Top Tech Jobs & Startup Jobs in Chicago, IL

Supports complex healthcare print opportunities from discovery through implementation readiness. Gathers business, operational, technical, and fulfillment requirements; evaluates DAM integrations; documents workflows and future-state needs; analyzes customer data for savings and standardization; coordinates cross-functional teams; identifies implementation risks and dependencies; and develops readiness documentation with milestones, ownership, approvals, and timelines.

Build and deploy AI-enabled solutions for Marketplace operations and commercial challenges. Identify opportunities, frame ambiguous business problems, develop prototypes using enterprise data and AI/LLM tools, validate business value, and transition successful solutions into production. Partner with business, product, technology, and data teams; drive adoption, measure outcomes, coordinate initiatives, mentor team members, and enhance reusable platforms and frameworks.

Leads enterprise telecommunications operations, including voice, unified communications, contact center platforms, telecom expense management, carrier relationships, vendors, incidents, upgrades, and service delivery. Manages technical staff and cross-functional partners while overseeing budgets, invoices, reporting, performance metrics, cost optimization, system reliability, and lifecycle modernization across multi-site business locations.

Administer and engineer enterprise observability platforms spanning infrastructure, applications, cloud resources, and telemetry. Lead technical onboarding, monitoring design, alerting, dashboards, automation, integrations, troubleshooting, capacity planning, licensing optimization, upgrades, and migrations. Establish standards and documentation, collaborate with vendors and procurement, and mentor engineers. The role requires strong systems thinking, cloud and production support experience, scripting or infrastructure-as-code expertise, and the ability to resolve complex reliability and performance issues.

Designs and develops scalable full-stack eCommerce platforms using Java, Spring Boot, React, and TypeScript. Leads microservices and micro-frontend architecture, cloud-hosted platforms, distributed data and messaging solutions, streaming and batch pipelines, payment integrations, performance optimization, accessibility, and PCI-DSS compliance. Provides technical leadership, mentoring, architecture guidance, code reviews, documentation, and cross-functional collaboration.

Leads the strategy, roadmap, evolution, and enterprise scaling of AI/ML platforms, GenAI tooling, agent frameworks, and shared infrastructure. Partners with engineering, security, architecture, product, and business teams to deliver secure, reliable, governed, and cost-effective AI capabilities. Establishes platform standards, guardrails, success metrics, and responsible AI practices while managing vendors and accelerating production AI adoption across the organization.

Leads enterprise architecture and technical design for contact center modernization into an AI-first operating model. Defines cloud, application, integration, API, data, and AI architectures; evaluates technologies; governs APIs and event-driven systems; designs AI agents, copilots, RAG solutions, and omnichannel customer service integrations. Guides proofs of concept, architecture reviews, implementation, governance, and modernization while mentoring architects and engineers.

Leads strategic pricing, sourcing, and deal operations for complex technology opportunities. Develops pricing strategies, manages supplier and inventory programs, establishes commercial governance, and partners with Sales, Procurement, Finance, Contracts, manufacturers, and distributors. Modernizes workflows through automation, reporting, standardized processes, and performance metrics. Manages and develops pricing and sourcing teams while overseeing hiring, performance, workload prioritization, and cross-functional initiatives.

Lead enterprise data and AI architecture across marketing, customer engagement, digital, sales, and analytics. Design scalable cloud data platforms, reusable data products, semantic models, real-time and batch architectures, governed AI capabilities, machine learning systems, generative AI, agents, recommendations, and personalization. Establish standards for governance, security, privacy, quality, lineage, and observability. Provide technical direction, lead architecture reviews and roadmaps, partner with engineering and data science teams, and mentor architects and engineers.

Leads the administration, support, reliability, security, disaster recovery, and continuous improvement of Staples’ enterprise IBM i and IBM Power Systems infrastructure. Manages hardware and operating system lifecycles, backups, replication, monitoring, capacity planning, incident response, audits, vendors, budgets, modernization initiatives, and operational procedures. Provides technical and people leadership for senior IBM i platform engineers while partnering with cybersecurity, architecture, application, business, and vendor teams.