Lead Director, Underwriting Group Medicare

CVS Health Corporation; Hartford (CT); Hybrid; USD 100,000 - 232,000; Full time

Benefits offered by this job

Comprehensive benefits

Bonus & equity

Hybrid work in Hartford

Job summary

CVS Health Corporation is seeking a Lead Director of Group Medicare Underwriting in Hartford. You will lead underwriting for Medicare Advantage and Part D, influence pricing, and manage risk while guiding a team of managers and underwriters across multiple markets.

The role requires deep health insurance knowledge, leadership experience, and collaboration with Sales, Finance, Product, and Actuarial teams. A hybrid work arrangement in Hartford is available, with a comprehensive benefits package

Qualifications

• 10+ years of experience in health insurance or related field.
• 5+ years underwriting experience within health insurance including Group Medicare, MA or Part D.
• 5+ years of leadership experience managing underwriting teams.
• Strong underwriting principles, pricing methodologies and risk management.
• Strong financial acumen to analyze complex data and make recommendations.
• Proven ability to influence across stakeholders and executive levels.
• Experience presenting recommendations to leadership and clients.
• Proficiency with Microsoft Office, especially Excel and PowerPoint.

Responsibilities

• Lead and develop multiple managers and underwriting professionals for Group Medicare Advantage and Part D.
• Drive underwriting strategies that balance growth, revenue, and profitability.
• Oversee complex new business and renewal opportunities across markets and regions.
• Ensure risk assessment, pricing accuracy, and policy adherence.
• Provide strategic guidance on high-profile cases and resolve underwriting challenges.
• Collaborate with Sales, Finance, Product, Actuarial, and cross-functional teams.
• Build relationships with brokers, clients, and external partners.
• Represent Aetna in customer and market strategy discussions.
• Identify growth opportunities while minimizing risk.
• Lead strategic initiatives and communicate underwriting strategies to stakeholders.
• Foster a high-performing team culture through development and coaching.

Skills

Leadership

Underwriting

Financial analysis

Stakeholder collaboration

Excel

PowerPoint

Tools

Excel

PowerPoint

Job description

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

The Lead Director, Group Medicare Underwriting is responsible for leading underwriting activities across Group Medicare Advantage and Part D business, supporting both new business and renewal opportunities. This role plays a critical part in achieving Aetna's financial, growth, and membership objectives by evaluating risk, developing pricing strategies, and ensuring profitable business outcomes.

Key Responsibilities

• Lead and develop multiple managers and underwriting professionals responsible for Group Medicare Advantage and Part D underwriting.
• Drive underwriting strategies that balance membership growth, revenue targets, and profitability objectives.
• Oversee complex new business and renewal opportunities across multiple markets and geographic regions.
• Ensure effective risk assessment, pricing accuracy, and adherence to underwriting policies and guidelines.
• Provide strategic guidance on high-profile cases and resolve complex underwriting challenges.
• Partner closely with Sales, Account Management, Finance, Product, Actuarial, and other cross-functional teams to support business objectives.
• Build and maintain strong relationships with brokers, consultants, clients, and external business partners.
• Represent Aetna in customer, broker, consultant, and market strategy discussions.
• Use competitive market insights and financial analysis to identify growth opportunities while minimizing risk.
• Lead and participate in strategic initiatives, projects, and workgroups that influence business outcomes and operational excellence.
• Communicate underwriting strategies, product offerings, and company initiatives to internal and external stakeholders.
• Foster a high-performing team culture through talent development, coaching, succession planning, and employee engagement.

Required Qualifications

• 10+ years of expereince.
• 5+ years underwriting experience within health insurance, including Group Medicare, Medicare Advantage, Part D, or closely related healthcare insurance products.
• 5+ years of leadership experience managing underwriting teams and developing people leaders.
• Demonstrated expertise in underwriting principles, pricing methodologies, funding arrangements, and risk management practices.
• Strong financial acumen with the ability to analyze complex data and make sound business recommendations.
• Proven ability to influence and collaborate effectively across multiple stakeholders and organizational levels.
• Experience presenting recommendations and business strategies to executive leadership and external clients.
• Strong analytical, strategic thinking, and problem-solving abilities.
• Proficiency with Microsoft Office products, including Excel and PowerPoint.
• Ability to be work hybrid in Hartford.

Preferred Qualifications

• Experience leading underwriting functions within Medicare Advantage, Part D, or Group Retiree health insurance business.
• Experience working directly with brokers, consultants, and large employer group clients.
• Demonstrated success leading large-scale business initiatives and transformational projects.
• Advanced knowledge of healthcare industry trends, regulations, and competitive market dynamics.

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 saving 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: 10/26/2026

Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.