Senior Director - Engineering Operations

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 Senior Director - Engineering Operations partners with the Executive Director of Software Development Engineering to strengthen the operational effectiveness of a large claims and payment engineering organization. The role is accountable for workforce planning, operational governance, financial oversight, portfolio reporting, leadership communications, and organizational planning activities that enable effective management of engineering delivery and organizational performance.

This position serves as a central coordination point across engineering leaders, finance, HR, PMO, product, and business stakeholders to drive consistency, transparency, and accountability. The role establishes and manages the operational processes, reporting structures, planning activities, and governance mechanisms required to support a large engineering organization consisting of more than 500 employees, contractors, and strategic partners.

The role is responsible for developing the management systems, governance processes, reporting frameworks, and operating rhythms that enable leaders to effectively manage organizational performance, delivery outcomes, and strategic initiatives. As the Engineering Operations function matures, this role may evolve to lead dedicated operational resources responsible for governance, planning, analytics, communications, and portfolio support functions.

• 10+ years of leadership experience in technology operations, engineering operations, PMO, portfolio management, business operations, organizational effectiveness, or similar roles supporting complex organizations.
• Demonstrated experience establishing governance processes, operating models, reporting frameworks, and organizational management systems.
• Experience with workforce planning, organizational design, staffing analysis, contractor strategy, and resource forecasting.
• Experience developing and managing organizational KPIs, scorecards, dashboards, operational reporting, and performance metrics.
• Experience supporting financial management, budget oversight, vendor governance, and resource planning activities.
• Strong leadership, communication, facilitation, and stakeholder management skills.
• Proven ability to influence leaders and drive outcomes without direct reporting authority.
• Strong analytical, problem‑solving, organizational, and decision‑support capabilities.
• Demonstrated experience leading teams, programs, operational functions, or organizational initiatives and driving results through both direct leadership and influence.
• Experience establishing new operational capabilities, governance models, organizational processes, and reporting structures within complex organizations.

• 15+ years of experience supporting large technology organizations.
• Healthcare technology, payer, claims processing, reimbursement, payment integrity, or related healthcare experience.
• Experience supporting organizations consisting of 500+ technology resources.
• Familiarity with software development lifecycle (SDLC), release management, production support, application modernization, cloud transformation, and technology delivery practices.
• Experience developing leadership presentations, operating reviews, strategic planning materials, and organizational communications.
• Prior people leadership experience within Engineering Operations, PMO, Business Operations, Governance, Analytics, or Portfolio Management functions.
• Experience building or scaling Engineering Operations capabilities within a large organization.
• PMP, Lean, Six Sigma, Agile, Portfolio Management, or equivalent professional certifications.

• Bachelor's degree in Business, Information Technology, Engineering,…