Top Tech Jobs & Startup Jobs in Chicago, IL

Own and build JSSI’s AI-first data platform, including Bronze, Silver, and Gold pipelines in Microsoft Fabric and OneLake. Develop governed semantic layers for Power BI, ingest data into Azure SQL and ADLS Gen2, and enforce quality, lineage, security, governance, and PII controls aligned with Entra ID. Expose curated datasets to AI agents through approved APIs or MCP servers while using Claude Code and documentation-first engineering practices.

Owns strategic and operational workstreams supporting the CPTO, including executive communications, leadership meeting cadence, OKR tracking, AI governance, tool adoption, financial and usage oversight, incident command, root cause analysis, and cross-functional initiatives. The role requires strong organization, communication, storytelling, spreadsheet and presentation skills, daily AI tool usage, and comfort working through ambiguity in a technology or product environment.

Directs strategic planning and operational support for aviation maintenance, focusing on cost savings, vendor agreements, procurement optimization, rental asset scheduling, forecasting, dashboards, and workforce growth planning. Partners with finance, technical, regional, and parts-and-engines teams to improve maintenance event decisions, control costs, strengthen vendor performance, and provide executive leadership with actionable operational and financial insights.

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.