Lead Director, Medicare Product & Enablement

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.

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.

• 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…