Director of Automation Engineering - Pharmacy Products

CVS Health•Hartford, CT

About The Position

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 CVS Health Digital is looking for hands-on, passionate people who want to join a high energy and growing team to make a difference in customers’ lives and who want to be on the forefront of digital innovation that aims to reinvent what a pharmacy and a health care company can be in the digital world. The Director of Automation Engineering - Pharmacy Products will lead the strategy, design, and delivery of intelligent automation platforms that accelerate product development, improve productivity and drive operational efficiency across the team. This leader will build and scale AI‑powered automation products, including knowledge repositories, automated user‑story generation, and end‑to‑end test automation, with a strong emphasis on agentic AI and real-world business impact. This role requires a rare combination of deep technical expertise in AI and automation, strong business acumen, and proven leadership in building platforms that are adopted at scale by product, engineering, and operations teams. Expectations For The Role Automation & AI Product Leadership Define and own the vision, roadmap, and execution of enterprise‑grade automation platforms that support: Intelligent knowledge repositories (self‑learning, context‑aware, continuously updated) Automated user‑story and acceptance‑criteria generation AI‑driven test‑case generation and end‑to-end experience automation Drive adoption of agentic AI systems that can reason, plan, and execute multi‑step workflows to automate processes Ensure automation solutions are product‑centric, scalable, secure, and aligned with business priorities Agentic AI & Advanced Automation Lead the design and implementation of agentic AI systems that drive efficiencies to accelerate product ideation, product strategy development, and creation of high‑quality product backlogs Build AI agents capable of synthesizing insights from knowledge repositories, customer signals, and operational data to inform roadmap decisions and backlog prioritization Enable automated generation of user stories, acceptance criteria, and test scenarios that align product intent with end‑to-end experience automation Partner with Product Management, Engineering, and Architecture leaders to embed AI‑driven automation into product discovery, planning, and delivery workflows Ensure agentic solutions continuously learn from outcomes and user feedback to improve relevance, accuracy, and business impact End‑to-End Experience Automation Build automation capabilities that span the full product lifecycle—from ideation and requirements to development, testing, release, and monitoring Enable true experience‑level automation, not just test automation, across user journeys and business workflows Establish standards, metrics, and feedback loops to continuously improve automation effectiveness and reliability Business & Stakeholder Leadership Partner with Product, Engineering, Operations, and Business leaders to identify high‑impact automation opportunities Translate business problems into automation strategies with clear ROI, efficiency gains, and quality improvements Influence senior leadership through data‑driven insights, compelling narratives, and demonstrated outcomes People & Organizational Leadership Build, lead, and mentor high‑performing teams of automation engineers, AI engineers, and technical leaders Foster a culture of innovation, experimentation, learning agility, and accountability Own talent strategy including hiring, performance management, career development, and succession planning

Requirements

10+ years of experience in software engineering, automation, or platform development
5+ years in senior technical leadership roles (Director, Senior Manager, or equivalent)
5+ years using SDLC automation, test automation, CI/CD, and modern engineering practices
3+ years of proven experience building AI‑driven automation products, including hands‑on experience with agentic AI or autonomous systems
Demonstrated ability to connect technology decisions to business outcomes and operational efficiency

Nice To Haves

Experience building internal developer platforms or productivity tools at enterprise scale
Background in knowledge management systems, NLP‑based automation, or generative AI applications
Experience operating in highly regulated or complex enterprise environments
Track record of driving cross‑functional change and technology adoption

Responsibilities

Define and own the vision, roadmap, and execution of enterprise‑grade automation platforms that support: Intelligent knowledge repositories (self‑learning, context‑aware, continuously updated) Automated user‑story and acceptance‑criteria generation AI‑driven test‑case generation and end-to-end experience automation
Drive adoption of agentic AI systems that can reason, plan, and execute multi‑step workflows to automate processes
Ensure automation solutions are product‑centric, scalable, secure, and aligned with business priorities
Lead the design and implementation of agentic AI systems that drive efficiencies to accelerate product ideation, product strategy development, and creation of high‑quality product backlogs
Build AI agents capable of synthesizing insights from knowledge repositories, customer signals, and operational data to inform roadmap decisions and backlog prioritization
Enable automated generation of user stories, acceptance criteria, and test scenarios that align product intent with end-to-end experience automation
Partner with Product Management, Engineering, and Architecture leaders to embed AI‑driven automation into product discovery, planning, and delivery workflows
Ensure agentic solutions continuously learn from outcomes and user feedback to improve relevance, accuracy, and business impact
Build automation capabilities that span the full product lifecycle—from ideation and requirements to development, testing, release, and monitoring
Enable true experience‑level automation, not just test automation, across user journeys and business workflows
Establish standards, metrics, and feedback loops to continuously improve automation effectiveness and reliability
Partner with Product, Engineering, Operations, and Business leaders to identify high‑impact automation opportunities
Translate business problems into automation strategies with clear ROI, efficiency gains, and quality improvements
Influence senior leadership through data‑driven insights, compelling narratives, and demonstrated outcomes
Build, lead, and mentor high‑performing teams of automation engineers, AI engineers, and technical leaders
Foster a culture of innovation, experimentation, learning agility, and accountability
Own talent strategy including hiring, performance management, career development, and succession planning

Benefits

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.
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.

Stand Out From the Crowd

Upload your resume and get instant feedback on how well it matches this job.

Upload and Match Resume