Director, Digital Strategy & Operations

Location: MA - Work from home

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.

Job Summary

In this role, you will be an integral part of the Aetna Health Product Management team which is dedicated to delivering a market-leading digital experiences. This role sits in the Aetna Digital Product Office and is responsible for defining product strategy, driving operational experience for the Digital organization and ensures our portfolios, partners and leaders are seamlessly connected.

To be successful in this role, you must have exemplary communication skills; demonstrated success in managing up to executive leaders while also supporting a growing, multi-level team. You have led strategic forums that delivered desired outcomes. You are highly skilled at bringing together competitive intelligence, data and analytics, customer insights and market trends into a best-in-class solution. You think strategically and act tactically.

Provides strategic leadership and manages a team responsible for digital product development by defining product strategy, leading roadmap development and maintenance, prioritizing feature development and ensuring product delivery. Oversees processes and communications related to the entire product lifecycle. Works across the organization to align product strategies with business goals, manage resources and facilitate effective collaboration between product teams, stakeholders and other key partners to drive product success and customer satisfaction.

Job Responsibilities

• Advises management on market trends, customer needs and competitive landscape to inform product strategy and prioritize feature enhancements and new product initiatives
• Serves as a liaison to enterprise strategy teams and leads cross-functional stakeholder alignment for strategic enterprise and cross-channel initiatives, including Health100.
• Defines and communicates multi-year digital vision, strategic themes to align and delivery against business goals and market demands
• Manages roadmap development and maintenance to ensure alignment with product strategy
• Communicates strategically with cross-functional teams including design, value tracking and reporting, engineering and product to ensure seamless coordination and delivery throughout the software development lifecycle
• Engages with key stakeholders, including executive leadership and customers, to proactively gather feedback and communicate product updates and enhancements
• Develops executive presentations and strategic storytelling, supporting leaders in the preparation and delivery of communications for executive leadership, the Board of Directors, clients, and external audiences.
• Leads annual budgeting, capital planning, investment allocation, and portfolio management, guiding funding decisions, prioritization, and resource alignment across strategic initiatives.
• Leads a cross-functional team responsible for product operations, strategic planning, governance, executive communications, and organizational effectiveness supporting Aetna Technology
• Manages a growing team of professionals providing coaching, performance feedback and professional development opportunities to support their growth and success
• Fosters a high-performing and collaborative work environment through advocacy for and mentorship of colleagues of all career stages

Required Qualifications

• 8+ years of experience in product strategy and product operations. Adept at mining, understanding and translating business intelligence.
• 8+ years of experience leading complex projects involving multiple cross-functional groups. Adept at inspiring collaboration and making connections across teams and organizations.
• 8+ years of experience with people/performance management, leadership, and coaching in matrixed organization.
• 8+ years of professional communication experience, both verbal and written, with executive presentations and the ability to influence across disciplines and levels of seniority.
• 8+ years of experience managing budgets, capital planning, portfolio management, and resource alignment across strategic initiatives.
• 2 + years of experience with AI and digital development within the Agile or SAFe framework.
• Able to travel up to 15% annually within the continental US. Plus, support east coast business hours.

Preferred Qualifications

• Managed Healthcare experience
• Mastery of problem solving and decision-making skills
• Embodies growth mindset and able to develop self and others
• Adept at balancing the ideal state by doing what it takes to deliver on goals as expeditiously as possible

Education

Bachelor's degree required, Master’s degree preferred or equivalent professional experience.

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: 11/14/2026

Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.

Additional Locations: Work At Home-Arizona, Work At Home-New York, Work At Home-Virginia, Work At Home-Texas, Work At Home-Georgia, Work At Home-Illinois, Work At Home-Minnesota, Work At Home-Florida, Work At Home-Colorado, Work At Home-Pennsylvania