Lead Director, Software Development Engineering – Member Eligibility Services

This is a fully remote position, open to applicants in Illinois.

📋 Description

• Take charge of strategy, delivery, architecture, and operational stability for the eligibility platform, APIs, client onboarding, data integration, and legacy eligibility systems.

• Spearhead the modernization of eligibility processing, transitioning from legacy on-premises platforms to cloud-based data services.

• Facilitate the migration of clients to the modern platform while phasing out legacy components.

• Oversee release management, deployment safety protocols, and incident response for mission-critical production services.

• Conduct post-mortem analyses and implement necessary corrective measures.

• Lead and develop a multi-team organization by guiding managers and senior managers.

• Cultivate bench strength and prepare successors for essential technical and leadership roles.

• Manage production support and ensure adherence to Service Level Agreements (SLAs) across the systems you oversee.

• Address issues across functions and maintain communication with business stakeholders.

• Collaborate with architecture and principal engineering teams on AI-driven initiatives.

• Incorporate AI initiatives into team planning and prioritization processes.

• Uphold Agile delivery and work-tracking practices throughout the organization.

• Manage vendor relationships and contingent staffing strategies.

• Supervise budget and resource distribution for the portfolio.

• Work alongside peer directors on shared modernization objectives and platform strategy.

• Ensure that systems and applications align with company policies, standards, and regulatory requirements.

⛳️ Requirements

• Over 10 years of experience in Healthcare IT.

• At least 2 years in a Director or Senior Manager role, leading application/system teams utilizing cloud technologies.

• Proven experience in managing production-critical, high-availability APIs or systems, including oversight of release management and deployment safety.

• Strong client-facing production support skills, encompassing incident response, root-cause analysis, executive reporting, and SLA compliance.

• Experience leading legacy-to-cloud modernization or data migration initiatives.

• Proficient in managing a combination of full-time employees and contingent workforce.

• Ability to lead cross-functional initiatives and influence stakeholders without direct authority.

• Solid understanding of cloud engineering fundamentals, including scalable and secure API and datastore design.

• Experience with AI technologies in engineering or operational contexts.

• Bachelor’s degree in Computer Science, Information Systems, or a related field, or equivalent work experience.

• Preferred: experience with large-scale client onboarding or migration programs.

• Preferred: proven ability in establishing Agile delivery and work-tracking practices across teams.

• Preferred: knowledge of CMS Medicare and PBM regulatory frameworks.

• Preferred: strong communication and negotiation skills with stakeholders across engineering, product, and business leadership.

🏝️ Benefits

• 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.

• Additional resources for physical, emotional, and financial well-being.