Senior Manager Software Development Engineering Modernization

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.

Position Summary The Senior Manager Modernization will lead Integration Engineering Platform modernizations by transforming legacy applications into scalable, cloud-native solutions using AI-assisted, automation-first approaches. The role drives end-to-end initiatives including certificate management, refactoring, re-platforming, and microservices decomposition, leveraging GenAI for code analysis, dependency mapping, and accelerated migration. It ensures modernization improves scalability, resilience, performance, and cost efficiency while aligning with enterprise standards.

The function embeds automation and AI across the SDLC to enhance speed, quality, and reduce technical debt. It also advances AIOps, observability, and operational stability, delivering resilient systems and measurable business value through sustained modernization outcomes.

Key Responsibilities Lead and manage software development teams modernizing legacy applications using AI‑assisted and automation‑driven workflows

Manage the Work Intake from Business teams and ensure timely delivery of projects that will meet their business needs

Own end‑to‑end delivery of modernization initiatives, including re‑platforming, re‑factoring, strangler patterns, and selective rewrites, accelerated through automation

Drive predictable, high‑quality delivery using Agile and Dev Ops practices enhanced with automated pipelines and AI insights

Ensure modernization outcomes improve scalability, resiliency, performance, and developer productivity

Define and execute AI‑driven modernization strategies, including:

GenAI‑assisted code analysis, refactoring, and documentation.

Automated dependency discovery and application decomposition.

AI‑supported framework upgrades and language modernization.

Leverage automation and AI tools to accelerate migration of legacy middleware, batch, and monolithic applications to cloud‑native and microservices architectures

Apply intelligent testing and validation techniques to reduce regression risk during large‑scale transformations

Partner with architecture and platform teams to ensure AI usage aligns with enterprise standards, security, and governance

Lead adoption of modern platforms across Azure, AWS, and GCPPromote API‑first and event‑driven designs enhanced by automation for provisioning, scaling, and deployment

Drive pipeline automation to standardize cloud environments and reduce manual effort

Manage the Software footprint with Security & Compliance upgrades and Framework updates

Ensure new solutions meet enterprise requirements for security, compliance, performance, and cost optimization

Champion automation across the SDLC, including build, test, deployment, and runtime operations

Collaborate with SRE and operations teams to introduce AIOps capabilities for proactive monitoring, anomaly detection, and faster incident resolution

Improve observability using AI‑driven insights across logs, metrics, and traces

Ensure modernization efforts improve production stability and operational resilience

Partner with product owners and business leaders to align AI‑driven modernization roadmaps with enterprise priorities

Communicate progress, risks, and outcomes using metrics, KPIs, and automation‑derived insights

Balance speed of delivery with risk management in highly regulated environments

Support budgeting, capacity planning, and vendor execution related to modernization and automation initiatives

Build and lead high‑performing teams skilled in cloud engineering, integration, AI‑assisted development, and automation

Coach engineers and tech leads on modern engineering practices and responsible AI usage

Drive skills transformation through upskilling plans focused on cloud, automation, and AI technologies

Lead…