Top Tech Jobs & Startup Jobs in Chicago, IL

Lead program planning and execution for a DoW enterprise capability: manage schedule, budget, risks, requirements, cross-functional teams, compliance (DoW/DISA/RMF/ATO), Agile activities, stakeholder communications, contractor performance, roadmaps, and contract deliverables.

Design, engineer, and commission audiovisual and media technology systems for venues. Collaborate with clients and project teams to produce system documentation, cost estimates, and perform field engineering, system tuning, device configuration, and troubleshooting.

Lead product vision and roadmap for Tekion's Automotive CRM, translate dealer and partner needs into product requirements, define AI/LLM-enabled CRM capabilities, collaborate cross-functionally to deliver SaaS CRM features, create product artifacts, measure success metrics, and prioritize initiatives to drive adoption and strategic account success.

Own test planning, exploratory and risk-based testing, and automation across sprints. Partner with product teams to define acceptance criteria, maintain test environments, contribute to regression suites, surface defects, and develop a testing specialization (automation, API, performance, security, or release coordination).

Lead talent acquisition for DoW clients nationwide with emphasis on Hanscom AFB; source and recruit cleared military and civilian personnel, coordinate interviews and onboarding, ensure security clearance compliance, support leadership reporting and process improvements.

Lead and scale a global Solutions Engineering team, own technical pre-sales motions, run discovery and POCs on enterprise video AI opportunities, build reusable assets and playbooks, and represent technical product strategy to Sales, Product, and Engineering.

Modernize a legacy, mission-critical system by implementing backend domain services in TypeScript/Node.js, extracting business rules from legacy Java/PL/SQL, ensuring financial-grade correctness and auditability, delivering full-stack vertical slices (React to AWS CDK), using AI-agent development tools, and maintaining CI/CD with automated testing.

Lead global finance, HR, and legal operations across 4 entities. Own FP&A, budgeting, forecasting, financial modeling, audits, transfer pricing, accounts payable/receivable, investor and Board reporting. Build HR policies and people processes, manage HR team and payroll coordination, and partner on performance management. Oversee commercial contract negotiations, liaise with external counsel, and manage an internal legal team to ensure compliance across jurisdictions.

Lead requirements gathering and process design for federal clients, translating mission needs into scalable ServiceNow solutions. Produce user stories, designs, SOPs, UAT plans, and federal-grade deliverables while ensuring compliance with Section 508 and FISMA/NIST. Mentor junior staff, perform peer reviews, and collaborate with architects and Agile teams to maintain backlog quality and minimize technical debt.

Lead shift operations in a 24/7 support environment to maintain service levels, productivity, quality, and CSAT. Provide real-time coaching and queue/workload management, monitor intraday performance, identify and mitigate operational risks, ensure shift handoffs, and develop a small team of agents while partnering with managers on improvements.