Top Tech Jobs & Startup Jobs in Chicago, IL

Lead the design and delivery of complex automated material handling systems, including conveyors, sortation, pallet handling, AS/RS, robotics, and integrated technologies. Evaluate customer requirements, develop system layouts, drawings, technical proposals, cost estimates, documentation, and bills of material. Support projects from concept through execution and integration, coordinate with customers, suppliers, and subcontractors, conduct site visits, review technical work, and mentor engineering team members.

Lead enterprise customer onboarding and software implementations, translating business requirements into system designs and guiding launches through project milestones. Train customers and internal teams, manage VP and C-suite stakeholders, resolve implementation challenges, and collaborate across Support, Integration, Product, and Sales. Drive continuous improvement, change management, and customer success while working with configurable QMS and frontline-worker software in regulated industries.

Drives new business, renewals, expansions, and multi-year contract awards with federal civilian agencies, primarily the VA and HHS. Builds consultative stakeholder relationships, translates mission needs into technology solutions, manages complex acquisition cycles and opportunity pipelines, forecasts accurately, and meets bookings and renewal targets. Partners with internal teams on customer onboarding, training, usage plans, and growth strategies. The role is based around Washington, DC, with approximately 25% domestic travel.

Supports the Data Science and Machine Learning team by analyzing large-scale datasets, identifying anomalies and root causes, developing data validation and normalization methods, and improving the accuracy of derived data products. The intern will evaluate models, translate ambiguous problems into statistical formulations, debug messy data, test hypotheses, and implement maintainable analytical solutions using Python, SQL, and distributed data platforms.

Designs, operates, and evolves global enterprise infrastructure across Azure, Windows, Linux, networking, identity, endpoints, and Internet technologies. Responsibilities include production changes, troubleshooting, incident response, root cause analysis, infrastructure reliability, automation, documentation, and standardization. The role requires cross-platform technical breadth, operational ownership, and collaboration with infrastructure, security, application, and business teams, including leadership of offshore network engineering teams.

The Sales Development Representative will generate qualified pipeline through strategic, multi-channel prospecting and account research. Responsibilities include managing territory pipeline activities, conducting initial discovery and qualification calls, explaining technical product value, handing opportunities to Account Executives, and improving sales playbooks and GTM workflows. The role requires strong communication, resilience, analytical ability, and familiarity with AI, SaaS, and modern sales tools.

Design and maintain scalable services, APIs, distributed systems, and data pipelines for AI training data infrastructure. Own systems through design, implementation, testing, deployment, and monitoring. Lead architectural decisions, improve reliability and scalability, mentor engineers, and collaborate with AI/ML, product, and data operations teams. Contribute to CI/CD, containerization, DevOps, and cloud deployment practices.

Manage a $4M+ portfolio of higher-education technology accounts, securing annual renewals, negotiating contract terms, and identifying upsell opportunities. Build relationships with senior institutional stakeholders, coordinate with partner success and delivery teams, monitor account health, manage renewal pipelines, maintain Salesforce data integrity, and develop commercial strategies. The role involves substantial phone-based communication and approximately 10–30% travel.

Designs, develops, and maintains automated UI, API, integration, regression, performance, and security testing frameworks for enterprise applications, including ServiceNow and Salesforce. Integrates automated tests with CI/CD pipelines, validates data using SQL and APIs, manages test environments and tooling, investigates failures, reports defects, and collaborates with engineering teams on root-cause analysis. The role also establishes automation standards, metrics, quality gates, and provides technical guidance to QA team members.

Designs, develops, integrates, deploys, and supports FIS Systematics Advanced Lending System solutions. Leads cloud, enterprise application, infrastructure, and systems integration initiatives; defines requirements, architectures, specifications, testing, and deployment plans. Provides technical leadership, mentoring, troubleshooting, risk mitigation, governance, documentation, and operational support across distributed environments. Collaborates with IT teams, vendors, and testing teams to deliver compliant, scalable solutions and improve system performance.