Top Tech Jobs & Startup Jobs in Chicago, IL

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.

Participate in internal audit execution: develop audit objectives, document and evaluate controls, perform detailed testing, create work papers and process documentation, review junior auditors' test work, and support audit team initiatives and reporting. Travel up to 10% and adhere to company conduct and quality standards.

Design, develop, test, deploy and maintain mainframe applications supporting claims processing. Collaborate with product, architecture, QA and offshore vendors in Agile teams. Monitor performance, troubleshoot issues, optimize applications, and produce related documentation.

Design, build, and ship enterprise AI applications using LLMs and agent frameworks. Own system architecture, write PRDs and design docs, build prototypes to production, integrate with enterprise platforms, coach architects and engineers, and ensure evaluation, testing, observability, security, and compliance.

Lead regulatory implementation, network standards, and technology modernization for Pharmacy Network Services. Drive governance, capital planning, and enterprise transformation while partnering with Legal, Compliance, Finance, Digital, and Operations. Oversee market conduct exams, standards adoption (e.g., NCPDP), provider-facing platform modernization, investment prioritization, and benefits realization. Build and lead teams, influence senior leaders, and ensure audit readiness, compliance, and measurable operational improvements.

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.

The Lead Director oversees sales operations within New Business Development focusing on contract management, invoicing, and operational efficiencies related to pharmaceutical partnerships.

Provide strategic legal and regulatory counsel on PBM compliance, market conduct exams, investigations and enforcement. Advise internal business partners, coordinate audits and examinations, manage multiple legal issues, and collaborate with outside counsel and cross-functional teams to mitigate legal and business risk in a regulated healthcare environment.

Support enterprise-level financial consolidations and Channel/Client Margin reporting across multiple pharmacy channels. Prepare income statement consolidations, variance analysis, month-end close, forecasts, and budgets. Provide GLP-1 financial analysis, partner with FP&A and business teams, and deliver executive-ready narratives and special projects.

Lead a Java full-stack engineering team to design and deliver enterprise-scale distributed applications. Guide product roadmap, technical design, and Agile delivery (Scrum/SAFe). Oversee Java/Spring Boot backends, Angular/NgRx frontends, CI/CD and TDD practices, and cloud/container deployments. Prioritize user-centered design and stakeholder collaboration. Hybrid role in Richardson, TX.