Head of Digital & Strategy

GT Independence

$120K — $150K *
US-AnywhereRemote in United States
Healthcare
11 - 15 years of experience
Job Overview by Ladders

Qualifications

  • 12+ years in product management or digital strategy
  • Proven track record in building product management functions
  • Experience in aligning technology with business objectives
  • Led enterprise-wide digital transformation initiatives
  • Strong skills in prioritization and roadmap development
  • Familiarity with healthcare insurance and enterprise platforms preferred
  • Experience in regulated environments preferred

Responsibilities

  • Establish and lead Product Management best practices
  • Define product strategy that meets business goals
  • Drive modern product management practices adoption
  • Create frameworks for strategic initiative prioritization
  • Collaborate with leaders to align product development
  • Ensure coordinated delivery across product and engineering
  • Oversee Launch & Enablement for effective solution rollout
  • Act as strategic partner to CEO and executive team

Benefits

  • Hybrid work model with potential for flexibility
  • Opportunity to shape digital strategy at a high level
  • Influence corporate direction and product transformation
  • Lead a diverse and cross-functional team
  • Work within a highly regulated environment
  • Engage with executive stakeholders on significant initiatives
Full Job Description
The Head of Digital & Strategy leads GTI's continued evolution toward a product-driven organization, establishing modern product management practices and aligning technology investments with strategic priorities. This role drives a structured, scalable approach to product development and ensures effective execution through close partnership with the cross-functional organization. The Head of Digital & Strategy plays a central role in shaping how digital initiatives are defined, prioritized, and delivered across GTI's diverse, state-specific operating environment, enabling consistent delivery of high-impact, business-aligned solutions. Responsibilities • Establish and lead a best-in-class Product Management function, including operating model, governance, and talent • Define and evolve product strategy aligned to business objectives and customer needs • Drive adoption of modern product management practices, including roadmapping, backlog management, and customer-centric design • Define prioritization frameworks to align strategic initiatives with business and operational needs • Partner with business and technology leadership to align product development with business value and long-term platform strategy • Drive alignment across product, engineering, and operations to enable coordinated, scalable delivery • Oversee Launch & Enablement team to support effective rollout and adoption of solutions • Serve as a strategic partner to the CEO and executive team on product direction and transformation priorities Requirements • 12+ years of experience in product management, digital strategy, or related leadership roles • Proven experience building and leading product management functions and operating models • Experience defining product strategy and aligning technology initiatives with business objectives • Experience leading enterprise-wide digital transformation or modernization initiatives • Strong experience in prioritization, roadmap development, and delivering complex, cross-functional initiatives • Experience working across business, technology, and operations in a multi-stakeholder environment • Familiarity healthcare insurance programs (e.g., Medicaid), business administration, and enterprise platforms (e.g., ERP, claims, payroll, tax, customer-facing systems) preferred • Experience operating in regulated and/or multi-region environments preferred • Demonstrated ability to influence executive stakeholders and drive alignment across teams • Strong communication and leadership skills Location • Hybrid (Executive leadership presence preferred; flexibility based on candidate)

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