via LinkedIn
$85K - 150K a year
Lead enterprise-wide digital transformation and strategic initiatives to drive growth and operational efficiency.
Requires progressive leadership in digital transformation, strategy, and business operations with strong analytical and communication skills.
Head of Digital & Strategy Remote (U.S.) | GT Independence Transform the Future of Self-Direction At GT Independence, people are at the heart of everything we do. We are a national, family-founded Financial Management Services (FMS) organization that supports more than 55,000 individuals across the United States in self-directing their long-term services and supports. We empower people to live a life of their choosing through innovative services, technology, and person-centered support. As we continue our national growth and digital transformation journey, we are seeking a Head of Digital & Strategy to lead enterprise-wide innovation, strategic initiatives, digital modernization, and business transformation efforts. About the Role The Head of Digital & Strategy is a senior executive leadership position responsible for developing and executing GT Independence's digital vision and strategic roadmap. This leader will partner closely with executive leadership to identify growth opportunities, enhance operational efficiency, improve customer experiences, and drive innovation across the organization. This is an ideal opportunity for a strategic thinker who combines business acumen, digital transformation expertise, data-driven decision-making, and a passion for building scalable solutions in a mission-driven environment. Key Responsibilities • Develop and execute GT Independence's enterprise digital and business strategy. • Lead organization-wide digital transformation initiatives and modernization efforts. • Identify opportunities to improve operational performance, customer experience, and scalability through technology and process innovation. • Partner with executive leadership to support long-range planning, growth initiatives, and market expansion strategies. • Utilize data, analytics, and business intelligence to drive strategic decisions. • Lead cross-functional teams in planning and executing complex strategic programs. • Evaluate emerging technologies, automation opportunities, and digital solutions that drive business value. • Establish KPIs and performance metrics to measure strategic initiative outcomes. • Foster a culture of innovation, continuous improvement, and organizational excellence. • Serve as a trusted advisor to executive leadership on business strategy, transformation, and innovation opportunities. What We're Looking For Required Qualifications • Bachelor's degree in Business Administration, Strategy, Technology, Information Systems, or a related field. • Progressive leadership experience in digital transformation, strategy, consulting, business operations, or technology leadership. • Demonstrated success leading enterprise-wide strategic initiatives and organizational change. • Strong analytical, financial, and problem-solving capabilities. • Experience working across multiple business functions and executive stakeholders. • Exceptional communication, influence, and leadership skills. Preferred Qualifications • Master's degree (MBA or related advanced degree). • Experience within healthcare, HCBS, Medicaid, financial services, or highly regulated industries. • Experience leading digital product, technology, innovation, or transformation teams. • Strong understanding of customer experience strategy, process optimization, and operational excellence. Why Join GT Independence? • Mission-driven organization making a meaningful impact in people's lives every day. • Remote-first work environment. • Nationally recognized workplace culture and growth opportunities. • Opportunity to shape the future of self-directed care and digital innovation. • Collaborative executive leadership team. • Competitive compensation and benefits package. Ready to Lead What's Next? If you're a visionary leader passionate about digital transformation, strategic growth, and creating meaningful impact at scale, we'd love to hear from you. Apply today and help shape the future of independence.
This job posting was last updated on 7/7/2026