Top Engineering Jobs in Chicago, IL

Leads technical initiatives for Toast’s restaurant scheduling product, designing and delivering scalable full-stack software. Responsibilities include architecture, API and system design, roadmap influence, cross-functional collaboration, engineering quality, performance, and technical leadership. The role also promotes AI-assisted development and improved employee and customer experiences.

Lead the technical vision, architecture, and delivery of Toast’s pricing engine across multiple teams. Design and operate highly available distributed systems, APIs, databases, and event-driven services at scale. Serve as the pricing domain expert, improve correctness and performance, lead incident response and reliability initiatives, mentor engineers, establish operational excellence, and align technical priorities with Product and engineering leadership.

Build and scale mission-critical tips, earnings, and payroll platforms for restaurant employees. Own systems end to end, lead complex projects from design through deployment, improve reliability and correctness, collaborate with product and design, review code, mentor engineers, and deliver scalable backend services that affect employee pay and product revenue.

Develop Android system applications for Toast’s device management platform, focusing on background services, device policy enforcement, setup, firmware and app updates. Support new hardware and OS upgrades, expand automated testing with Robot Framework, investigate production issues, and collaborate with product, hardware, QA, and software teams. The role requires strong Android development skills in Java or Kotlin, Android architecture libraries, debugging tools, and source control.

Build and operate enterprise-grade backend microservices, data pipelines, integrations, and internal tools for finance automation. Productionize AI and agentic workflows, design event-driven systems across billing, ERP, Salesforce, and data platforms, and develop lightweight operator UIs. Own technical strategy, architecture, reliability, auditability, permissions, and enterprise controls including SOX and PCI requirements. Collaborate with Finance, Security, Compliance, and Audit teams to deliver scalable automation solutions.

Lead the design, development, and delivery of scalable payroll onboarding software. Drive technically complex initiatives, influence architecture and roadmaps, collaborate across product, design, and engineering, improve reliability, promote coding best practices, mentor engineers, and use AI tools to enhance development productivity.

Build and ship production software for Toast’s retail platform, partnering with engineering, product, and customers. Responsibilities include identifying opportunities, designing and prototyping end-to-end solutions, making foundational technical decisions, incorporating customer feedback, tracking industry trends, and deploying AI-powered experiences. The role supports large grocery and convenience-store customers and may involve visiting stores to understand operator workflows.

Develop fullstack web applications, enhance platform performance, collaborate on high-impact opportunities, and ensure stable, scalable solutions. Engage in rapid iterations and be a committed team player.

Design, build, and own backend services, APIs, and integrations supporting customer care workflows. The role connects Salesforce, billing, identity verification, document management, and iPaaS platforms; requires automated testing, code reviews, incident response, performance monitoring, and cross-functional collaboration. The engineer will also apply AI tools and may build production LLM solutions.

Designs, builds, and ships scalable full-stack features for Toast’s restaurant and retail technology platform. Responsibilities include developing resilient backend services and APIs, responsive web interfaces, distributed systems, and high-throughput enterprise solutions using Java, Kotlin, React, and TypeScript. The role requires solving ambiguous technical problems, ensuring system reliability and observability, applying engineering best practices, collaborating cross-functionally, and mentoring engineers.