CVS Health
Lead Director - Software Development Engineering (AI Native Applications and Automation)
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
The Lead Director, AI Native Applications & Automations is accountable for building and executing on the strategy of the Center of Excellence for Automation. This technology leader will join forces with business and product leaders to plan, build, execute and deliver a multi-year roadmap for developing AI Native Web Applications starting from Proof Of Concepts to feature rich Applications deployed to our production environments. These applications will align to our Automation and Innovation strategy. The Director will lead a diverse team of full time employees and contract software engineers, ML engineers and QA engineers working across multiple geographies to deliver through multiple agile software releases each year. Accountable for driving the technology strategy, this leader will be responsible for design, development, testing, delivery, and growth and ensure all opportunities to build industry leading technology assets are fully realized.
RESPONSIBILITIES
- Accountable for leading the strategy and implementation of the roadmap for our Automation Center of Excellence.
- Accountable for assessment of software engineering practices, driving continuous improvement, improving operational efficiency, time to market and overall product quality
- Leading engineering teams, guiding and mentoring them in implementing solutions across a wide range of continually evolving technology platforms
- People management including hiring, performance management, team building, leading career growth and skill development through coaching, and setting measurable professional goals
- Building and cultivating strong relationships with Business, Product and Technology partners to support the delivery roadmap
- Building relationships and partnerships with vendors to build contingent teams working onshore and offshore/nearshore to support our staffing needs
- Building relationships and partnerships with solution vendors in support of our technology needs
- Technology Research and Innovation to develop a long-term strategy based on emerging trends in AI.
REQUIRED QUALIFICATIONS
- Technology Skills
- 10+ years of Technology Delivery experience using Agile methodologies.
- 5+ years of experience in development of microservices using python, java [spring boot]
- 5+ years of experience in development of front end using javascript frameworks such as Angular.
- 5+ years of experience in containerization tools and technologies such as kubernetes, docker etc.
- 5+ years of experience with version control as well as CI / CD tools and pipelines such as github actions, jfrog artifactory, argocd etc.
- 3+ years of experience with logging, observability / telemetry tools as required for a production grade web application such as Splunk, Dynatrace etc.
- 3+ years of experience in GCP cloud
- 3+ years of experience in Test Driven Development & Test Automations.
- 2+ years of experience in successfully developing proof of concepts and applications with AI from inception to deployment in at an organizational level.
- 1+ years of experience using Agentic AI frameworks and generative AI based web-services and tools.
- People Management Skills
- 5+ years of experience in hiring, leading high performing distributed multi-sited/remote software engineering teams including performance management, team building, leading career growth and skill development through coaching, and setting measurable professional goals etc.
- Analytical Skills:
- Strong problem-solving abilities and a data-driven mindset.
- Experience in defining and analyzing KPIs to measure project success.
PREFERRED QUALIFICATIONS
- Out of the box thinker & implementor with open source publicly visible work on GitHub.
- Bring a strong work ethic, be a self-starter, and be able to be highly productive in a dynamic, collaborative environment
- Experience in understanding AI/ML algorithms, frameworks, and tools (e.g. tensorflow, pytorch etc..)
- Experience working with distributed teams, working across multiple time zones and geographies
- Experience conceiving and building healthcare or wellness products
- Performance / people management experience
- Experience in Healthcare or Pharmacy technology
- Experience working with onshore and offshore technology resources from vendors
- Familiarity with data analytics and reporting tools.
- Familiarity with AI assisted coding tools such as cursor.ai
- Familiarity with industry standard automation tools such as UiPath, Automation Anywhere, n8n etc.
EDUCATION
- Bachelor’s degree required in relevant field of study (e.g. Data Science, Computer Engineering, Computer Science)
- Industry certifications in relevant areas such as AI / ML , Cloud Engineering , Agile Software Development etc.
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 our comprehensive and competitive mix of pay and benefits – investing in the physical, emotional and financial wellness of our colleagues and their families to help them be the healthiest they can be. In addition to our competitive wages, our great benefits include:
Affordable medical plan options, a 401(k) plan (including matching company contributions), and an employee stock purchase plan.
No-cost programs for all colleagues including wellness screenings, tobacco cessation and weight management programs, confidential counseling and financial coaching.
Benefit solutions that address the different needs and preferences of our colleagues including paid time off, flexible work schedules, family leave, dependent care resources, colleague assistance programs, tuition assistance, retiree medical access and many other benefits depending on eligibility.
For more information, visit https://jobs.cvshealth.com/us/en/benefits
We anticipate the application window for this opening will close on: 03/16/2026Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.
Top Skills
CVS Health Chicago, Illinois, USA Office
525 W Monroe St, Chicago, IL, United States, 60661
CVS Health Northbrook, Illinois, USA Office
2211 Sanders Road, Northbrook, IL, United States, 60062
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