Director, Digital Strategy & Growth Planning

Walgreens
Deerfield, IL
Job Summary

The Director, Digital Strategy & Growth Planning is a key leader within the Walgreens Digital organization, responsible for driving digital growth strategies that ensure Walgreens maintains a competitive, customer-centric, and profitable digital ecosystem. This role leads the development of long-range growth plans that balance customer experience, market differentiation, and financial performance.

Partnering cross-functionally across Insights & Analytics, Digital Experience, Finance, Digital Enablement, and Supply Chain & Fulfillment, this leader translates customer insights, market trends, operational capabilities, and financial objectives into actionable strategies that accelerate sustainable growth, improve unit economics, and enhance overall digital channel profitability.

Key Responsibilities

Strategic Growth Planning
  • Own the development of long-range digital growth strategies aligned to enterprise priorities, revenue targets, and margin goals.
  • Define a multi-year roadmap that balances growth investments with return thresholds, cost discipline, and speed-to-value.
  • Identify and prioritize key growth drivers, including traffic, conversion, assortment expansion, and fulfillment optimization.
  • Integrate cost-to-serve, margin profiles, and operational constraints into all strategic plans.
Cross-Functional Partnership
  • Collaborate closely with:
    • Insights & Analytics to quantify growth opportunities, customer behaviors, and performance drivers.
    • Digital Experience (Product/UX) to align strategies with high-impact customer journeys that drive conversion and retention.
    • Finance to ensure rigor in business cases, capital allocation, and ROI tracking.
    • Digital Enablement/Operations to support scalable, efficient execution.
    • Supply Chain & Fulfillment to align growth strategies with inventory positioning, last-mile capabilities, service levels, and cost efficiency.
  • Serve as the connective tissue ensuring growth initiatives are both experience-led and economically viable.
Business Development & Opportunity Identification
  • Identify and size new revenue streams, partnerships, and platform capabilities that deliver accretive growth.
  • Lead development of business cases with clear ROI, payback periods, and margin implications.
  • Drive strategies that improve monetization, including personalization, retail media, and omnichannel services.
  • Evaluate build vs. buy vs. partner decisions through both strategic and financial lenses.
Competitive & Market Intelligence
  • Continuously assess competitive dynamics across retail, pharmacy, and digital ecosystems with a focus on pricing, service levels, and fulfillment speed.
  • Translate external trends into actionable strategies that strengthen Walgreens’ relative cost position and customer value proposition.
  • Benchmark digital and omnichannel capabilities, identifying gaps and investment priorities.
Financial & Strategic Alignment
  • Partner with Finance and Supply Chain to ensure all growth initiatives meet profitability thresholds and align to long-range financial plans.
  • Embed financial discipline into planning, including margin expansion, cost-to-serve optimization, and capital efficiency.
  • Establish KPIs and measurement frameworks to track performance, ROI, and contribution to enterprise value.
  • Continuously refine strategies based on performance data, market conditions, and financial outcomes.
Executive Communication & Influence
  • Develop clear, data-driven narratives that link growth strategy to financial impact and shareholder value.
  • Influence senior stakeholders to align around prioritized investments and trade-offs.
  • Lead executive-level discussions using structured analysis, scenario modeling, and fact-based recommendations.
About Walgreens

Founded in 1901, Walgreens ( proudly serves nearly 9 million customers and patients each day across its approximately 8,500 stores throughout the U.S. and Puerto Rico. Walgreens has approximately 220,000 team members, including nearly 90,000 healthcare service providers, and is committed to being the first choice for pharmacy, retail and health services, building trusted relationships that create healthier futures for customers, patients, team members and communities.

#LI-CB1

Basic Qualifications
  • Bachelor’s degree and at least 6 years of experience in product management, merchandising, ecommerce, pricing, consumer packaged goods, insights, inventory, category management and/or business analysis OR a High School/GED and at least 9 years of experience product management, merchandising, ecommerce, pricing, consumer packaged goods, insights, inventory, category management and/or business analysis.
  • Experience establishing & maintaining relationships with individuals at all levels of the organization, including the executive level.
  • Experience developing strategic initiatives which align with business goals and budget.
  • Experience working in the digital space.
  • Excellent verbal and written communication skills, problem solving skills, attention to detail, interpersonal skills and the ability to interact professionally with a diverse group of executives, managers, and subject matter experts.
  • At least 2 years of experience contributing to financial decisions in the workplace.
  • At least 3 years of direct leadership, indirect leadership and/or cross-functional team leadership.
  • Willing to travel up to/at least 10% of the time for business purposes (within state and out of state).

Preferred Qualifications
  • Master’s degree (MBA strongly preferred).
  • Experience leveraging advanced analytics to inform strategy development, opportunity sizing, and performance optimization.
  • Hands-on experience working with or partnering on tools such as:
    • Analytics platforms: Adobe Analytics, Google Analytics.
    • Data environments: Oracle SQL, Teradata SQL.
    • Visualization & reporting: Power BI (or similar BI tools).
  • Demonstrated ability to influence outcomes and drive alignment, even in the absence of full stakeholder agreement or complete clarity.
  • Experience identifying performance gaps or inefficiencies through data and leading the development of actionable, scalable solutions.
  • Strong understanding of how customer behavior, digital performance metrics, and financial outcomes intersect to drive profitable growth .

We will consider employment of qualified applicants with arrest and conviction records.

The Salary below is being provided to promote pay transparency and equal employment opportunities at Walgreens. The actual hourly salary within this range that you will be offered will depend on a variety of factors including geography, skills and abilities, education, experience and other relevant factors. This role will remain open until filled. To review benefits, please click here jobs.walgreens.com/benefits. If you are applying on a job board or unable to click on the link, please copy and paste this URL into your browser jobs.walgreens.com/benefits.
Salary Range: $136000 - $231300 / Salaried
Posted 2026-06-24

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