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.
Caremark, a CVS Health company, is seeking an exceptionally organized and resourceful Executive Assistant to provide dedicated, high-level support to the VP of Digital. This is a critical role at the center of one of the most strategically important and fast-moving divisions within CVS Health — one that is shaping how millions of patients and members experience healthcare digitally. The ideal candidate is a proactive problem-solver who anticipates needs before they arise, thrives in a large enterprise environment, and operates with the discretion and polish befitting a Fortune 5 organization.
Executive Calendar & Schedule Management
- Own and manage a complex, high-demand calendar for the VP of Digital, navigating competing priorities across product, engineering, operations, and enterprise leadership.
- Coordinate internal and external meetings with senior stakeholders across CVS Health, Caremark, and digital ecosystem partners.
- Prepare comprehensive briefing documents, agendas, and pre-read materials to ensure the VP is set up for success in every engagement.
- Exercise sound judgment in prioritizing, rescheduling, and protecting time to align with evolving business priorities.
Communication & Stakeholder Liaison
- Act as a trusted extension of the VP, managing high-volume email and Teams communications with professionalism and speed.
- Draft executive-level communications, talking points, and correspondence for internal and external audiences including CVS Health senior leadership, vendor partners, and cross-functional teams.
- Facilitate information flow between the VP's office and direct reports, helping keep the Digital organization aligned and informed.
Travel & Logistics
- Plan and coordinate domestic travel including flights, hotels, ground transportation, and detailed day-of itineraries.
- Support attendance at industry conferences, CVS Health enterprise events, and in-person leadership offsites.
- Manage expense reporting and timely reconciliation in compliance with CVS Health travel and expense policies.
Project & Operational Support
- Track and follow up on action items, decisions, and deliverables emerging from leadership meetings and cross-functional initiatives.
- Support preparation of materials for Digital leadership reviews, OKR check-ins, and enterprise reporting cycles.
- Coordinate team rhythms including all-hands meetings, town halls, and team events for the Digital organization.
- Partner with EAs and Chiefs of Staff across CVS Health to align on enterprise-wide initiatives and communications.
- Manage onboarding logistics for new members joining the Digital leadership team
Required
- 6+ years of experience supporting VP-level or above executives, preferably within a large enterprise, Fortune 500, or technology-driven organization.
- Exceptional organizational skills with the ability to manage multiple high-priority workstreams simultaneously without losing attention to detail.
- Strong proficiency in Microsoft Office Suite (Outlook, Word, PowerPoint, Excel), Teams, and SharePoint.
- Outstanding written and verbal communication skills; able to represent the VP's voice with accuracy and professionalism.
- High degree of discretion and integrity when handling sensitive business and personnel information.
- Self-directed and comfortable operating independently in a hybrid/remote environment with minimal supervision.
Preferred Qualifications
- Experience supporting digital, technology, or product organizations within healthcare or a regulated enterprise environment.
- Familiarity with CVS Health or Caremark internal systems, processes, and organizational structure.
- Comfort with agile, fast-paced digital team rhythms including sprint reviews, OKR cycles, and roadmap planning.
- Experience with project tracking tools such as Asana, Jira, or Microsoft Planner.
- Bachelor's degree in Business Administration, Communications, or a related field.
Anticipated Weekly Hours
40Time Type
Full timePay Range
The typical pay range for this role is:
$22.59 - $53.95This 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.
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.
Additional details about available benefits are provided during the application process and on Benefits Moments.
Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.
Skills Required
- 6+ years of experience supporting VP-level or above executives
- Exceptional organizational skills
- Strong proficiency in Microsoft Office Suite and Teams
- Outstanding written and verbal communication skills
- High degree of discretion and integrity
- Self-directed and able to operate independently
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.
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Healthcare Strength — Healthcare coverage is positioned as comprehensive for benefits-eligible colleagues, including medical, dental, and vision with free preventive care and access to virtual care and select no-cost MinuteClinic services. Mental health support is also highlighted with no-cost confidential counseling sessions per issue.
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Retirement Support — Retirement benefits include a 401(k) with a dollar-for-dollar match up to 5% after meeting service and hours requirements. Ownership programs are also offered through an employee stock purchase plan with a stated purchase discount.
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Pay Growth & Progression — A companywide minimum wage floor establishes a baseline that is framed as a positive starting point in some roles and markets. Unionized or high-cost areas are described as having clearer wage scales and step-ups that can materially lift pay over time.
CVS Health Insights
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.
