Head of Digital & Strategy

Posted Yesterday
Be an Early Applicant
Hiring Remotely in United States
Remote
Expert/Leader
Financial Services
The Role
Lead the creation and scaling of a product management function, define product strategy and prioritization, align technology investments with business goals, drive enterprise digital transformation, coordinate cross-functional delivery with engineering and operations, oversee launch and enablement, and act as a strategic partner to the CEO and executive team.
Summary Generated by Built In

Make a Meaningful Impact Every Day!
At GT Independence, people are at the heart of everything we do. If you thrive in a collaborative environment, love what you do, and are eager to grow, you’re in the right place. Discover a career where your work genuinely improves lives and supports a mission that matters. 

Our Mission: To help people live a life of their choosing, regardless of age or ability. 

GT Independence has earned multiple awards for being an exceptional workplace, including being named a 2026 National “Best and Brightest Companies to Work For.” We are also proudly certified as a Great Place to Work® for 2025/2026—a distinction reserved for top employers committed to outstanding employee experiences.

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) 

    As a family-founded national leader in personal and financial services for individuals who rely on home- and community-based care, GT Independence supports tens of thousands of people across the country as they find and hire their own caregivers or personal assistants.

    Our team is driven by trust, autonomy, and—yes—fun. We believe great teams come from people who are intrinsically motivated, empowered, and valued. We respect each other, we care about the work we do, and we succeed because we work with purpose.

    We value excellence, but we won’t micromanage to achieve it. If you are self‑motivated, we give you the space and support to grow and thrive. Team members enjoy flexible paid time off, competitive wages & benefits, and meaningful opportunities for professional growth.

    Grow your career with us. Grow your impact with us.

    _______________________

    What Culture & Belonging Means at GT: Bring Your Authentic Self To Work

    GT is committed to being a welcoming and inclusive community. We aspire for all staff to feel comfortable bringing their full, authentic selves to work. We want people to feel valued and have a sense of belonging. GT strives to create a workforce that reflects the communities we serve. We recognize that our diversity makes us stronger. It also drives innovation and ultimately helps us achieve our mission of self-determination.

     

    Qualifications Education Preferred Bachelors or better. Equal Opportunity Employer
    This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights notice from the Department of Labor.

    Skills Required

    • 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
    • Demonstrated ability to influence executive stakeholders and drive alignment across teams
    • Strong communication and leadership skills
    • Familiarity with healthcare insurance programs (e.g., Medicaid), business administration, and enterprise platforms (e.g., ERP, claims, payroll, tax, customer-facing systems)
    • Experience operating in regulated and/or multi-region environments
    • Bachelor's degree or higher
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    The Company
    HQ: Sturgis, MI
    1,465 Employees
    Year Founded: 2004

    What We Do

    GT Independence is a national leader in financial management (FMS) services, built by a family, for families. We started out as a single family, and we've grown into a national company that serves tens of thousands of people across the United States. But we haven’t forgotten our roots. GT is still a family-owned company—and we’re also a disability-owned and led organization that understands daily life with disabilities and long-term care needs. Our foundation is on the beliefs of inclusion, respect, and family. GT's mission: To help people live a life of their choosing regardless of age or ability.

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