Lead Director – Software Engineering; Modernization & Reliability

Position Overview

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.

The Lead Director is a critical role, supporting a dynamic organization and partnering with both business and IT leaders. This position offers the opportunity to make a meaningful difference for customers utilizing Pharmacy Benefits. The ideal candidate brings a passion for organization, attention to detail, and the ability to facilitate the success of their unit while providing direct support to the Executive Director of Adjudication Services Engineering s leadership position is essential within the adjudication technology organization, driving key transformation initiatives and fostering innovation through creative solutions.

The Lead Director is expected to take a hands‑on approach to managing engineering teams and to encourage out‑of‑the‑box thinking to develop technical solutions for business processes. High standards will be set and maintained for the continuous improvement and development of both new and existing products and platforms within the adjudication ecosystem.

• Provide strategic and tactical engineering and architecture leadership, including the creation of delivery and resource plans, generation of roadmaps, and driving operational excellence.
• Optimize operating costs and budgets by reducing technical debt, offering enhanced risk visibility through executive‑level reporting, and coordinating all program‑related activities.
• Oversee engineering teams operating on both legacy IBMi AS400 and modern cloud platforms such as GCP and Azure.
• Lead teams composed of engineering managers, engineers, product leads, and quality engineers, employing a player‑coach leadership style.
• Drive modernization and automation initiatives (e.g. API, Platform Migration, etc.), conduct comprehensive analyses of business operations to identify opportunities for AI integration and automation.
• Provide strategic direction for the SRE function, aligning SRE strategies with enterprise goals.
• Develop strategies for observability, monitoring, automation, and reliability improvements across applications.
• Partner with Dev Ops and Platform teams to ensure safe, automated, and scalable CI/CD pipelines.
• Guide the planning and execution of projects and programs, establish technical and functional standards and practices, and oversee processes, procedures, career development, and skillset mapping.
• Define OKRs and KPIs, deliver reports on metrics, and make recommendations for improving delivery.
• Collaborate with business stakeholders to ensure a clear and actionable engineering backlog is created.
• Remove blockers and demonstrate engineering progress to senior leadership.
• Establish frameworks for consistent and effective software delivery practices.
• Facilitate communication between technical and non‑technical stakeholders to ensure alignment on priorities and deliverables.
• Participate in annual budgeting, capital processes, and quality improvement activities for the organization.
• Demonstrate a deep understanding of, and provide guidance on, principles, practices, and techniques relevant to the application area and organization.
• Conduct periodic assessments of CVS and vendor resources.
• Provide formal and informal feedback to address performance gaps, including functional, technical, and soft skills.
• Actively participate in recruitment and selection processes for both CVS and vendor candidates, and lead relationships with both onsite and offshore vendors.
• Ensure that all teams adhere to the highest standards of integrity and the Code of Conduct.

• 10+ years of Information Technology experience across various technological platforms, including leadership and development management experience.
• 10+ years of experience in IT principles, development…