Exec Director - Underwriting, Analysis and Strategy

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.

The Executive Director, Underwriting & Pricing Strategy is a critical leadership role responsible for driving underwriting strategy, risk assessment, pricing support, and client-facing financial partnerships that support the organization's growth and profitability objectives. This leader will serve as a key strategic partner to one of the organization's largest and most complex healthcare clients, helping shape underwriting decisions, pricing strategies, and financial solutions that balance customer needs with sustainable business performance.

• Lead the development and execution of underwriting strategies that support organizational growth, profitability, membership, and financial performance objectives.
• Serve as a senior strategic partner to a major healthcare client, building trusted relationships and collaborating closely with client underwriting and pricing counterparts.
• Guide the assessment, evaluation, and management of risk while ensuring underwriting decisions align with established financial and operational goals.
• Develop and implement underwriting methodologies, governance frameworks, policies, and processes that drive consistency, compliance, and operational excellence.
• Partner with pricing strategy, finance, and business leaders to develop competitive solutions, pricing constructs, and customized approaches that address evolving market needs.
• Provide leadership in the design and evaluation of new healthcare products, services, and offerings.
• Monitor underwriting performance, profitability, loss ratio trends, and key operational metrics, identifying opportunities for improvement and recommending corrective actions.
• Analyze competitive activity, market dynamics, and regulatory developments to inform underwriting and pricing strategies.
• Help establish and evolve client engagement processes, operating models, and governance structures to strengthen strategic partnerships, improve business outcomes, and deliver contract compliance.
• Lead, coach, and develop a team of underwriting professionals, fostering a culture of accountability, collaboration, innovation, and continuous improvement.
• Drive cross-functional collaboration across finance, underwriting, pricing, product, and client-facing teams to achieve business objectives.

• Significant progressive leadership experience in healthcare underwriting, risk management, pricing, or related financial disciplines; PBM (Pharmacy Benefit Manager) experience strongly preferred
• Deep expertise in underwriting methodologies, risk assessment, profitability management, pricing strategy, and loss ratio performance.
• Proven experience managing client relationships and serving as a strategic advisor to senior internal and external stakeholders.
• Demonstrated ability to balance customer needs with financial and underwriting discipline to achieve both growth and profitability objectives.
• Experience developing and implementing underwriting policies, governance frameworks, and process improvements.
• Strong commercial acumen with the ability to assess market opportunities, competitive positioning, and emerging industry trends.
• Track record of leading high-performing teams, including direct management responsibilities and talent development.
• Exceptional communication, influencing, and relationship-building skills, with the ability to think strategically while operating effectively in a highly collaborative environment.
• Ability to innovate and solve complex business problems, and make sound decisions and recommendations in a fast-paced environment.
• Experience supporting large national healthcare clients, payer organizations, PBMs, managed care organizations, or similar healthcare businesses is…