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 ourselves accountable 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
Health100 is America's trusted front door to health and care. The Health100 platform integrates any participating health plan, PBM, pharmacy (retail and specialty), provider, digital health point solution provider, and employer, and addresses the top health care challenges for the consumer.
We are looking for a hands-on, passionate engineering leader to join a high-energy, mission-driven team on the forefront of digital health innovation — reinventing how consumers engage with their health. As the Lead Director of Software Engineering, you will lead the strategic vision, development, and execution of our platform engineering roadmap. You will drive innovation, manage cross-functional teams, and ensure the delivery of high-quality products that exceed consumer expectations.
As a key strategic leader, you will own integration strategy and execution across multiple domains, managing partner requirements, technical constraints, and external commitments while advancing platform modernization initiatives. You will partner closely with external stakeholders, understand their technical constraints and success criteria, and communicate risks and feasibility clearly in both technical and business terms.
Responsibilities:
Strategic & technology roadmap ownership: Define and drive multi-team product and technical roadmaps, aligning engineering investments, architectural direction, and delivery priorities with business outcomes
Engineering excellence & delivery governance: Establish scalable engineering standards, operational frameworks, and risk management practices to ensure quality, efficiency, and reliable execution across teams
Organizational leadership & talent strategy: Lead, mentor, and grow engineering managers and senior engineers, owning hiring, performance management, career development, succession planning, and a culture of accountability and high performance
Cross-functional and external stakeholder alignment: Partner closely with Product, Business, Architecture, Design, Security, and external partners to translate strategy into executable programs with clear milestones, accountable ownership, and measurable outcomes
Technical complexity and ambiguity navigation: Own architecturally complex initiatives across multiple domains, guiding teams through evolving requirements, tight dependencies, and external commitments that require disciplined execution and sound technical judgment
Resource scaling and innovation: Manage vendor and contingent workforce strategies while leading technology research across AI, cloud, and distributed systems to inform long-term platform investments, optimize integrations, and improve operational outcomes
Required Qualifications
12+ years of hands-on software engineering experience in large-scale distributed platforms, including complex integration and interoperability challenges; 5+ years of experience leading managers and senior engineers through complex technical initiatives
Proven delivery of large-scale, multi-team engineering programs, owning strategy through execution across complex integrations, platform modernization, and cloud migrations in fast-paced digital or healthcare technology environments
Strong technical depth in distributed systems and cloud-native architectures, including microservices (Java/Spring Boot, Python), DevOps (CI/CD, Kubernetes/Docker), and cloud platforms (GCP preferred)
Executive-level communication and influence skills and demonstrated success building and scaling high-performing engineering organizations, including distributed teams and vendor partnerships
Hands-on experience delivering AI-enabled or generative AI–integrated software solutions that produced measurable business or operational outcomes
Preferred Qualifications
Proven experience hiring and leading high-performing, distributed engineering teams, including multi-site and fully remote models
Demonstrated data-driven problem solving, using quantitative analysis to guide decisions and improve outcomes
Hands-on experience defining, tracking, and analyzing KPIs to measure engineering productivity, delivery health, and project success
Experience delivering healthcare or wellness technology solutions, working effectively with both onshore and offshore teams
Education
Bachelor’s degree in Computer Science, Information Systems, Engineering, related field, or equivalent experience (High school diploma plus 4 years relevant work experience)
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.
Additional details about available benefits are provided during the application process and on Benefits Moments.
Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.
Skills Required
- 12+ years of hands-on software engineering experience with large-scale distributed platforms and complex integration or interoperability challenges
- 5+ years of experience leading managers and senior engineers through complex technical initiatives
- Experience delivering large-scale, multi-team engineering programs across integrations, platform modernization, and cloud migrations
- Technical depth in distributed systems and cloud-native architectures
- Experience with microservices using Java, Spring Boot, and Python
- Experience with DevOps, CI/CD, Kubernetes, and Docker
- Experience with cloud platforms; GCP preferred
- Executive-level communication and influence skills
- Experience building and scaling high-performing engineering organizations, including distributed teams and vendor partnerships
- Hands-on experience delivering AI-enabled or generative AI-integrated software solutions with measurable outcomes
- Experience hiring and leading high-performing distributed engineering teams, including multi-site and fully remote models
- Data-driven problem-solving experience using quantitative analysis
- Experience defining, tracking, and analyzing engineering productivity, delivery health, and project-success KPIs
- Experience delivering healthcare or wellness technology solutions
- Experience working with onshore and offshore teams
- Bachelor's degree in Computer Science, Information Systems, Engineering, or a related field, or equivalent experience
- High school diploma plus 4 years of relevant work experience may substitute for the degree
CVS Health Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about CVS Health and has not been reviewed or approved by CVS Health.
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Healthcare Strength — Health coverage includes medical, dental, and vision with HSA-eligible options, free preventive care, virtual care, and access to MinuteClinic services. Mental-health resources such as counseling support are emphasized, and coverage is often considered solid for full-time colleagues.
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Retirement Support — A dollar-for-dollar 401(k) match up to 5% after one year and an Employee Stock Purchase Plan are consistently highlighted in Total Rewards materials. Feedback suggests retirement programs are a meaningful strength within the overall package.
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Wellbeing & Lifestyle Benefits — Wellbeing offerings include up to 20 no-cost counseling sessions per issue, backup care, tuition assistance, and substantial in-store discounts, alongside broader wellness tools. These everyday perks expand value beyond base pay and can be especially meaningful for full-time schedules.
CVS Health Insights
What We Do
CVS Health is the leading health solutions company that delivers care in ways no one else can. We reach people in more ways and improve the health of communities across America through our local presence, digital channels and our nearly 300,000 dedicated colleagues – including more than 40,000 physicians, pharmacists, nurses and nurse practitioners. Wherever and whenever people need us, we help them with their health – whether that’s managing chronic diseases, staying compliant with their medications, or accessing affordable health and wellness services in the most convenient ways. We help people navigate the health care system – and their personal health care – by improving access, lowering costs and being a trusted partner for every meaningful moment of health. And we do it all with heart, each and every day.
