Top Tech Jobs & Startup Jobs in Chicago, IL

Designs and builds large-scale clinical, claims, and document data platforms on Google Cloud. Leads architecture, production engineering, AI-assisted development and operations, including agent guardrails, observability, automation, auditability, and regulated-environment controls. Develops AI and machine learning systems involving retrieval, extraction, evaluation, and serving. Partners across engineering, security, privacy, compliance, and governance teams while communicating technical strategies to executives and customers.

Develop and maintain Power BI dashboards, reports, data models, and visualizations supporting commercial sales decisions. Translate business requirements into scalable analytics solutions, improve forecasting and performance reporting, troubleshoot data and reporting issues, validate releases, and maintain DataMart reliability. Partner with sales leaders, business analysts, stakeholders, and technical teams while following governance and development standards.

Lead end-to-end experiential marketing programs for CVS Media Exchange, from scoping and agency coordination through onsite execution, measurement, and reporting. Develop scalable offerings, pricing guardrails, workflows, and playbooks while partnering with Sales, Merchandising, Operations, Legal, Finance, Product, and external agencies. Manage budgets, profitability, risks, timelines, and KPIs, and translate results into case studies and optimization recommendations that increase advertiser value and investment.

Leads budgeting, forecasting, financial reporting, variance analysis, financial modeling, and long-term planning for a major business unit. Partners with senior and cross-functional leaders to provide financial insights, guide resource allocation, monitor performance, identify risks and opportunities, and improve profitability. Develops executive presentations, supports strategic decisions, and drives process improvements across financial operations.

Architects, develops, tests, debugs, and optimizes scalable software applications and digital solutions. Participates in architecture discussions, code reviews, technical decision-making, and adoption of engineering best practices. Collaborates cross-functionally to deliver complex features, contributes to technical direction, shares knowledge, and mentors junior developers. Preferred experience includes cloud platforms and systems leveraging GenAI capabilities.

Lead the design, development, and delivery of scalable backend and patient-facing software for MinuteClinic. Set technical direction, mentor engineers, drive architecture and engineering excellence, and collaborate with product, design, and architecture teams. Build cloud-based services, APIs, distributed systems, CI/CD pipelines, automated testing, and observability solutions while adopting AI-assisted development practices. Healthcare technology, interoperability standards, microservices, and front-end experience are preferred.

Supports multiple HR technology products by translating capability needs into requirements, user stories, and acceptance criteria; maintaining Jira backlogs and Confluence documentation; coordinating releases; partnering with development and Scrum teams; gathering customer feedback; researching AI and data trends; contributing to roadmaps; and presenting product capabilities and results to leadership and enterprise stakeholders.

Leads end-to-end HR technology architecture, including solution design, buy-versus-build analysis, architecture reviews, proofs of concept, integration, security, cloud, and application optimization. Establishes architectural vision, roadmaps, governance, and technology standards while advising development teams, evaluating emerging technologies, reducing technical debt, and collaborating with business and technology stakeholders. The role also supports AI-enabled applications, SaaS platforms, modernization, and professional development across the architecture team.

Designs, develops, deploys, and supports cloud-native AI and generative AI solutions. Builds RAG systems, AI agents, APIs, microservices, and intelligent automation using AWS, GCP, LLMs, and modern frameworks. Collaborates with product, engineering, security, data, and business teams while ensuring reliability, scalability, security, privacy, governance, and Responsible AI compliance. Performs testing, monitoring, model evaluation, optimization, documentation, and Agile delivery activities.

Provides executive and site support to the VP and Chief of Staff of Pharmacy Services. Responsibilities include managing complex calendars, travel, expenses, meetings, presentations, communications, confidential information, deliverables, and stakeholder inquiries. The role also coordinates Chicago office operations, space planning, supplies, facilities requests, meeting logistics, AV setup, catering, and colleague engagement activities. This is a hybrid position requiring three days per week in the Chicago office.