Lead Director – Software Development Engineering (AI & Automation)

CVS Health • Richardson, TX

2d

About The Position

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 Overview The Lead Director – AI Software Engineering is a pivotal role within a dynamic organization, serving as a key partner to both business and IT leaders. This position provides the opportunity to make a significant impact for customers utilizing Pharmacy Benefits. The ideal candidate possesses a passion for organizational excellence, attention to detail, and the ability to facilitate the success of their unit, while also providing direct support to the Executive Director of Adjudication Services Engineering at Caremark. We seek an exceptionally skilled and motivated Lead Director – AI Software Engineering with a strong background in building and leading high-performing teams specializing in Testing, Automation, and Production Operations. The Lead Director is expected to actively manage engineering teams, foster innovative thinking, and develop technical solutions to optimize business processes. This role includes coaching and mentoring engineers to ensure the consistent delivery of high-quality products and services. Candidates who are passionate about quality engineering, automation, and operations leveraging the latest AI technologies, and who have a proven record of leading successful teams in fast-paced environments, are encouraged to apply.

Requirements

• 10+ years of Information Technology experience across various technological platforms, including leadership and development management experience.
• 10+ years of experience in testing and automation leadership roles, with a minimum of 5 years focused on cloud-native environments (IBMi AS400, GCP, and Azure highly preferred) testing AI solutions.
• 10+ years of experience translating complex testing and automation strategies into strategic business outcomes.
• 5+ years of experience as a testing lead for large-scale AI or digital transformation programs in a high-performance Agile environment.
• 4+ years of hands-on development experience across multiple technological platforms.
• 3+ years of experience leveraging AI technologies and testing and automation techniques for validating these technologies, including unit, integration, quality and model testing, regression, and performance validation.
• Bachelor's degree or equivalent experience

Nice To Haves

• Executive-level communication skills with the ability to effectively articulate strategic concepts to multiple stakeholders.
• Background in Health Care and Pharmacy Benefit Management (PBM).
• Experience with IBMi AS400 and GCP-Azure platforms.
• Hands-on experience with Large Language Models (LLM) and their practical applications in AI.
• At least 7 years of experience with API testing tools such as Postman, Swagger, or similar tools.

Responsibilities

• Lead a variety of testing and automation strategies across IT and Business Operations using AI platforms, ensuring high-quality, scalable delivery aligned with internal and external business objectives and customer experience goals.
• Own the end-to-end execution of quality assurance processes across AI model validation, automation, and manual testing, driving consistent quality outcomes and timely release cycles.
• Oversee the development and adoption of AI-Driven Operations (AIOps) and Automation capabilities to enable proactive issue detection, alert noise reduction, and predictive failure prevention. Implement AI-assisted incident triage, automated runbooks, root-cause analysis, and self-healing systems.
• Collaborate with the AI Platform team to integrate Large Language Models (LLMs) and Machine Learning (ML) models into operational workflows, including log summarization, anomaly detection, and remediation.
• Champion modern testing and operational practices, as well as emerging technologies, including agile testing methodologies, automation frameworks, and AI-specific testing tools.
• Work closely with product, engineering, and leadership teams to identify quality risks, communicate insights and metrics, and proactively enhance the customer experience.
• Provide both strategic and tactical engineering and architecture leadership, including developing delivery and resource plans, creating roadmaps, and driving operational excellence.
• Optimize operating costs and budgets by reducing technical debt, offering improved risk visibility through executive-level reporting, and coordinating all program-related activities.
• 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 objectives and key results (OKRs), return on investment (ROI), and key performance indicators (KPIs). Deliver reports on metrics and make recommendations for improved delivery.
• Collaborate with business stakeholders to ensure a clear and actionable engineering backlog. Remove blockers and showcase engineering progress to senior leadership.
• 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 thorough understanding of, and provide guidance on, principles, practices, and techniques relevant to the application area and organization.
• 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 onsite and offshore vendors.
• Ensure all teams adhere to the highest standards of integrity and the Code of Conduct.

Benefits

• Affordable medical plan options, a 401(k) plan (including matching company contributions), and an employee stock purchase plan.
• No-cost programs for all colleagues including wellness screenings, tobacco cessation and weight management programs, confidential counseling and financial coaching.
• Benefit solutions that address the different needs and preferences of our colleagues including paid time off, flexible work schedules, family leave, dependent care resources, colleague assistance programs, tuition assistance, retiree medical access and many other benefits depending on eligibility.

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Number of Employees: 5,001-10,000 employees