Underwriting Leadership Development Program

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.

About the Underwriting Leadership Development Program

The Underwriting Leadership Development Program is a full-time, dynamic, 4.5-year rotational program designed to develop individuals entering the Underwriting field into future leaders. Participants will rotate across a variety of business units, including Commercial, Government, and International businesses. This structure allows you to act as a strategic partner, pricing new and existing business, collaborating with internal partners in sales and account management, and working with actuarial teams to refine pricing based on future medical costs and trends. The program combines formal classroom and on-the-job training with mentorship, networking opportunities, and interaction with senior leaders.

Program Details & Location

The program begins on July 13, 2026. While the primary location is Hartford, CT, positions are available at multiple office locations across the country. The program offers a hybrid work arrangement, requiring 2-3 days in the office, with the flexibility to work in offices that have fellow program professionals. We will take your preferred office location into consideration and attempt to accommodate it, though your final work location will be confirmed closer to the start date. Relocation assistance is provided for candidates who need to move over 50 miles. Please note that work visa sponsorship is not available for this role, including CPT, OPT, and F-1 Visa programs.

Our Commitment to Diversity and Inclusion

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. We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families. Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state, and local laws.