Lead Director, Medicare Product Knowledge & Enablement

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. Lead Director, Medicare Product Knowledge & Enablement Position Summary As a Lead Director within Benefit & Product Strategy and the Medicare Product Center of Excellence, you will build and lead a newly established strategic product knowledge and positioning function responsible for shaping how Medicare products and benefits are understood before they move into execution.

This role spans the Medicare Individual (IVL) portfolio, inclusive of all MAPD product types. It is intentionally focused on the strategy end of the product lifecycle—from benefit ideation and design through enterprise positioning and downstream handoff—ensuring teams responsible for execution are set up to deliver accurately, consistently, and in alignment with strategic intent.

This is a net new, highly autonomous role designed for a self-directed leader who can identify needs, set priorities, navigate a complex organization, and build a durable structure from the ground up. You will define the strategic narratives, positioning, guardrails, and source of truth product knowledge frameworks that enable downstream stakeholders — including Product Implementation, Sales, Broker Communications, Marketing, Operations, Member Experience, Member Materials, Learning & Performance, Customer Service, and Clinical/Care Management — to execute correctly.

This role is intentionally bi-directional. In addition to enabling downstream understanding, you will bring insights, risks, and improvement opportunities back to Benefit & Product Strategy to support evaluation, refinement, and continuous improvement of benefits, positioning, and future ideation.

Critically, this role will anchor product strategy in how Medicare products are brought to market—ensuring benefit design, positioning, and messaging are grounded in a deep understanding of how plans are sold, distributed, and selected by members across channels.

Key Responsibilities Establish and lead a new enterprise-wide knowledge enablement structure for IVL Medicare Advantage products. Translate complex benefit designs and product strategies into clear, consumable guidance for non-technical audiences.

Partner with cross-functional teams—including Sales COE, Learning & Performance, Broker Communications, Care Management, Marketing, Operations, and Member Experience—to ensure product knowledge is accurately translated, strategically aligned, and consistently applied.

Serve as a direct partner to Sales COE, supporting facilitation of product strategy conversations across internal and external distribution channels—from senior leadership engagements to field-level (“feet on the street”) discussions. Act as a trusted voice on Medicare Advantage IVL products, bringing deep product strategy and product operations knowledge to represent offerings with credibility and consistency across distribution and operational audiences.

Integrate sales and distribution insights into product positioning, ensuring benefit narratives reflect how brokers, agents, and members evaluate, compare, and select plans in real-world settings (e.g., AEP, OEP, and SEP contexts). Partner closely with broker, agency, and field sales leadership to align product intent with go-to-market strategy, including channel-specific positioning, competitive differentiation, and message prioritization.

Establish and oversee a knowledge management framework, including playbooks, guidance materials, and centralized repositories, ensuring downstream teams have access to accurate, decision-ready product information. Ensure the appropriate artifacts exist to clearly communicate benefit intent, design rationale, and member impact to downstream stakeholders; partner with aligned teams to develop and maintain these materials as needed.

Partner with Learning & Performance and other teams to inform training development, ensuring all materials reflect accurate benefits, positioning, and strategic intent (without directly owning course creation). Ensure downstream functions—including Member Experience, MSO/operations, Sales strategy and distribution, Call Center, Provider-facing teams, and Clinical programs—have a clear, consistent understanding of product design, intent, and member impact.

Provide subject matter expertise on how Medicare products are marketed and sold, including enrollment pathways, broker behaviors, compliance guardrails, and channel dynamics across captive, independent, and digital distribution models. Serve as a subject matter expert on Medicare Advantage product benefits, Aetna’s product positioning, and overall value proposition.

Gather feedback from stakeholders, monitor effectiveness of enablement approaches, and adapt strategies to improve impact and adoption. Continuously assess competitive go-to-market strategies and sales enablement approaches across the industry to inform positioning enhancements and identify opportunities to improve market performance.

Influence leadership and stakeholders at all levels to drive alignment and adoption of product knowledge and positioning. Mentor and guide stakeholders in building strong, consistent product fluency across the organization. Required Qualifications Willingness to travel for team meetings, industry and internal conferences, and internal sales forums (up to 30%). 10+ years of progressive experience in Medicare Advantage product management, strategy, or related functions.

Deep knowledge of Medicare Advantage products, benefits, and regulatory requirements. Proven ability to translate complex product details into clear, consumable communications and trainings. Strong background in cross-functional leadership and enterprise collaboration.

Demonstrated experience in building new processes or functions from the ground up. Exceptional written, verbal, and presentation skills, with a proven ability to engage diverse audiences. Demonstrated experience working in Medicare sales, distribution, or go-to-market functions (e.g., Sales COE, broker/channel management, field sales, or marketing strategy), with a clear understanding of how plans are positioned, marketed, and sold to members.

Deep understanding of Medicare distribution channels, including broker/agent models, call center, digital enrollment, and retail strategies, and how these channels influence product positioning and member choice. Practical knowledge of the end-to-end enrollment experience, including how members evaluate benefits, interact with brokers, and make plan selection decisions.

Preferred Qualifications Experience leading enterprise training, enablement, or knowledge management initiatives. Familiarity with broker training, care management engagement, or operations enablement. Education Bachelor’s degree or equivalent experience required.

Why Join Us At CVS Health/Aetna, we are building a Medicare business rooted in excellence, clarity, and trust. This role offers the opportunity to design a brand-new enterprise capability—ensuring that the value of our products is fully understood and consistently delivered across every part of our organization.

You will be at the center of making Medicare Advantage benefits accessible, consumable, and actionable for the people who matter most: our members. Pay Range The typical pay range for this role is: $100,000.00 - $231,540.00 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: 07/13/2026 Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.