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.
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.
Required Qualifications
10+ years of Information Technology experience across various technological platforms, including leadership and development management experience.
10+ years of experience translating complex testing and automation strategies into strategic business outcomes.
5+ 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. in a high-performance Agile environment.
5 years focused on cloud-native environments (i.e. IBMi AS400, GCP, and Azure highly preferred)
4+ years of hands-on development experience across multiple technological platforms.
Preferred Qualifications
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.
Bachelor's degree or equivalent 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
- 10+ years of Information Technology experience
- 10+ years of experience in testing and automation leadership roles
- 5+ years focused on cloud-native environments testing AI solutions
- 5+ years of experience as a testing lead in a high-performance Agile environment
- 3+ years of experience leveraging AI technologies for validation
- Bachelor's degree or equivalent experience
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 — Healthcare coverage is positioned as comprehensive for benefits-eligible colleagues, including medical, dental, and vision with free preventive care and access to virtual care and select no-cost MinuteClinic services. Mental health support is also highlighted with no-cost confidential counseling sessions per issue.
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Retirement Support — Retirement benefits include a 401(k) with a dollar-for-dollar match up to 5% after meeting service and hours requirements. Ownership programs are also offered through an employee stock purchase plan with a stated purchase discount.
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Pay Growth & Progression — A companywide minimum wage floor establishes a baseline that is framed as a positive starting point in some roles and markets. Unionized or high-cost areas are described as having clearer wage scales and step-ups that can materially lift pay over time.
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.
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