Top Tech Jobs & Startup Jobs in Chicago, IL

Lead the Competitive Intelligence practice by analyzing market dynamics, supporting sales strategies, and influencing product roadmap based on competitor insights.

Lead end-to-end development of complex, production-ready agentic systems on the OutSystems platform. Implement secure, scalable AI/LLM integrations with vector databases, enforce governance and privacy, coach teammates on AI-native delivery, and serve as the team's quality gate.

Lead global technical strategy for OutSystems platform reliability and automation. Define security and data residency for AI agents, drive transition to Autonomous Platform Engineering, design a Platform Workbench to automate routine administration (60%+), and influence product management with field-tested AI infrastructure requirements.

Lead design and implementation of scalable sales processes, systems strategy, and cross-functional GTM programs. Own CRM and sales tech integrations, define KPIs, drive large technology implementations and change management, translate data into executive narratives, and deliver AI-driven revenue optimizations.