Executive Director, Underwriting Technology & Pricing

CVS Health; Northbrook (IL); On-site; USD 132,000 - 303,000; Full time

Job summary

CVS Health is seeking an Executive Director, Underwriting Business Technology to lead strategy, development, and evolution of technology platforms that support underwriting, pricing, and financial offer operations.

This role acts as the bridge between Underwriting, CFAO, and DDAT, translating business requirements into scalable tech solutions, aligning stakeholders, and guiding multi-year roadmaps across complex pricing models and regulatory needs.

Qualifications

• 12+ years of experience in technology development, business technology, product management, software platforms, or related fields.
• Demonstrated ability to translate business priorities into scalable technology solutions.
• Experience leading complex technology initiatives across business and technology organizations.
• Strong understanding of technology development lifecycles and experience partnering with engineering and technology teams.
• Proven ability to influence stakeholders and build effective relationships in a matrixed environment.
• Experience managing technology portfolios, strategic initiatives, budgets, and resource planning.
• Healthcare, PBM, underwriting, pricing, actuarial, or financial services experience preferred.
• Bachelor's degree in a relevant discipline required.

Responsibilities

• Define and execute the technology strategy and roadmap supporting underwriting and pricing operations.
• Translate business needs into technology priorities, ensuring platforms remain aligned with evolving market, client, and regulatory requirements.
• Identify opportunities to improve scalability, flexibility, automation, and user experience across underwriting tools and processes.
• Evaluate emerging technologies and best practices that enhance underwriting capabilities and operational efficiency.
• Lead the development and enhancement of underwriting systems and tools used to configure pricing assumptions and generate client pricing proposals.
• Partner closely with DDAT to drive solution design, platform modernization, and execution of development priorities.
• Ensure platforms effectively support complex algorithms, business rules, analytical models, and workflow requirements.
• Oversee production support and continuous improvement efforts to ensure platform performance, stability, and usability.
• Lead a portfolio of strategic underwriting technology initiatives, establishing governance, roadmaps, success metrics, and delivery plans.
• Manage prioritization, budgeting, resource planning, and stakeholder alignment across initiatives.
• Drive disciplined program execution while managing dependencies, risks, and competing priorities.
• Ensure technology investments deliver measurable business value and support strategic objectives.
• Serve as the primary liaison between underwriting, finance, actuarial, analytics, and DDAT teams.
• Build alignment across stakeholders to ensure technology investments support business objectives and strategic priorities.
• Partner with business and technology leaders to enhance pricing capabilities, underwriting workflows, and overall operational effectiveness.
• Strengthen integration between underwriting platforms and the broader Caremark technology ecosystem.

Skills

Leadership

Strategic thinking

Stakeholder management

Technology strategy

Financial services experience

Underwriting knowledge

Education

Bachelor's degree in a relevant discipline

Job description

CVS Health is seeking an Executive Director, Underwriting Business Technology to lead strategy, development, and evolution of technology platforms that support underwriting, pricing, and financial offer operations.

This role acts as the bridge between Underwriting, CFAO, and DDAT, translating business requirements into scalable tech solutions, aligning stakeholders, and guiding multi-year roadmaps across complex pricing models and regulatory needs.