Senior Leader, Worldwide Enterprise Strategy - Retail

Austin, Texas, United StatesSenior15+ years

Apple is seeking an accomplished and strategic Senior Leader to define, drive, and execute the Worldwide Enterprise Strategy for the Retail industry. This role is designed for a senior retail industry executive who has operated at scale, led complex transformation, influenced board-level technology decisions, and understands firsthand the realities of modern retail, from store operations and omnichannel experiences to frontline enablement, loss prevention, customer engagement, and enterprise platform decisions. This is not a traditional sales role. It is a high-impact strategy and ecosystem leadership role that shapes how Apple engages with the global Retail sector, from the world’s largest retailers to the long tail of specialty and regional merchants. The role will be responsible for maximizing Apple’s significant addressable opportunity in Retail by developing a disciplined direct and partner-led coverage model, driving Apple platform standardization, and creating scalable global growth without disproportionate sales headcount expansion. The ideal candidate brings deep Retail industry credibility, strong enterprise technology fluency, and the ability to translate market insight into actionable strategy, executive engagement, partner motions, and measurable business outcomes.

As Senior Leader, Worldwide Enterprise Strategy for Retail, you will develop and champion Apple’s global enterprise strategy for the Retail sector. You will identify the highest-value opportunities across the market, build the strategic playbook for direct and partner-led coverage, and align Apple’s cross-functional teams around a clear plan to capture the estimated $24 to $26B annualized hardware revenue opportunity. You will lead Apple’s strategy for directly engaging the Top 50 global Retail companies, driving Apple platform standardization across iPhone, iPad, and Mac. You will also scale coverage across the broader Retail market through channel and partner-led motions, including regional retailers, specialty merchants, and the broader ecosystem of partners, systems integrators, ISVs, and resellers. This role requires someone who can sit credibly with CIOs, CISOs, COOs, CDOs, and senior business leaders because they have lived the challenges of retail transformation from the inside. You will bring a strong point of view on how Apple can become the trusted enterprise endpoint, frontline experience platform, and secure device identity layer for Retail organizations globally. You will partner closely with Apple’s Industry Leadership, Enterprise Sales, Retail Partner Sales, Product Marketing, Engineering, Finance, and Operations teams to ensure Apple’s Retail strategy is clear, executable, and globally scalable.

Leadership and Influence: Directly lead a small, multi-geo team of ecosystem experts while indirectly influencing a broad cross-functional group of Apple teams required to execute the global Retail strategy. Lead through clarity, credibility, collaboration, and business impact.
Strategic Development and Execution: Develop, refine, and champion Apple’s Worldwide Enterprise Strategy for Retail. Identify key market opportunities, competitive dynamics, growth vectors, customer segments, and coverage models to capture the industry’s significant enterprise opportunity.
Direct Coverage Leadership: Define and lead the strategy for engaging the Top 50 global Retail companies. Drive Apple platform standardization across iPhone, iPad, and Mac, with a focus on multi-device penetration, executive-level engagement, and multi-year lifecycle adoption.
Retail Industry Expertise: Bring deep firsthand knowledge of the Retail sector, including store operations, omnichannel transformation, frontline associate enablement, customer experience, loss prevention, security, deployment complexity, and board-level technology decision-making.
Partner Ecosystem Growth: Develop and scale partner-led coverage motions for the broader Retail market, including regional retailers, specialty merchants, and long-tail enterprise opportunities. Build vertical playbooks such as “Apple for Regional Retail,” along with deployment reference architectures, partner certification programs, financing and lifecycle simplification models, and co-marketing initiatives.
Platform Standardization and Value Proposition: Position Apple as the secure enterprise endpoint, frontline experience platform, and trusted device identity layer for Retail organizations. Create repeatable reference architectures and value propositions that help customers understand how Apple can support productivity, security, customer engagement, and operational transformation.
Market Analysis and Business Insights: Continuously analyze external market data, TAM, revenue opportunity, customer segmentation, technology adoption trends, competitive dynamics, and partner coverage models. Translate insights into actionable plans, business cases, and strategic recommendations.
Cross-Functional Collaboration: Partner with Industry Leadership, Enterprise Sales, Partner Teams, Product Marketing, Engineering, Finance, and Operations to align priorities, build execution plans, remove blockers, and ensure the strategy is successfully activated across regions.
Performance Measurement: Define and track key success metrics, including Top 50 Retail standardization, devices per employee, multi-year refresh and lifecycle adoption, attach and expansion opportunities, partner-led revenue velocity, and market coverage efficiency.
Executive Engagement: Build and maintain trusted relationships with CIO, CISO, COO, CDO, and other senior executives across the Retail industry. Serve as an internal and external thought leader for Apple’s Retail enterprise strategy.

15+ years of progressive experience in enterprise strategy, business development, digital transformation, industry leadership, or sales leadership, with significant experience in the Retail sector.
Deep understanding of the Retail industry, including enterprise technology decision-making, omnichannel transformation, store operations, frontline workforce enablement, security, customer experience, and operational scale.
Demonstrated success developing and executing complex go-to-market strategies involving both direct enterprise engagement and indirect channel or partner ecosystems.
Strong understanding of the enterprise technology landscape and the value proposition of Apple platforms, including iPhone, iPad, and Mac, in business environments.
Proven ability to analyze large market datasets, identify strategic opportunities, and translate insights into actionable plans, business cases, and executive-level recommendations.
Experience engaging and influencing senior executives, including CIOs, CISOs, COOs, CDOs, and other business decision-makers.
Strong financial acumen, including experience with revenue forecasting, TAM analysis, business case development, and investment prioritization.
Exceptional leadership, communication, and interpersonal skills, with the ability to influence and collaborate effectively across a global matrixed organization.
Experience building and leading cross-functional initiatives without direct reporting authority.
Ability to thrive in a fast-paced, ambiguous, and highly collaborative environment with a high degree of autonomy, adaptability, and resilience.

Experience operating within or directly advising large-scale Retail organizations.
Experience leading digital transformation, enterprise technology modernization, store technology strategy, or omnichannel transformation initiatives.
Strong understanding of partner ecosystems, including systems integrators, resellers, ISVs, and channel-led enterprise motions.
Experience building vertical-specific playbooks, reference architectures, deployment models, partner programs, or lifecycle adoption strategies.
MBA or equivalent advanced degree preferred.
Education and Experience
Bachelor’s degree required. MBA or equivalent advanced degree preferred.
Additional Requirements
Ability to travel domestically and internationally as needed.

Apple is an equal opportunity employer that is committed to inclusion and diversity. We seek to promote equal opportunity for all applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, Veteran status, or other legally protected characteristics. Learn more about your EEO rights as an applicant

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