Top Tech Jobs & Startup Jobs in Chicago, IL

Build and productionize AI systems for logistics: multi-agent copilots, forecasting/optimization models, evaluation and observability, continuous learning loops, and operational reliability. Mentor engineers and make build-vs-rule tradeoffs while shipping high-impact ML services.

Lead backend Java development and architecture for enterprise applications. Design and deliver scalable, resilient microservices and APIs, mentor developers, lead technical decisions, support production incidents, and implement CI/CD and cloud-native solutions on AWS.

Lead architecture and delivery of enterprise DDI solutions (Infoblox-focused) including migrations, upgrades, re-architecture, and lifecycle engineering. Produce design artifacts, testing and cutover plans, and guide long-term DDI strategy. Support pre-sales with demos, discovery, POCs, solution design, and RFP/RFI responses while partnering with Account Executives to capture new business.

Lead and execute StarCompliance's data and AI strategy: build a governed data foundation, deliver production-grade LLM and ML capabilities (RAG, semantic search, vector DBs), establish MLOps, and grow a cross-functional Data & AI team aligned with product and business priorities in a regulated financial environment.

Evaluate life insurance applicants end-to-end, focusing on mortality risk. Order and review underwriting requirements, enter medical history data, finalize cases, and make advanced risk-selection decisions while meeting productivity, quality, and performance standards.

Execute, monitor, and optimize high-velocity social and digital ad campaigns across major platforms. Support campaign setup, reporting, and performance analysis using Salesforce, DSPs, and internal tools. Collaborate with cross-functional teams, present insights, and use Excel/Google Suite to manipulate data and improve media spend efficiency.

Lead vision, strategy, and commercialization for AI-powered provider utilization management products. Define roadmaps, lead cross-functional teams, conduct market research, size opportunity, build business cases, drive GTM and pricing, partner with clients and accounts, track product performance, and enable adoption and upsell through close work with marketing, sales, and customer success.

Lead product marketing strategy and execution: define positioning and messaging, own GTM and launches, build sales enablement, synthesize customer and competitive intelligence, drive cross-functional alignment, and use AI and automated workflows to scale launches and content to increase adoption, win rates, and revenue.

Design and develop realistic, research-driven simulation scenarios and materials for interpersonal skills practice. Conduct audience and context research, author participant and client-facing content, draft scoring criteria, consult with SMEs and clients, iterate with AI tools, train simulation facilitators, and use feedback and data to refine simulations for authenticity and learning impact.

Lead, hire, coach, and manage a team of net-new Account Executives in North America to acquire enterprise logos. Define target accounts, operationalize ABM, optimize outreach using Salesforce/Apollo/SignalHire/HubSpot, enforce CRM hygiene and forecasting, create playbooks, and drive adoption of MEDDPICC to meet and exceed booking targets.