Principal Engineer, Technology Transformation & AI Enablement

Posted Yesterday
2 Locations
In-Office or Remote
144K-288K Annually
Expert/Leader
Fitness • Healthtech • Retail • Pharmaceutical
The Role
Leads enterprise technology transformation, modernization, cloud adoption, architecture standards, engineering enablement, and responsible AI adoption. Develops modernization roadmaps, guides future-state architectures, promotes DevSecOps and platform engineering, evaluates emerging technologies, establishes governance and reusable patterns, mentors technical leaders, and influences technology strategy across engineering, architecture, security, infrastructure, product, and delivery organizations.
Summary Generated by Built In

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 Summary

Aetna Technology is seeking a Principal Engineer, Architecture, AI & Enablement to serve as a strategic technical leader responsible for accelerating modernization, improving engineering effectiveness, enabling responsible AI adoption, and helping guide technology transformation across a complex enterprise technology portfolio.

This role operates at enterprise scale and serves as a key partner to Engineering, Enterprise Architecture, Platform Engineering, Security, Product, Infrastructure, and Delivery organizations. The successful candidate will help translate enterprise technology strategy into practical engineering execution by developing modernization roadmaps, establishing technology standards, promoting engineering best practices, and enabling adoption of emerging technologies.

The Principal Engineer will play a critical role in helping engineering teams modernize legacy systems, adopt cloud-native technologies, improve software delivery practices, and evaluate opportunities to leverage AI capabilities in a responsible and scalable manner. This individual will influence technical direction across multiple platforms and business domains while partnering closely with senior technology leaders to drive consistent and sustainable technology outcomes.

The ideal candidate combines deep software engineering and architecture expertise with experience leading large-scale modernization initiatives, cloud transformation efforts, engineering enablement programs, and enterprise-wide technology change.


This position can work remotely from anywhere in the continental USA.


Primary Responsibilities


Enterprise Technology Leadership

  • Serve as a trusted technical advisor to engineering leaders, architects, product teams, and business stakeholders.
  • Partner closely with Enterprise Architecture to translate enterprise technology standards into actionable engineering guidance and implementation patterns.
  • Influence technology strategy, engineering practices, modernization priorities, and architectural decisions across multiple organizations.
  • Drive alignment between long-term technology strategy and engineering execution.
  • Promote consistent adoption of enterprise technology standards, architectural principles, and engineering best practices.

Modernization & Transformation

  • Lead and support modernization initiatives across a diverse portfolio of enterprise applications, platforms, and services.
  • Develop modernization roadmaps that support application transformation, cloud adoption, platform evolution, technology simplification, and operational improvement.
  • Evaluate existing technology landscapes and define future-state architectures that improve scalability, resiliency, maintainability, and business agility.
  • Guide engineering organizations through complex technology transformations while balancing business objectives, delivery commitments, and technical debt reduction.
  • Identify opportunities to improve platform consistency, accelerate delivery, and increase engineering efficiency through reusable solutions and architectural patterns.

Architecture & Engineering Enablement

  • Define and promote engineering standards, reference architectures, implementation frameworks, and reusable technology patterns.
  • Partner with engineering teams to accelerate adoption of cloud-native, platform engineering, DevSecOps, and software engineering best practices.
  • Participate in architecture reviews, technical design discussions, and governance forums.
  • Guide engineering teams in evaluating technology options, architectural approaches, modernization strategies, and platform capabilities.
  • Promote security, resiliency, observability, performance, maintainability, and operational excellence throughout the software development lifecycle.

AI Enablement & Emerging Technology Adoption

  • Identify opportunities to leverage AI technologies to improve engineering productivity, delivery efficiency, automation, and operational effectiveness.
  • Help establish governance frameworks, standards, and guardrails for responsible AI adoption.
  • Partner with architecture, engineering, security, and compliance stakeholders to evaluate emerging AI technologies and implementation approaches.
  • Provide technical leadership on AI-assisted software development, testing, automation, and engineering workflows.
  • Guide technology adoption decisions by balancing innovation, business value, security, compliance, and operational considerations.

Technical Leadership & Collaboration

  • Mentor senior engineers, architects, and technical leaders.
  • Lead technical communities of practice and knowledge-sharing initiatives.
  • Facilitate collaboration across engineering, architecture, platform, security, infrastructure, and product organizations.
  • Influence technical direction through expertise, leadership, and partnership rather than organizational authority.
  • Serve as a technical escalation point for complex architectural, modernization, and technology-related challenges.

Required Qualifications

  • 10+ years of experience in software engineering, software architecture, platform engineering, or related technical leadership roles.
  • 5+ years of experience leading large-scale technology modernization, transformation, cloud adoption, or enterprise architecture initiatives.
  • Deep expertise in enterprise application architecture, software engineering practices, distributed systems, and modern software delivery methodologies.
  • Experience partnering with architecture and engineering organizations to drive enterprise technology strategy and execution.
  • Strong experience with cloud platforms, modern application architectures, and platform engineering concepts.
  • Experience implementing DevSecOps practices, CI/CD pipelines, engineering automation, and developer productivity solutions.
  • Experience evaluating and enabling AI-assisted engineering capabilities and emerging technology adoption.
  • Demonstrated success influencing technical decisions across large organizations without direct management authority.
  • Strong communication skills with the ability to engage engineering teams, architects, executive stakeholders, and business leaders.
  • Experience mentoring senior technical contributors and technical leadership teams.

Preferred Qualifications

  • Experience within healthcare, health insurance, financial services, or other highly regulated industries.
  • Experience modernizing complex legacy application portfolios and supporting enterprise technology transformation initiatives.
  • Experience with cloud-native platforms, Kubernetes, OpenShift, containerization, infrastructure automation, and platform engineering practices.
  • Experience establishing engineering standards, governance models, operating frameworks, and technology adoption strategies.
  • Experience evaluating AI technologies including generative AI, retrieval-augmented generation (RAG), agentic workflows, model orchestration, evaluation frameworks, guardrails, monitoring, and human-in-the-loop controls.
  • Experience with architecture decision records (ADRs), domain-driven design, event-driven architectures, APIs, microservices, and distributed systems.
  • Experience developing internal engineering platforms, paved-road engineering patterns, or engineering enablement programs.
  • Relevant cloud, architecture, Kubernetes, DevOps, security, or AI-related certifications.

Education

  • Bachelor's degree in Computer Science, Engineering, Information Technology, or a related technical field, or equivalent combination of education and practical experience.
  • Master's degree in Computer Science, Engineering, Information Technology, Business Technology, or a related discipline preferred.

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.

This full‑time position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial well‑being of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility.


Additional details about available benefits are provided during the application process and on
Benefits Moments.

We anticipate the application window for this opening will close on: 12/31/2026

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 experience in software engineering, software architecture, platform engineering, or related technical leadership roles
  • 5+ years leading large-scale technology modernization, transformation, cloud adoption, or enterprise architecture initiatives
  • Deep expertise in enterprise application architecture, software engineering practices, distributed systems, and modern software delivery methodologies
  • Experience partnering with architecture and engineering organizations to drive enterprise technology strategy and execution
  • Strong experience with cloud platforms, modern application architectures, and platform engineering concepts
  • Experience implementing DevSecOps practices, CI/CD pipelines, engineering automation, and developer productivity solutions
  • Experience evaluating and enabling AI-assisted engineering capabilities and emerging technology adoption
  • Demonstrated success influencing technical decisions across large organizations without direct management authority
  • Strong communication skills engaging engineering teams, architects, executive stakeholders, and business leaders
  • Experience mentoring senior technical contributors and technical leadership teams
  • Bachelor's degree in Computer Science, Engineering, Information Technology, or related field, or equivalent education and practical experience
  • Experience in healthcare, health insurance, financial services, or another highly regulated industry
  • Experience modernizing complex legacy application portfolios and supporting enterprise technology transformation initiatives
  • Experience with cloud-native platforms, Kubernetes, OpenShift, containerization, infrastructure automation, and platform engineering
  • Experience establishing engineering standards, governance models, operating frameworks, and technology adoption strategies
  • Experience with generative AI, RAG, agentic workflows, model orchestration, evaluation frameworks, guardrails, monitoring, and human-in-the-loop controls
  • Experience with ADRs, domain-driven design, event-driven architectures, APIs, microservices, and distributed systems
  • Experience developing internal engineering platforms, paved-road engineering patterns, or engineering enablement programs
  • Relevant cloud, architecture, Kubernetes, DevOps, security, or AI certifications
  • Master's degree in Computer Science, Engineering, Information Technology, Business Technology, or related discipline

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.

  • Healthcare Strength — Health coverage includes medical, dental, and vision with HSA-eligible options, free preventive care, virtual care, and access to MinuteClinic services. Mental-health resources such as counseling support are emphasized, and coverage is often considered solid for full-time colleagues.
  • Retirement Support — A dollar-for-dollar 401(k) match up to 5% after one year and an Employee Stock Purchase Plan are consistently highlighted in Total Rewards materials. Feedback suggests retirement programs are a meaningful strength within the overall package.
  • Wellbeing & Lifestyle Benefits — Wellbeing offerings include up to 20 no-cost counseling sessions per issue, backup care, tuition assistance, and substantial in-store discounts, alongside broader wellness tools. These everyday perks expand value beyond base pay and can be especially meaningful for full-time schedules.

CVS Health Insights

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The Company
HQ: Woonsocket, RI
119,959 Employees
Year Founded: 1963

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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