Top Tech Jobs & Startup Jobs in Chicago, IL

Leads business operations and strategy for CVS Media Exchange, overseeing operating models, governance, OKRs, executive reporting, process optimization, automation, budgets, vendors, and cross-functional execution. Builds and develops a high-performing operations organization while partnering with Product, Marketing, Business Systems, Strategy, and enterprise teams to support scalable growth, profitability, and organizational effectiveness.

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

Lead Data Privacy Engineer responsible for embedding privacy principles, ensuring regulatory compliance, and leading data protection initiatives across systems and cross-functional teams.

Leads integration engineering, platform modernization, AI-enabled automation, testing, and quality assurance across pharmacy and consumer wellness technology organizations. Oversees cloud-native and legacy platforms, AIOps, AI/ML and LLM adoption, CI/CD, incident management, roadmaps, budgets, vendor relationships, and engineering teams. Establishes quality standards, metrics, OKRs, and operational practices while driving technical debt reduction, cost optimization, workforce development, and reliable delivery.

Leads the Finance Technology AI Enablement engineering team, setting technical strategy and delivering AI, ML, and GenAI solutions. Responsibilities include managing and mentoring engineers, translating business needs into technical roadmaps, overseeing concurrent initiatives, establishing scalable architecture and DevOps practices, and ensuring governance, security, privacy, and compliance. The role also advises stakeholders on AI adoption, enables low-code and full-stack solutions, and reports program value and risks to senior leadership.

Lead budgeting, forecasting, financial reporting, performance analysis, scenario modeling, and long-term planning for a retail business. Partner with Finance, Accounting, IT, Data Engineering, Inventory Management, and Merchandising to implement a merchandise financial planning system and improve planning processes. Deliver actionable insights to senior leadership, evaluate business performance, manage cross-functional initiatives, and coach a direct report.

Leads Health100’s enterprise financial strategy, budgeting, forecasting, performance management, capital stewardship, M&A analysis and integration, financial reporting, and executive communications. Partners with senior leaders across finance, operations, product, and digital technology to drive growth and value creation. Oversees financial modeling, regulatory support, and team development while providing strategic financial guidance on business initiatives.

Leads CVS Media Exchange’s audience, data, and offsite advertising product portfolio. The role owns roadmap strategy, audience creation, identity resolution, data distribution, activation, measurement, partner integrations, and privacy-by-design practices. It manages product managers and collaborates with data science, engineering, sales, marketing, legal, compliance, and other teams to scale advertiser-focused capabilities across managed-service, self-service, marketplace, and partner-enabled models.

Leads the architecture, implementation, and deployment of cloud-native, AI-powered healthcare solutions. Defines scalable designs, evaluates technologies, oversees delivery, conducts architecture reviews, and ensures alignment with business and technical requirements. Partners with product, engineering, data, IT, and business stakeholders while mentoring architects and guiding modernization initiatives. Requires extensive software architecture, cloud, full-stack development, database, DevOps, AI/ML, and healthcare workflow experience.