Director, Digital Strategy & Growth Planning

WalgreensDeerfield, IL
Hybrid

About The Position

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.

Requirements

  • 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).

Nice To Haves

  • 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.
  • Hands-on experience working with or partnering on tools such as: Data environments: Oracle SQL, Teradata SQL.
  • Hands-on experience working with or partnering on tools such as: 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.

Responsibilities

  • 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.
  • Collaborate closely with: Insights & Analytics to quantify growth opportunities, customer behaviors, and performance drivers.
  • Collaborate closely with: Digital Experience (Product/UX) to align strategies with high-impact customer journeys that drive conversion and retention.
  • Collaborate closely with: Finance to ensure rigor in business cases, capital allocation, and ROI tracking.
  • Collaborate closely with: Digital Enablement/Operations to support scalable, efficient execution.
  • Collaborate closely with: 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.
  • 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.
  • 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.
  • 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.
  • 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.

Benefits

  • 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.
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