Lead Director - Software Development Engineering

CVS Health Digital is seeking a Lead Director – Software Development Engineering to build and execute the Retail Pharmacy modernization technology strategy across multiple pharmacy value streams. The role involves collaborating with business and product leaders to plan, build, and deliver a multi‑year modernization roadmap, leading engineering teams, and driving technology strategy.

• Lead the strategy and creation of a multi‑year modernization roadmap to support modernization of Retail Pharmacy value streams
• Lead the design, foundational framework and development of retail pharmacy products and associated technology assets
• Assess software engineering practices, driving continuous improvement, improving operational efficiency, time to market and overall product quality
• Lead engineering teams, guiding and mentoring them in implementing solutions across a wide range of technological platforms
• People management including hiring, performance management, team building, leading career growth and skill development through coaching, and setting measurable professional goals
• Build and cultivate strong relationships with Business, Product and Technology partners to support the delivery roadmap
• Build relationships and partnerships with vendors to build contingent teams working onshore and offshore/nearshore to support our staffing needs
• Build relationships and partnerships with solution vendors in support of our technological needs
• Conduct technology research and innovation to develop a long‑term strategy based on emerging trends in healthcare and technology industries

• 10+ years of overall Software Development experience utilizing Agile methodologies
• 5+ years of experience in development of microservices using Python, Java (Spring Boot)
• 5+ years of experience in containerization tools and technologies such as Kubernetes, Docker, etc.
• 3+ years of experience in cloud platforms (GCP preferred)
• 1+ years of experience using Agentic AI frameworks and generative AI based web‑services and tools

• Experience in hiring, leading high performing distributed multi‑sited/remote software engineering teams
• Experience in performance management, team building, leading career growth and skill development through coaching, and setting measurable professional goals
• Strong problem‑solving abilities and a data‑driven mindset
• Experience in defining and analyzing KPIs to measure project success
• Out of the box thinker and implementor with open source publicly visible work on Git Hub
• Experience in understanding AI/ML algorithms, frameworks, and tools
• Experience working with distributed teams, working across multiple time zones and geographies
• Experience conceiving and building healthcare or wellness products
• Experience in Healthcare or Pharmacy domain
• Experience working with onshore and offshore technology resources from vendors

Bachelor’s degree or equivalent experience (HS diploma + 4 years relevant experience).

Typical pay range:$–$annual salary.

Medical, dental, and vision coverage; paid time off; retirement savings options; wellness programs; and other resources, based on eligibility.

CVS Health is an affirmative action employer and an equal opportunity employer. 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.