Program Manager with Multiyear Transformation Experience

We are seeking a highly capable Program Manager with strong expertise in the Retail industry, and a proven track record leading Digital Transformation and Platform Modernization initiatives. The ideal candidate will drive end-to-end program execution across complex technology landscapes, modernize legacy enterprise systems, and deliver scalable platforms that improve customer experience, operational efficiency, and business outcomes.

This role requires deep retail process knowledge, strong technical acumen, and the ability to influence senior stakeholders across business and technology organizations.

Key Responsibilities

1. Program Leadership & Execution

  • Lead multi-year, multi-workstream programs focused on retail digital transformation and modernization.
  • Own program charter, roadmap, scope, timelines, resource plans, KPIs, risks, and governance.
  • Drive cross-functional coordination between Product, Engineering, Architecture, QA, Data, Store Ops, and external partners.
  • Ensure program delivery aligns with business strategy, customer experience goals, and technology target-state architecture.

2. Retail Domain Expertise

  • Leverage deep understanding of retail processes such as:
    • Omnichannel fulfillment (BOPIS, curbside, same-day delivery)
    • POS systems and in-store technology modernization
    • Merchandising, inventory, and supply chain operations
    • ERP, OMS, WMS, and ecommerce platforms
  • Collaborate with retail business teams to capture needs, map pain points, and translate them into execution plans.

3. Digital Transformation

  • Drive initiatives around:
    • Cloud adoption and modernization
    • AI/ML and data analytics for customer insights
    • Store digitalization and workforce tools
    • Automation/RPA to optimize back-office and store operations
    • Enhancing ecommerce and mobile platforms
  • Ensure solutions are scalable, secure, and aligned with modern best practices.

4. Platform Modernization

  • Lead modernization of legacy systems into modern cloud-native or microservices-based architectures.
  • Partner with engineering and architecture teams on:
    • API modernization
    • Migration from monolith to distributed platforms
    • Adoption of DevOps and CI/CD pipelines
    • Data platform modernization and migration
  • Manage technical dependencies, design decisions, and integration across enterprise platforms.

5. Stakeholder & Vendor Management

  • Act as the bridge between senior executives, product owners, engineering leads, and vendors.
  • Facilitate program reviews, steering committees, and executive-level reporting.
  • Negotiate and manage vendor deliverables, contracts, SOWs, and SLAs.

6. Budget & Governance

  • Manage multimillion-dollar program budgets, forecasts, and resource utilization.
  • Ensure adherence to corporate compliance, InfoSec, and enterprise PMO governance standards.
  • Implement continuous improvement practices across PM processes.

Required Qualifications

  • Bachelors degree in Business, Engineering, Computer Science, or related field (MBA preferred).
  • 1018 years of Program/Project Management experience.
  • Minimum 57 years in Retail technology programs.
  • Proven success leading:
    • Platform modernization
    • Enterprise cloud migrations
    • Omnichannel or ecommerce transformation
    • Store systems modernization
  • Strong knowledge of enterprise retail platforms (POS, ERP, OMS, WMS).
  • Expertise with Agile, SAFe, and hybrid delivery models.
  • Excellent communication, leadership, and stakeholder management skills.

Preferred Qualifications

  • PMP, PgMP, SAFe, or Agile certifications.
  • Experience with Azure/AWS/GCP cloud ecosystems.
  • Familiarity with microservices, API-led modernization, data lakes, and event-driven architectures.
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