Job Information
CVS Health Executive Director, Strategic Operations - Medicare Supplement and Ancillary in Hartford, Connecticut
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
At Aetna, our health benefits business, we are committed to helping our members achieve their best health in an affordable, convenient, and comprehensive manner. Combining the assets of our health insurance products and services with CVS Health’s unrivaled presence in local communities and their pharmacy benefits management capabilities, we’re joining members on their path to better health and transforming the health care landscape in new and exciting ways every day.
Aetna is seeking an Executive Director of Strategic Operations to serve as a key leader within the Medicare Supplement and Ancillary business. This role is instrumental in shaping and executing the Medicare Supplement and Ancillary strategy while providing enterprise-wide leadership across the portfolio. The Executive Director champions operational rigor, accountability, and continuous improvement, and collaborates closely with cross‑functional partners to ensure alignment with broader Medicare and organizational goals.
Responsibilities
Partner with senior business leadership to shape strategy, identify priority initiatives, and drive execution across all Medicare Supplement and Ancillary lines of business.
Own the design, evolution, and governance of the enterprise operating model, ensuring clarity, accountability, and effective decision‑making.
Lead business development efforts by identifying and advancing partnership opportunities with Medicare, internal stakeholders, external organizations, and affinity partners.
Provide strategic leadership to teams spanning risk, reporting & analytics, business optimization, and related functions to drive performance and insight.
Strengthen operational effectiveness by evaluating business practices, ensuring compliance, and proactively navigating regulatory changes.
Build, develop, and retain a high‑performing, diverse leadership team capable of meeting and exceeding business objectives.
Drive collaboration across Medicare and shared service partners to identify performance opportunities and translate insights into actionable execution plans.
Build and maintain strong external relationships, including brokers, regulators, vendors, and strategic partners.
Lead enterprise change management efforts, ensuring alignment to strategy, disciplined execution, and sustained adoption.
Oversee the review and analysis of business performance, using data and insights to inform decision‑making and continuous improvement.
Qualifications
The candidate will have a strong work ethic, be a self-starter, and be able to be highly productive in a dynamic, collaborative environment. This position offers broad exposure to all aspects of the company’s business, as well as significant interaction with all the business leaders. The candidate will be expected to have the following key attributes:
10+ years of progressive leadership experience in large insurance or financial services organizations, with expertise spanning strategy, business planning, financial analysis, risk management, and operational consulting.
Broad health insurance experience preferred, including Medicare Supplement and Ancillary products, with knowledge of Medicare regulations and compliance frameworks a plus.
Strong executive presence and communication skills, with the ability to influence, engage, and build credibility with cross‑functional and executive stakeholders.
Demonstrated ability to drive results through disciplined execution, including planning, implementation, and sustained operational support in complex environments.
Advanced analytical and business intelligence capabilities to inform decision‑making, performance management, and strategic insights.
Proven problem‑solving and decision‑making skills in ambiguous, fast‑changing contexts.
Growth‑oriented leader with agility and a demonstrated ability to develop, motivate, and retain talent.
Track record of influencing without authority and managing executive‑level relationships to achieve business outcomes.
Education
Bachelor's degree or equivalent work experience.
Pay Range
The typical pay range for this role is:
$131,500.00 - $303,195.00
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 (https://learn.bswift.com/cvshealth-mainland) .
We anticipate the application window for this opening will close on: 05/02/2026
Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.
CVS Health is an equal opportunity/affirmative action employer, including Disability/Protected Veteran — committed to diversity in the workplace.