Top Tech Jobs & Startup Jobs in Chicago, IL

Build and automate secure, reproducible cloud infrastructure and tooling to support adversarial testing of AI systems. Collaborate with red teamers and engineers to reproduce, remediate, and simulate attacks, perform threat modeling and security reviews, and integrate security across the development lifecycle.

Own budgeting, forecasting, and long-range planning; prepare monthly/quarterly/annual financial reports and variance analyses; manage cash flow forecasting and month/year-end close with external accountants; build financial models, KPIs, dashboards, and business cases; support audits, tax filings, fundraising, board reporting, and automation of reporting processes.

The Machine Learning Engineer will design, build, evaluate, and deploy ML systems, collaborating on projects in safety, security, and intelligence applications, while owning projects from initial research through to production.

Build and maintain secure, reproducible infrastructure and backend services for large-scale AI and agentic model evaluations. Design sandboxed execution environments, orchestration, observability, and APIs to run thousands of evaluation tasks while ensuring isolation, security, and reproducibility. Collaborate with researchers and red teamers to translate evaluation ideas into reliable systems and debug failures across the stack.