Top Tech Jobs & Startup Jobs in Chicago, IL

Lead architecture and technical execution for Toast’s Payroll and Team Management products. Own authentication, authorization, and organizational hierarchy across a multi-tenant SaaS platform. Drive high-scale, full-stack initiatives, modern agentic development practices, integrations, technical strategy, quality standards, deployment practices, and cross-functional collaboration. Mentor engineers across teams and leverage AI tools and LLM integration to improve software development velocity and quality.

Lead design and delivery of scalable ML systems across the full lifecycle for recommendations, demand forecasting, targeting, and personalization. Collaborate with engineers, product, and stakeholders to set architecture, metrics, and production best practices; mentor data scientists; lead experimentation and deploy/monitor models using cloud and MLOps tooling.

Lead design, build, deployment, and operation of highly resilient, high-throughput configuration and publishing systems. Define long-term architecture and strategy, mentor senior engineers, diagnose and fix performance bottlenecks, and leverage AI tools to improve engineering productivity and platform capabilities.

As a Staff Software Engineer, you will define technical strategy for Drive-Thru solutions, standardize Android practices, and ensure seamless integration between mobile clients and backend services while mentoring peers.