Executive Director, Digital Transformation & Platform Engineering

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.

Are you a technology transformation leader who wants to own the modernization of a multi-billion‑dollar healthcare business? CVS Health is seeking an Executive Director, Digital Transformation & Platform Engineering, to serve as the senior technology executive for the modernization of Meritain Health, one of the nation's largest third‑party administrators. This is a rare opportunity to architect and lead a multi‑year strategic transformation that will redefine how millions of members, employers, brokers, and providers experience their health benefits.

In this high‑impact role, you will serve as the senior engineering executive for the transformation, owning the technical strategy, engineering roadmap, and software delivery accountability across the program. You will own the technology vision, strategic roadmap, and delivery accountability for the full transformation program spanning: digital experience, data and AI platforms, service operations, and core platform modernization. You will lead a multi‑disciplinary organization directly responsible for digital platform engineering and data & AI, while governing transformation execution across the broader engineering organization and partnering with Product, Architecture, and Delivery functions.

Success in this role will require building strong partnerships across CVS Health and Aetna technology organizations, leveraging enterprise capabilities, and aligning transformation decisions with broader enterprise technology strategies while delivering business‑specific outcomes. You will be the technology face of the transformation to executive business sponsors, accountable for translating a bold growth ambition into modern, AI‑native, cloud‑based capabilities that drive measurable business value.

• Serve as the single accountable technology executive for the Meritain transformation program, owning strategic roadmap, financial oversight, and driving key technology decisions across all delivery work streams in alignment with broader CVS Enterprise & Aetna technology strategies.
• Own the development and value realization of the transformation business case, at both the overall program level and the initiative level, ensuring investments deliver measurable, accountable business outcomes and ROI.
• Define and drive the end‑to‑end transformation technology strategy, modernizing legacy core platforms into a modern, AI‑native, cloud‑based ecosystem that enables growth and competitive differentiation.
• Lead the digital platform engineering and data & AI engineering organizations end‑to‑end as direct ownership responsibilities, setting engineering strategy, technical roadmap, and execution priorities for both functions, while owning resourcing, talent development, and skill allocation across teams to deliver differentiated digital experiences and AI‑driven capabilities.
• Govern transformation execution across core platform engineering teams that do not directly report to you, holding them accountable to program milestones, architecture standards, and funding decisions.
• Chair the Transformation Office governance, coordinating Engineering, Product, Architecture, Delivery, and Business in an integrated operating model.
• Own architecture, build‑versus‑buy, and vendor selection decisions across the program, aligning transformation goals with enterprise standards and existing CVS Health and Aetna capabilities while ensuring delivery accountability.
• Drive AI‑native modernization, embedding generative AI, automation, and advanced analytics across the member experience, service operations, and core adjudication and claims processing.
• Partner with and influence executive business sponsors, presenting program…