Lead Director - Software Engineering (Health100 Platform)

CVS Health Corporation; Northern (KY); Hybrid; USD 144,000 - 288,000; Full time

Benefits offered by this job

Medical coverage

Dental coverage

Vision coverage

Paid time off

Retirement savings options

Wellness programs

Job summary

CVS Health Corporation is seeking an experienced engineering leader to own strategic roadmaps and drive multi-team delivery across healthcare technology platforms. You will mentor engineering managers and senior engineers while shaping governance, standards, and execution plans to achieve business outcomes.

The role emphasizes executive communication, cross-functional collaboration, and overseeing AI-enabled or cloud-enabled initiatives that deliver measurable value.

Qualifications

• 12+ years of hands-on software engineering in large-scale distributed platforms.
• 5+ years leading managers and senior engineers.
• Proven delivery of multi-team programs across complex integrations and cloud migrations.
• Executive-level communication and influence across stakeholders.

Responsibilities

• Define and drive multi-team product and technical roadmaps.
• Establish scalable engineering standards and risk management practices.
• Lead, mentor, and grow engineering managers and senior engineers.
• Partner with Product, Business, Architecture and Design to translate strategy into programs.
• Guide architecturally complex initiatives with sound technical judgment.

Skills

Distributed systems

Cloud-native

Microservices

Java Spring Boot

Python

DevOps

Kubernetes

Executive communication

Leadership

Education

Bachelor's degree in CS/IS/Engineering

Tools

GCP

CI/CD

Kubernetes

Docker

Terraform

Job description

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’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.

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.

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 full-time position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial well-being of colleagues and their families.

• Medical coverage
• Dental coverage
• Vision coverage
• Paid time off
• Retirement savings options
• Wellness programs
• 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: 09/25/2026

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

Our Work Experience is the combination of everything that's unique about us: our culture, our core values, our company meetings, our commitment to sustainability, our recognition programs, but most importantly, it's our people. Our employees are self-disciplined, hard working, curious, trustworthy, humble, and truthful. They make choices according to what is best for the team, they live for opportunities to collaborate and make a difference, and they make us the #1 Top Workplace in the area.