Vice President, Digital Engineering Health100

Were building a world of health around every individual shaping a more connected convenient and compassionate health experience. At CVS Health youll be surrounded by passionate colleagues who care deeply innovate with purpose hold ourselvesaccountable 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.

Health100 is recruiting for a VP Digital Engineering to lead cross-functional engineering capabilities for the Health100 platform spanning digital identity and account management payments solutions engineering and AI solutions. This is a highly technical and strategic leadership role where this leader will not only manage the teams delivering new features and capabilities but also guide architectural direction and digital best practices to future-proof the platform. The ideal candidate operates as a true partner to Product co-owning the roadmap and capability definition in addition to executing against it. This leader brings a builders instinct for moving fast cutting through ambiguity and shipping solutions. Were looking for someone who can bring a startup-caliber sense of urgency and ownership to an enterprise-scale platform positioning Health100 as an industry-leading consumer health experience.

You will make an impact by:

Partnering directly with Product leadership to define and shape the Health100 roadmap and capability set not just receiving requirements but co-driving what gets built in what sequence and why.

Leading a portfolio of cross-cutting engineering capabilities that underpin the Health100 member experience including digital account and profile management digital payments solutions engineering and AI solutions.

Owning engineering for digital account and profile capabilities registration authentication identity verification profile and preference management and consent/privacy controls (including CCPA/CPRA opt-out flows across authenticated and unauthenticated users) ensuring a secure unified member identity experience.

Owning digital payments engineering across Health100 including premium and copay payment flows HSA/FSA integration and third-party payment processor and billing system integrations with a strong focus on PCI-DSS compliance and transaction reliability.

Leading the Solutions Engineering function: translating product and business requirements into technical designs cross-team integration patterns and reusable frameworks/accelerators that let feature teams ship consistently and quickly across Health100.

Leading AI Solutions engineering for Health100 building and scaling Generative AI and agentic capabilities (conversational assistants intelligent workflow automation) designed to be incremental and invisible in the member experience rather than disruptive.

Owning production reliability and operability across the portfolio defining SLOs/SLAs leading incident response and on-call practices and ensuring performance and resiliency against enterprise uptime targets across identity payment and AI transaction volumes.

Driving a bias toward action: favoring rapid iteration lean process and pragmatic build/buy decisions over lengthy planning cycles while still meeting the rigor a regulated healthcare environment demands.

Working closely with other engineering leaders across CVS Healths vertically integrated ecosystem (Caremark Aetna CVS Specialty) to ensure Health100 capabilities integrate cleanly with adjacent platforms over time.

Managing and supporting a large team of engineering resources building a culture of ownership urgency and product-based delivery and helping tenured resources transition to new delivery methodologies.

Tracking and adhering to financial operational and other OKRs/goals within and across the organization. .

Requirements

15 years of experience in digital software development and engineering

10 years overall in a Technology leadership position including managing financials goals and operational metrics

Background as a hands-on software engineer or architect earlier in career with continued fluency in code and system design

Experience leading multiple engineering teams totaling 100 resources

Experience in coding architecting and leading large teams of technologists across multiple time zones and cultures

Track record of partnering closely with Product to shape roadmap and capability strategy not just execute against a fixed backlog

Demonstrated ability to drive fast high-quality execution shipping and iterating in tight cycles rather than over-planning

Deep expertise in software architecture APIs microservices cloud-native platforms and DevSecOps

Previous experience in design architecture and engineering of highly available resilient scalable systems including cloud architectures

Experience building enterprise transaction-based systems with focus on security reliability scalability performance and modern CI/CD techniques

Experience owning production reliability at enterprise scale defining and meeting SLOs/SLAs leading incident response and building strong observability practices

Experience with digital identity and account management systems (OAuth 2.0/OIDC or equivalent)

Experience with digital payments systems and PCI-DSS compliance

Experience delivering AI ML or Generative AI solutions within enterprise software environments

Experience with LLM evaluation frameworks RAG architecture and agent orchestration platforms including model governance and responsible AI practices

Experience supporting digital platforms with large daily visitor volumes (1M visits/day)

Demonstrated experience in taking high-level enterprise strategy and blueprints and converting them into system-level deliverables for delivery

Experience working in a fast-paced dynamic environment with the ability to adapt to change and lead through ambiguity

Demonstrated success in driving innovation and continuous improvement

Strong interpersonal and communication skills effectively communicating key messages to executive leaders and internal/external stakeholders

Preferred Qualifications

Startup high-growth or 0-to-1 product-building experience ideally brought into and adapted for a large enterprise setting

Healthcare pharmacy payer provider or digital health experience

Experience with LLMs agentic architecture conversational AI and intelligent workflow automation

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 companys 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.