Executive Director, Software Engineering AI Solutions

CVS Health•Woonsocket, RI

8d•$175,100 - $334,750

About The Position

The Executive Director, Software Engineering – AI Solutions will lead the design, development, and delivery of AI-powered software products and platforms that support the Health100 strategy. Reporting to the VP of Engineering, this senior engineering leader will build and scale a high-performing organization that applies Generative AI and agentic technologies to complex healthcare and business challenges. The role translates business opportunities into production-grade software solutions, defines technical strategy, leads multiple engineering teams, establishes engineering excellence practices, and partners with Product, Security, and Business stakeholders to deliver enterprise-scale AI-enabled applications. The role focuses on delivering measurable business outcomes through secure, scalable, resilient, and maintainable software; enabling AI use cases across Health100; modernizing services and applications; and developing engineering leaders and technical talent. The position requires deep software engineering leadership experience and a strong understanding of modern AI technologies.

Requirements

15+ years of software development and technology leadership experience.
10+ years leading large-scale engineering organizations.
5+ years delivering AI, ML, or Generative AI solutions within enterprise software environments.
Experience building cloud-native platforms and distributed systems at scale.
Deep expertise in software architecture, modern engineering practices, APIs, microservices, DevSecOps, and cloud technologies.
Proven track record leading organizations with 50+ engineers across multiple teams.
Experience delivering large-scale customer-facing and enterprise software solutions.
Strong executive communication and stakeholder management skills.
Bachelor's degree.

Nice To Haves

Experience building AI-native products from concept through production deployment.
Healthcare, pharmacy, payer, provider, or digital health experience.
Experience with LLMs, agentic architectures, conversational AI, and intelligent workflow automation.
Experience building internal platforms that enable enterprise-wide AI adoption.
Strong understanding of Responsible AI, model governance, and AI security.

Responsibilities

Lead software engineering teams responsible for designing, developing, deploying, and supporting AI-powered applications and platforms.
Establish engineering best practices, software development standards, architecture governance, and operational excellence.
Drive delivery of secure, scalable, resilient, and maintainable software solutions.
Foster an engineering culture centered on innovation, accountability, quality, and continuous improvement.
Lead development of AI-enabled products that improve customer experiences, operational efficiency, clinical workflows, and business performance.
Establish reusable frameworks, services, and accelerators to enable rapid delivery of AI use cases across Health100.
Evaluate emerging technologies and identify opportunities to create competitive advantages through AI.
Modernize existing services and applications through AI-assisted capabilities and automation.
Recruit, mentor, and develop engineering leaders and technical talent.
Partner with Product Management to define technical solutions aligned with business priorities.
Collaborate with Product, Design, Security, Engineering, and Infrastructure teams to ensure successful delivery.
Communicate engineering strategy, roadmap, risks, and outcomes to executive leadership.
Drive measurable business value through technology investments.