Top Tech Jobs & Startup Jobs in Chicago, IL

Hunt and close complex B2B enterprise SaaS deals in a defined territory. Build pipeline through outbound prospecting, run full sales cycles, engage C-suite buyers, use value-based frameworks, maintain CRM accuracy, and travel ~25%.

Design, build, and maintain scalable ETL/ELT data pipelines and backend services. Implement data validation, monitoring, performance optimizations, CI/CD, and operational support while partnering with product and business stakeholders.

Deliver production features and AI-powered modernizations using agentic development. Build and operate multi-agent workflows, pair with engineers to transfer agentic practices, validate agent output, maintain software quality, meet sprint commitments, reduce backlog, and produce scalable, well-documented code.

Lead and deliver agentic AI initiatives across engineering, defining KPI frameworks, driving agentic workflow adoption, modernizing brownfield systems, planning capacity and budget, aligning stakeholders, and managing performance for AI proficiency.

Provide high-level administrative support to the CEO and executive team: manage scheduling, produce and quality-check board/executive materials, own sensitive communications, use AI tools to streamline workflows, and proactively solve problems while handling confidential matters.