Director Technology Strategy Jobs in Springfield, MA

We're building a world of health around every individual - shaping a more connected, convenient and compassionate health experience. At CVS Health, you'll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselvesaccountable and prioritize safety and quality in everything we do. Join us and be part of something bigger - helping to simplify health care one person, one family and one community at a time.

POSITION SUMMARY

As a Lead Director, Technology Strategy and Program Governance, you will play a critical leadership role in shaping the strategy, governance, and operational excellence of the Third-Party Administrator and Payer Solutions Technology organization. Supporting technology capabilities across Meritain Health, one of the nation's largest third-party administrators, and a portfolio of payer solutions businesses within the Aetna ecosystem, this organization delivers innovative technology solutions that enable growth, operational excellence, and exceptional client experiences.

The Lead Director, Technology Strategy and Program Governance is responsible for aligning technology investments, strategic priorities, and organizational execution to drive business growth, technology transformation, and delivery excellence. Serving as a trusted advisor to the Head of Technology for Third-Party Administrator and Payer Solutions, this highly visible leader will provide strategic leadership across planning, portfolio governance, financial management, executive communications, and organizational effectiveness.

As part of a 300-person technology organization undergoing significant growth and transformation, the Lead Director, Technology Strategy and Program Governance will help define the multi-year technology vision, influence investment decisions, and strengthen governance practices that improve transparency, accountability, and execution at scale. This role offers a unique opportunity to partner directly with executive leadership, shape the future of healthcare technology, and drive enterprise-wide impact through strategy, innovation, and operational excellence.

This is a United States-based remote position and may be performed from anywhere within the United States. Candidates located in the Eastern time zones, or those able to work primarily within Eastern Time Zone business hours, are preferred to support collaboration with technology and business stakeholders.

KEY RESPONSIBILITIES -

• Define and evolve the multi-year technology strategy, executive roadmap, and investment priorities while translating strategic objectives into actionable plans, business cases, and executive presentations for leadership and board-level stakeholders.

• Lead the operating rhythm of the technology organization, including strategic planning, leadership team governance, operating reviews, workforce planning, executive forums, and organizational communications.

• Oversee technology portfolio governance, capital planning, financial management, and strategic initiatives to ensure investments align with business priorities and deliver measurable outcomes.

• Drive accountability across strategic programs and technology initiatives by monitoring delivery performance, risks, dependencies, operational metrics, and portfolio health while ensuring transparency to executive leadership.

• Partner with Engineering, Product, Architecture, Operations, Finance, Human Resources, and business stakeholders to strengthen organizational effectiveness, talent strategy, delivery governance, and technology transformation outcomes.

REQUIRED QUALIFICATIONS

• 10+ years of experience in technology strategy, business management, strategic planning, portfolio management, program governance, technology operations, or related leadership roles, including 4+ years of leadership experience within a large, complex organization.

• 10+ years of experience partnering with senior executives and influencing strategic, operational, financial, and technology-related decisions across multiple stakeholder groups without direct authority.

• 10+ years of experience leading technology portfolios, strategic initiatives, program delivery, investment planning, capital planning, financial governance, or organizational transformation initiatives within large-scale technology organizations.

• 10+ years of experience developing executive-level presentations, strategic narratives, business cases, operating reviews, board materials, and leadership communications that influence organizational priorities and drive business outcomes.

• 5+ years of experience working across technology disciplines including software development, security, infrastructure management, technology operating models, and emerging technologies to diagnose complex technical challenges, identify root causes, develop solution options, and drive effective executive decision-making.

PREFERRED QUALIFICATIONS

• Experience within a healthcare, payer, third-party administrator, financial services, or Fortune 100 technology organization.

• Experience in technology strategy, management consulting, digital transformation, innovation, or business management functions supporting senior technology leadership.

• Familiarity with healthcare technology trends, payer modernization, digital health platforms, Artificial Intelligence, and emerging technologies impacting healthcare operations.

• Experience supporting a Chief Technology Officer, Head of Technology, or senior technology executive in strategy, planning, portfolio management, program governance, or business operations functions.

• Experience governing large-scale transformation programs, technology investment planning, capital planning, portfolio prioritization, and executive reporting within complex organizations.

EDUCATION

Bachelor's degree from accredited university or equivalent work experience (HS diploma + 4 years relevant experience).

BUSINESS OVERVIEW

Bring your heart to CVS Health. Every one of us at CVS Health shares a single, clear purpose: Bringing our heart to every moment of your health. This purpose guides our commitment to deliver enhanced human-centric health care for a rapidly changing world. Anchored in our brand - with heart at its center - our purpose sends a personal message that how we deliver our services is just as important as what we deliver. Our Heart At Work Behaviors support this purpose. We want everyone who works at CVS Health to feel empowered by the role they play in transforming our culture and accelerating our ability to innovate and deliver solutions to make health care more personal, convenient and affordable. We strive to promote and sustain a culture of diversity, inclusion and belonging every day. CVS Health is an affirmative action employer, and is an equal opportunity employer, as are the physician-owned businesses for which CVS Health provides management services. We do not discriminate in recruiting, hiring, promotion, or any other personnel action based on race, ethnicity, color, national origin, sex/gender, sexual orientation, gender identity or expression, religion, age, disability, protected veteran status, or any other characteristic protected by applicable federal, state, or local law. We proudly support and encourage people with military experience (active, veterans, reservists and National Guard) as well as military spouses to apply for CVS Health job opportunities.

Pay Range

The typical pay range for this role is:

$144,200.00 - $288,400.00

This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls. The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors. This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above. This position also includes an award target in the company's equity award program.

Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.

Great benefits for great people

We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families.

This fulltime position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial wellbeing of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility.

Additional details about available benefits are provided during the application process and on Benefits Moments.

We anticipate the application window for this opening will close on: 07/31/2026

Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.