Top Tech Jobs & Startup Jobs in Chicago, IL

Design, build, and deploy enterprise-grade AI agent systems and spec-driven development across the software lifecycle. Lead AI-first architecture, multi-agent orchestration, MCP integrations, production automation, observability, model governance, and cross-functional adoption while mentoring teams and ensuring responsible AI practices.

Manage and secure the organization's Azure and Microsoft 365 infrastructure, automate provisioning with PowerShell/Terraform, administer identity and endpoint services (Entra ID, Intune), monitor and respond to security/performance alerts, support backups and disaster recovery, configure network/security services and Cisco Meraki, participate in on-call rotation, and lead infrastructure improvement projects.

Lead global commercial strategy and a team of nine Sales Directors to drive parts distribution and whole-asset transactions. Own revenue targets, pipeline, forecasting, and large multi-party deals; cultivate MRO, operator, OEM, and lessor relationships; align commercial activity with operations, pricing, and M&A, and support due diligence and integration.

The Director of Data Engineering will lead the data engineering team, manage the Microsoft Fabric platform, and ensure data quality for analytics and AI initiatives while mentoring engineers and collaborating with cross-functional teams.

The Procurement Specialist will manage parts procurement, vendor negotiations, and inventory control to support Technical Advisors, ensuring timely delivery and quality service.