Lead Director, Software Development Engineering – Member Eligibility Services

CVS Health

. Own strategy, delivery, architecture, and operational stability for the eligibility platform, APIs, client onboarding and data integration, and legacy eligibility systems .

Posted 10/13/2026full-timeRemote • Illinois • United StatesSenior💰 $144,200 - $288,400 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in leading cloud-based modernization initiatives, managing production-critical systems, and ensuring compliance with regulatory standards. Proficient in stakeholder communication and cross-functional collaboration to drive strategic goals and operational stability.

Highest-signal resume keywords

Cloud Technologies LeadershipProduction-Critical API ManagementLegacy-to-Cloud ModernizationAI Technology ApplicationAgile Delivery Practices

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Cloud Engineering FundamentalsAPI DesignData MigrationRelease ManagementIncident ResponseRoot-Cause ResolutionSLA AdherenceBudget ManagementResource AllocationClient Onboarding

Soft Skills

Stakeholder CommunicationNegotiation SkillsCross-Functional LeadershipInfluencing Without AuthorityTeam Development

Certifications & Qualifications

Bachelor's Degree in Computer ScienceBachelor's Degree in Information Systems

Industry Keywords

Healthcare ITCMS MedicarePBM Regulatory ContextAgile PracticesProduction Support

Tech Stack

Tools & technologies

Cloud

About the role

Key responsibilities & impact

Own strategy, delivery, architecture, and operational stability for the eligibility platform, APIs, client onboarding and data integration, and legacy eligibility systems
Lead modernization of eligibility processing from legacy on-premises platforms to cloud-based data services
Migrate clients onto the modern platform and retire legacy components
Own release management, deployment safety practices, and incident response for production-critical services
Conduct postmortems and implement corrective actions
Lead and develop a multi-team organization through managers and senior managers
Build bench strength and successors for key technical and leadership roles
Manage production support and SLA adherence across owned systems
Resolve issues cross-functionally and communicate with business stakeholders
Partner with architecture and principal engineering on AI-enabled initiatives
Integrate AI initiatives into team planning and prioritization
Maintain Agile delivery and work-tracking practices across the organization
Manage vendor relationships and contingent staffing plans
Oversee budget and resource allocation for the portfolio
Partner with peer directors on shared modernization goals and platform strategy
Ensure systems and applications comply with company policies, standards, and regulatory requirements

Requirements

What you’ll need

10+ years in Healthcare IT
2+ years at a Director or Senior Manager level leading application/system teams on cloud technologies
Experience owning production-critical, high-availability APIs or systems, including release management and deployment safety
Strong client-facing production support, including incident response, root-cause resolution, executive reporting, and SLA adherence
Experience leading legacy-to-cloud modernization or data migration programs
Experience managing a mixed FTE/contingent workforce
Ability to lead cross-functional initiatives and influence without direct authority
Proficiency in cloud engineering fundamentals, including scalable, secure API and datastore design
Experience applying AI technologies in engineering or operations
Bachelor's degree in Computer Science, Information Systems, or related field, or equivalent work experience
Preferred: experience with client onboarding or migration programs at scale
Preferred: experience establishing Agile delivery and work-tracking practices across teams
Preferred: knowledge of CMS Medicare and PBM regulatory context
Preferred: strong stakeholder communication and negotiation skills across engineering, product, and business leadership

Benefits

Comp & perks

CVS Health bonus, commission or short-term incentive program
Equity award program
Medical coverage
Dental coverage
Vision coverage
Paid time off
Retirement savings options
Wellness programs
Other resources supporting physical, emotional, and financial well-being