Top Engineering Jobs in Chicago, IL

Lead development of resilient, scalable features across Toast’s POS, backend, and frontend systems for sports, entertainment, and hospitality customers. Design, deploy, and maintain production services; lead complex reliability projects; collaborate with Product, Design, Sales, Customer Success, and other teams; build automated tests; monitor feature rollouts; and mentor engineers. The role also encourages using AI tools to improve development productivity.

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.

Design, build, and operate highly available, secure, large-scale cloud services and infrastructure. The role focuses on performance optimization across infrastructure, databases, and APIs; establishing engineering standards; shaping technical direction with Product; and mentoring engineers. The team uses Kotlin, Go, AWS, PostgreSQL, DynamoDB, Terraform, and Apache Pulsar to support distributed, event-driven systems processing billions of requests daily.

Design and deliver Android system applications for Toast POS devices, including device policy enforcement, setup, firmware and app updates, background services, and fleet deployment. Lead technical design, cross-functional planning, Android and hardware upgrades, automated testing, production issue investigations, and staged rollouts. Mentor engineers and collaborate with product, hardware, QA, and software teams to build secure, reliable device-management systems.

Lead development of Toast’s consumer-facing web experiences, building scalable guest and restaurant features across the stack. Collaborate with frontend, backend, iOS, and Android engineers using React, TypeScript, Next.js, APIs, and backend services. Own projects from development through launch, monitoring, and analysis while experimenting with users and influencing consumer product strategy.

Own the architecture, development, deployment, and ongoing optimization of enterprise Workday integrations. Partner with HR, payroll, finance, security, and technology stakeholders to translate business needs into secure, scalable designs. Lead troubleshooting, monitoring, governance, release testing, documentation, and production support while mentoring integration peers. The role requires deep Workday integration expertise, strong architecture judgment, knowledge of HR data and processes, and experience delivering complex integrations in enterprise environments.

Build and deliver backend payment-processing features using Kotlin, scalable APIs, microservices, and containerization. Develop automated tests, monitor feature rollouts, collaborate with UX and product management, and participate in design and code reviews. The role supports Toast’s unified payments platform and requires East Coast working hours.

Lead the POS Payments Experience engineering team, delivering reliable Android and web-based payment products. Drive planning, cross-team execution, technical direction, architecture, quality, monitoring, and production issue resolution. Partner with product and UX leaders, hire and develop engineers, and champion AI-assisted development practices.

Leads an engineering team delivering Quoting, Catalog Management, and go-to-market technology. Oversees technical decisions, delivery planning, code reviews, quality assurance, release planning, incident resolution, stakeholder collaboration, and team development. Partners with Sales, Product, RevOps, and Data Analytics leaders while driving scalable solutions across Salesforce CPQ, Product Catalog, and related systems. Champions AI-assisted development and contributes to complex architecture and implementation efforts.

Build and optimize automated release engineering systems, including CI/CD pipelines, build and deployment tooling, and AWS cloud infrastructure. Ensure software delivery quality, security, compliance, and reliability. Lead complex projects, participate in on-call support, mentor teammates, and promote technical excellence. The role uses Go, Java/Kotlin, TypeScript, GitHub Actions, PostgreSQL, DynamoDB, Backstage, AWS, and AI development tools.