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Director Technology Strategy Jobs in Springfield, MA

Director of Technology

Hartford, CT · On-site

$125K - $160K/yr

Job Details The Director of Technology - Integrated Security Solutions will lead USI's Technology ... Key Responsibilities Division Leadership & Strategy • Own the Technology Division P&L, including ...

IT Manager

Windsor, CT · On-site

$94K - $116K/yr

Direct day-to-day IT operations to maintain dependable, secure, and efficient technology services ... Strong communication and organizational skills with the ability to balance strategic planning and ...

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Director Technology Strategy information

See Springfield, MA salary details

$101.6K

$138.6K

$242.2K

How much do director technology strategy jobs pay per year?

As of Sep 2, 2026, the average yearly pay for director technology strategy in Springfield, MA is $138,614.00, according to ZipRecruiter salary data. Most workers in this role earn between $117,100.00 and $144,500.00 per year, depending on experience, location, and employer.

What is a director technology strategy?

A Director of Technology Strategy is responsible for defining and driving an organization's long-term technology vision to align with business goals. They analyze industry trends, evaluate emerging technologies, and collaborate with executives to create strategic roadmaps. This role requires a deep understanding of both business and technical landscapes to ensure innovation and competitive advantage. Key responsibilities often include technology investment planning, governance, and cross-functional coordination. Ultimately, they bridge the gap between business needs and technological advancements to enable sustainable growth.

What are the typical responsibilities of a director technology strategy on a day-to-day basis?

Directors of Technology Strategy typically spend their days evaluating emerging technologies, aligning IT initiatives with business objectives, and setting long-term technology roadmaps. They frequently collaborate with executive leadership, department heads, and technical teams to ensure cohesive strategy implementation and monitor progress against key performance indicators. In addition to leading cross-functional projects, they may oversee budgets, mentor team members, and manage vendor relationships. This role involves both high-level strategic planning and hands-on problem-solving, offering a dynamic and influential work environment.

What are the key skills and qualifications needed to thrive in the director technology strategy position, and why are they important?

To excel as a Director Technology Strategy, you need a solid background in IT management, technology assessment, and strategic planning, typically supported by a relevant degree and significant leadership experience. Familiarity with enterprise architecture frameworks, digital transformation tools, and certifications such as TOGAF or PMP is highly valued. Strong communication, stakeholder management, and analytical thinking are essential soft skills for this role. These competencies enable effective alignment of technology initiatives with business goals, driving innovation and organizational growth.

What are popular job titles related to Director Technology Strategy jobs in Springfield, MA?

For Director Technology Strategy jobs in Springfield, MA, the most frequently searched job titles are:

What job categories do people searching Director Technology Strategy jobs in Springfield, MA look for?

The top searched job categories for Director Technology Strategy jobs in Springfield, MA are:

What cities near Springfield, MA are hiring for Director Technology Strategy jobs?

Cities near Springfield, MA with the most Director Technology Strategy job openings:

Lead Director, Technology Strategy and Program Governance

CVS Health

Hartford, CT • On-site

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 26 days ago


CVS Health rating

5.8

Company rating: 5.8 out of 10

Based on 4,359 frontline employees who took The Breakroom Quiz

92nd of 113 rated pharmacies


Job description

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 Lead Director, Technology Strategy and Program Governance, you will play a pivotal leadership role in defining the strategic direction, governance model, and operating 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, the Lead Director, Technology Strategy and Program Governance will help drive innovation, business growth, modernization, and exceptional client experiences through technology.

The Lead Director, Technology Strategy and Program Governance serves as a trusted advisor and key strategic partner to the Head of Technology for Third-Party Administrator and Payer Solutions, helping align business objectives, technology investments, organizational priorities, and execution strategies. This highly visible leader will provide direction across strategic planning, portfolio oversight, financial stewardship, executive communications, operating rhythms, and organizational effectiveness while enabling informed decision-making and successful delivery of critical initiatives.

As part of a growing 300-person technology organization, the Lead Director, Technology Strategy and Program Governance will influence the multi-year technology vision, guide investment and prioritization decisions, strengthen governance practices, and establish scalable operating mechanisms that improve transparency, accountability, and business outcomes. The Lead Director, Technology Strategy and Program Governance will partner closely with executive leadership to advance transformation initiatives, elevate organizational performance, and shape the future of healthcare technology through innovation, operational excellence, and measurable impact. This role offers a unique opportunity for the Lead Director, Technology Strategy and Program Governance to serve at the center of technology strategy and execution, working across business and technology teams to accelerate growth, enable modernization, and deliver meaningful enterprise-wide results.

PRIMARY 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 leading enterprise technology strategy, organizational planning, portfolio governance, business operations, and large-scale transformation initiatives within complex organizations.

  • 10+ years partnering with senior technology and business executives to influence investment priorities, operating model evolution, organizational effectiveness, and long-term strategic direction.

  • 10+ years overseeing technology portfolios, capital investments, financial planning, governance processes, delivery performance, and risk management within large-scale technology organizations.

  • 8+ years creating executive presentations, board materials, business cases, operating reviews, strategic recommendations, and leadership communications for C-suite and senior stakeholder audiences.

  • 5+ years collaborating across software engineering, infrastructure, cybersecurity, architecture, product management, and technology operations organizations to drive alignment, solve complex challenges, and accelerate execution.

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: 10/31/2026

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


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