Top Tech Jobs & Startup Jobs in Chicago, IL

Build and lead CVS Health’s enterprise AI FinOps capability, including governance, operating models, cost allocation, chargeback/showback, anomaly detection, reporting, and optimization. Evaluate AI financial-management tooling across cloud and third-party providers, translate AI unit economics into executive insights, and establish an AI FinOps Center of Excellence. Partner with Engineering, Finance, Product, Procurement, and executives to align AI investments with business value, accountability, scalability, and financial discipline.

Lead a team building an enterprise-grade API platform used across CVS Health. Drive architecture, roadmap, OKRs, hiring, and best practices for scalable GraphQL/REST APIs, API gateway integrations, authentication/security, and developer experience. Partner with product, design, and engineering leaders to deliver reliable, secure platform services.

Leads technical initiatives and designs, builds, operates, and improves scalable distributed systems. Collaborates across organizations, drives maintainability and performance, evaluates emerging technologies, delivers iterative releases, and mentors engineers. Requires polyglot full-stack development, strong SQL and distributed systems expertise, cloud experience, communication skills, and quarterly or as-needed travel. Preferred experience includes event-driven architectures, AI-assisted development, Kafka, APIs, containers, infrastructure as code, monitoring, CI/CD, and agile methodologies.

Lead interoperability strategy and client reporting for a healthcare data platform. Define the product vision and roadmap for bi-directional data exchange using FHIR and C-CDA, connecting internal products with EMRs and HIEs. Develop scalable reporting solutions for health plan clients and collaborate with data engineering, business intelligence, clinical, legal, and client stakeholders. The role requires healthcare technology and data product experience, strong cross-functional leadership, and excellent communication skills.

Leads product management and development for drug cost reduction initiatives within CVS Caremark. Develops and executes strategic initiatives, pilots, products, analyses, and proposals while coordinating cross-functional stakeholders across operations, formulary administration, medical affairs, legal, analytics, sales, and other teams. Builds relationships, manages ambiguity, influences senior audiences, and drives successful strategy and product launches.

Own end-to-end execution and optimization of customer journeys from brief through launch and post-mortem. Translate strategy into technical requirements, perform UAT, monitor channel health, analyze data to drive improvements, apply AI and automation, and build dashboards to report operational and customer outcomes while partnering cross-functionally to ensure scalable delivery.

Lead multi-year account strategy, renewals, and executive relationships for large employer PBM clients. Drive renewal negotiations, pricing recommendations, financial leadership, consultant engagement, and cross-functional coordination using analytics and AI tools to retain and grow accounts.

Lead technical strategy for a 50–150+ engineer organization, establish architecture and engineering standards, drive delivery, and partner with executives on technology investments. Embed production-grade generative AI, LLMs, agentic workflows, and ML automation into engineering. Own AI platforms, distributed systems, cloud-native backend architecture, modernization initiatives, microservices migrations, and engineering transformation while ensuring scalable, reliable outcomes.

The Senior Manager, Sales Operations & Analytics oversees sales processes, drives operational effectiveness, and provides performance insights to enhance sales productivity and decision-making.

Lead the strategic roadmap and business integration of CVS Health’s Clinical Insights Engine across screening, diagnosis, quality measurement, or care management use cases. Partner with platform product managers, clinical leaders, business owners, and technology teams to align clinical needs with scalable platform capabilities. Drive adoption, value realization, KPI monitoring, business cases, and continuous product improvement while ensuring measurable clinical and financial outcomes.