Walgreens

Director, Digital Strategy & Growth Planning

Walgreens$120K — $150K *
Retail & Consumer Goods
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree and 6+ years in product management, ecommerce, or related fields OR High School/GED and 9+ years in similar roles.
  • Established relationships with all organization levels, especially executives.
  • Proven experience in developing strategies that meet business goals and budgets.
  • Hands-on experience in the digital space with a focus on growth strategies.
  • Strong verbal and written communication, problem-solving, and interpersonal skills.
  • At least 2 years contributing to financial decisions.
  • A minimum of 3 years in leadership roles across cross-functional teams.

Responsibilities

  • Own the development of long-range digital growth strategies that align with company priorities.
  • Define a multi-year roadmap balancing investment, costs, and speed to value.
  • Identify and prioritize growth drivers like traffic and conversion improvements.
  • Integrate operational and financial constraints into strategic planning.
  • Collaborate with cross-functional teams to ensure cohesive growth initiatives.
  • Identify new revenue streams, partnerships, and platform capabilities.
  • Continuously assess competitive dynamics to strengthen Walgreens' market position.

Benefits

  • Potential for executive-level influence and decision-making.
  • Direct impact on Walgreens' digital growth and customer experience strategy.
  • Cross-functional collaboration across various departments to enhance business understanding.
  • Opportunity to leverage advanced analytics for data-driven strategies.
Full Job Description
Job Description

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.


External 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.

About Walgreens

Walgreens is the nation's largest drugstore chain with fiscal 2010 sales of $67 billion. The company operates 7,689 drugstores in all 50 states, the District of Columbia and Puerto Rico. Each day, Walgreens provides nearly 6 million customers the most convenient, multichannel access to consumer goods and services and trusted, cost-effective pharmacy, health and wellness services, and advice in communities across America. Walgreens scope of pharmacy services includes retail, specialty, infusion, medical facility, and mail service, along with respiratory services. These services improve health outcomes and lower costs for payers including employers, managed care organizations, health systems, pharmacy benefit managers, and the public sector. Take Care Health Systems is a Walgreens subsidiary that is the largest and most comprehensive manager of worksite health centers and in-store convenient care clinics, with more than 700 locations throughout the country.

Walgreens Careers

Joining Walgreens means becoming part of a team dedicated to inspiring health and well-being across America. As a cornerstone of the community, Walgreens offers unparalleled job opportunities in the retail and healthcare sectors, making it an ideal place for professional growth and innovation. Work You’ll Do At Walgreens, every position contributes to our mission of delivering premier health solutions while ensuring a diverse and inclusive workplace that fosters growth. Our team members are at the forefront of transforming customer experiences through dedication and expertise. Lead with Innovation and Leadership Embrace the opportunity to lead at Walgreens, where we combine industry expertise with a culture of innovation. Our leadership is committed to nurturing a professional environment where ideas thrive and leadership skills are honed through comprehensive diversity training and leadership development programs. Engage in Meaningful Work Join a team that values hard work and creativity, where your skills will be enhanced through challenging projects and collaborative team efforts. Walgreens is not just about filling prescriptions—it's about offering solutions that promote healthier communities. Explore Career Opportunities Whether you're looking for an entry-level position or a more advanced professional role, Walgreens offers a range of career paths in dynamic business areas. From in-store roles to corporate support, our job opportunities are designed to fit a variety of skills and interests. Internship and Employment Benefits Start your career with a Walgreens internship and gain hands-on experience that paves the way for future employment. Our interns work on real projects that matter, gaining skills that are crucial for future success. Full-time team members enjoy a wealth of benefits, including comprehensive health coverage, retirement plans, and exclusive employee discounts. Invest in Your Career Growth Walgreens is committed to the career development of our employees. We provide resources and training that encourage continuous learning and career advancement. With support for certifications and networking opportunities, team members can expand their professional horizons and achieve their career goals. Stay Connected Join Our Team Discover the diverse range of hiring opportunities at Walgreens by exploring open positions that match your skills and interests. We are looking for passionate, curious, and solution-driven team players ready to make a significant impact. Keep Up to Date Stay informed with career tips, insider perspectives, and industry-leading insights you can put to use today—all from the people who work at Walgreens. Job Alert Emails Customize your subscription to receive job alerts, the latest news, and insider tips tailored to your preferences. Explore the exciting and rewarding opportunities that await at Walgreens. At Walgreens, we are excited to see where your ambition takes you. Join us and be part of a team that is dedicated to shaping the future of health and wellness for everyone.
Learn more about Walgreens
Size
202,000 employees
Market Cap
$32.8 billion
Industry
Net Income
-$696 million
Founded
1901
5 Year Trend
+2.3%
Revenue
$141.5 billion
NASDAQ

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