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CVS Health Executive Director, Distinguished Technologist - AI, ML and Automation in Wellesley, Massachusetts

Bring your heart to CVS Health Every one of us at CVS Health shares a single, clear purpose: Bringing our heart to every moment of your health. This purpose guides our commitment to deliver enhanced human-centric health care for a rapidly changing world. Anchored in our brand — with heart at its center — our purpose sends a personal message that how we deliver our services is just as important as what we deliver. Our Heart At Work Behaviors™ support this purpose. We want everyone who works at CVS Health to feel empowered by the role they play in transforming our culture and accelerating our ability to innovate and deliver solutions to make health care more personal, convenient and affordable.

As a Distinguished Engineer within CVS Health's Digital Workplace area, you will play a crucial role in driving technical innovation and advancing our digital capabilities within the organization. You will be responsible for designing, architecting, and implementing our digital workplace solutions, ensuring optimal usability, productivity, and collaboration for our employees. This role requires a strategic mindset, technical prowess, and a deep understanding of digital workplace technologies and trends. Part technologist, part evangelist and part futurist ΓÇô this key role will drive the definition of the end user journey throughout a Fortune 4 company with over 300,000 associates and $340B in top line revenue. For the right technologist with diverse expertise this could be the opportunity to re-define the meaning of digital workplace for a respected global healthcare leader. As a Distinguished Engineer on CVS's Digital Workplace / AI developer team, you will own and execute on high priority AI enterprise level initiatives, influence other areas within the business and drive the AI developer experience. Partnering with various teams throughout IT, Digital, Data & Analytics and other business teams to build out the best colleague experience. This role is responsible for the big picture thinking, strategic direction, presenting to executive stakeholders and holding engineering teams accountable for overarching delivery goals. You will make an impact by:

  • Developing and executing the digital workplace strategy aligned with CVS Health's business goals.

  • Providing technical leadership and mentorship to a team of engineers, fostering a culture of innovation and continuous learning.

  • Playing a key role in the development of the next generation of workplace engineers across CVS Health.

  • Collaborating with cross-functional teams, including product owners, designers, and business stakeholders, to drive key initiatives and projects.

  • Designing and architecting robust digital workplace solutions that deliver a seamless user experience across various devices and platforms.

  • Evaluating and selecting the most suitable technologies and tools to optimize productivity, collaboration, and employee satisfaction with an emphasis on leveraging advanced techniques such as AI, Machine Learning and Cloud Native platforms.

  • Defining and driving the technical roadmap for the digital workplace, ensuring scalability, security, and performance ΓÇô persistently designs for experience and resiliency in a boundaryless and secure manner.

  • Staying updated on the latest digital workplace technologies, industry trends, and emerging best practices.

  • Conducting technology evaluations, proofs of concept, and pilots to assess the feasibility and effectiveness of new tools and platforms.

  • Driving the adoption of modern workplace technologies, such as collaboration tools, workplace analytics, employee self-service portals, automation, etc.

  • Driving continuous improvement in engineering practices, through automation, performance optimization, and code quality enhancements.

  • Championing innovation and exploring cutting-edge technologies that can enhance the digital workplace experience and deliver tangible business value.

  • Collaborating with cross-functional teams to bring innovative ideas and concepts to life, facilitating a culture of experimentation.

  • Collaborating with others to solve CVS's toughest issues to deliver business needs that directly impact the live of our colleagues and customers.

  • Embodying a deep technical expertise and thought leadership that will help accelerate adoption of CVS's digital workplace.The successful candidate will have a strong work ethic, be a self-starter, and able to be highly productive in a dynamic, collaborative environment. The ideal candidate will have the following experience / knowledge / ability:

  • Ability to work Hybrid Model (in office Tuesday / Wednesday / Thursday)

  • 12+ years of experience in software development, enterprise architecture, or a similar role.

  • 5+ years if experience with AI development tools

  • 5+ Years of experience in Python or Java

  • 5+ years in AI framework libraries and AI tooling platforms

  • 5+ AWS, Azure or GCP

  • 5+ years of experience with developing and implementing target architectures.

  • Proven track record of designing and implementing digital workplace solutions, preferably in a large-scale enterprise environment.

  • Expertise in digital collaboration tools (e.g., Microsoft 365, Slack, Google Workplace) and workplace analytics.

  • Strong knowledge of cloud computing, SaaS architectures, and modern technologies such as machine learning and AI.

  • Prior experience with large healthcare, media, and entertainment or ΓÇÿbig tech' companies.

  • Advanced Degree

  • Bachelor's Degree - Computer Science, Software Engineering

Pay Range

The typical pay range for this role is:

$170,000.00 - $325,000.00

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. In addition to your compensation, enjoy the rewards of an organization that puts our heart into caring for our colleagues and our communities. The Company offers a full range of medical, dental, and vision benefits. Eligible employees may enroll in the Company’s 401(k) retirement savings plan, and an Employee Stock Purchase Plan is also available for eligible employees. The Company provides a fully-paid term life insurance plan to eligible employees, and short-term and long term disability benefits. CVS Health also offers numerous well-being programs, education assistance, free development courses, a CVS store discount, and discount programs with participating partners. As for time off, Company employees enjoy Paid Time Off (“PTO”) or vacation pay, as well as paid holidays throughout the calendar year. Number of paid holidays, sick time and other time off are provided consistent with relevant state law and Company policies. For more detailed information on available benefits, please visit

CVS Health requires certain colleagues to be fully vaccinated against COVID-19 (including any booster shots if required), where allowable under the law, unless they are approved for a reasonable accommodation based on disability, medical condition, religious belief, or other legally recognized reasons that prevents them from being vaccinated.

You are required to have received at least one COVID-19 shot prior to your first day of employment and to provide proof of your vaccination status or apply for a reasonable accommodation within the first 10 days of your employment. Please note that in some states and roles, you may be required to provide proof of full vaccination or an approved reasonable accommodation before you can begin to actively work.

CVS Health is committed to recruiting, hiring, developing, advancing, and retaining individuals with disabilities. As such, we strive to provide equal access to the benefits and privileges of employment, including the provision of a reasonable accommodation to perform essential job functions. CVS Health colleagues can initiate a request for a reasonable accommodation, including a qualified interpreter, written information in other formats, translation or other services through myHR (1-888-694-7287, or through myLeave at myHR). If you have a speech or hearing disability, please call 7-1-1 to utilize Telecommunications Relay Services (TRS). We will make every effort to respond to your request within 48 business hours and do everything we can to work towards a solution.