement while ensuring alignment with enterprise security, privacy, and governance standards.

Operational Excellence & Business Insights

Identify opportunities to simplify, standardize, and optimize business processes, operating models, and workflows.
Lead continuous improvement initiatives delivering measurable productivity gains, operational efficiencies, and cost savings.
Develop KPIs, dashboards, business cases, and performance reporting to support strategic decisions and track results.
Conduct business analysis, scenario planning, and opportunity assessments, translating insights into actionable recommendations.

Leadership, Collaboration & Governance

Build strong relationships across Pharmacy, Shoppers Drug Mart, Loblaw, and enterprise functions, driving alignment and accountability.
Influence cross-functional teams and stakeholders to deliver shared objectives in a matrixed organization.
Coordinate executive meetings, strategic planning sessions, leadership communications, and governance forums.
Maintain confidentiality, sound judgment, and operational discipline while championing innovation and results-oriented execution.

Skills, Experience & Education

Strategic & Business Capabilities

Strong background in strategic planning, business transformation, operational excellence, and complex program execution.
Broad understanding of pharmacy operations, healthcare, retail, and enterprise business strategy.
Strong business acumen, financial literacy, analytical thinking, and structured problem-solving.
Demonstrated ability to advise senior executives, manage competing priorities, and translate strategy into execution.

Executive Communication & Leadership

Exceptional written, verbal, and presentation skills, including experience developing Board and C-suite materials.
Advanced PowerPoint capabilities, executive storytelling, and ability to synthesize complex information into clear, decision-oriented recommendations.
Strong executive presence, stakeholder management, influencing skills, and cross-functional leadership.
Excellent judgment, attention to detail, adaptability, and ability to operate effectively in a fast-paced environment.

AI, Technology & Digital Expertise

Advanced proficiency in generative AI and digital productivity tools, with demonstrated ability to improve analysis, reporting, workflows, and business outcomes.
Experience identifying and implementing automation, AI-enabled processes, and technology-driven operational improvements.
Advanced proficiency in Microsoft 365, particularly PowerPoint, Excel, Word, Teams, and SharePoint.
Experience with Microsoft Copilot, Power Automate, Power BI, or comparable platforms is highly desirable.
Understanding of responsible AI, information security, data privacy, and technology governance.

Role Requirements

5+ years of progressive experience in strategy, operations, transformation, consulting, or related leadership roles, preferably in pharmacy, healthcare, retail, or a complex corporate environment.
Undergraduate degree in business, finance, economics, healthcare administration, or a related discipline; MBA or graduate education preferred.
Proven experience supporting senior executives, developing Board-level materials, and executing enterprise strategic initiatives.
Demonstrated success leading cross-functional projects, transformation programs, process improvements, and change management.
Practical experience applying AI, digital tools, and automation to improve business productivity and operational performance.
Strong ability to facilitate strategic discussions, influence without direct authority, and balance enterprise strategy with hands-on execution.
PMP, Lean/Six Sigma, or equivalent certification is an asset.
Knowledge of Loblaw and Shoppers Drug Mart systems, processes, and performance metrics is an asset.

Why work at Shoppers Drug Mart?

Acting as consultants, supporting internal customers and the Associate-Owners, you will get experience unique to the retail industry while working for an award-winning national brand. Benefit from a purchase discount program, competitive pay and online learning through Academy.

Take ownership of your work and find more ways to care about your work, co-workers, customers and community.

How You’ll Succeed:

At Shoppers Drug Mart Inc., we seek great people to continually strengthen our culture. We believe great people model our values, are authentic, build trust and make connections.

If that sounds like you, and you are open-minded, responsive to change and up to the challenges provided in a fast-paced retail environment, apply today.

Employment Type:

Full time

Type of Role:

Regular

Shoppers Drug Mart Inc. recognizes Canada's diversity as a source of national pride and strength. We have made it a priority to reflect our nation’s evolving diversity in the products we sell, the people we hire, and the culture we create in our organization. Accommodation is available upon request for applicants with disabilities in the recruitment and assessment process and when hired.

In addition, we believe that compliance with laws is about doing the right thing. Upholding the law is part of our Code of Conduct – it reinforces what our customers and stakeholders expect of us.

Please Note: If you have Employee Self Service (ESS) on Workday, apply to this job via the Workday application.

Hiring Range / Échelle salariale à l’embauche :$128,000.00 - $176,000.00 / 128.000,00$ - 176.000,00$ (per year / par an)A candidate’s experience and knowledge as well as the geographical region in which the position is located may be factored into the pay a candidate receives for this position. This posting is for an existing vacancy. The Company uses artificial intelligence for the purpose of screening, assessing and/or selecting applicants for this position. / L’expérience et les connaissances d’un candidat ainsi que la région géographique dans laquelle le poste est situé peuvent être prises en compte dans la rémunération qu’un candidat reçoit pour ce poste. Cette offre d’emploi concerne un poste vacant existant. L’entreprise utilise l’intelligence artificielle dans le but de filtrer, d’évaluer et/ou de sélectionner les candidats à ce poste.

#EN

#SS #SDM #ON

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More about this job

Responsibilities

The Director, Strategy & Operations will lead strategic planning, business transformation, and operational excellence initiatives while serving as a key advisor to the SVP of Pharmacy. They are responsible for coordinating multi-year plans, managing executive communications, and driving the adoption of AI and digital solutions to improve business performance.

Requirements

Candidates must have at least 5 years of progressive experience in strategy, operations, or transformation roles, preferably within the healthcare or retail sectors. An undergraduate degree is required, with an MBA or graduate education preferred, alongside strong executive communication and project management skills.

Skills

Strategic planning
Business transformation
Operational excellence
Executive communication
Generative AI
Project management
Change management
Data analysis
Financial literacy
Stakeholder management
Process optimization
Automation
Microsoft 365
PowerPoint
Strategic leadership
Cross-functional collaboration

Benefits

Purchase discount program
Competitive pay
Online learning through Academy

Visa sponsorship

Not detected in the job text

Keywords

Strategy
Operations
Pharmacy
Retail
Transformation
Generative AI
Automation
Board reporting
Business planning
Change management
Process improvement
KPIs
Microsoft 365
Power BI
Power Automate
Microsoft Copilot
Healthcare
Strategic reviews
Executive leadership
Data-driven
Governance
Project management
Lean
Six Sigma
PMP
Financial literacy
Stakeholder management
Digital solutions
Operational efficiency
Business analysis

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