Principal Software Engineer

• Your mission is to lead the architectural design, technical execution, and implementation across the foundational domains of Toast’s Team Suite products, Payroll and Team Management
• The Payroll product delivers daily value to its users - enabling restaurant owners to pay their staff and pay their taxes, and enabling transparency for wages and tips for restaurant employees
• The Team Management suite allows restaurants to hire, manage, and schedule their staff
• As a Principal Engineer, you will serve as a key technical leader in the group, driving modern architectural patterns—including spec-driven development and agentic workflows—to deliver high-impact softwar
• Lead fellow developers, product managers, designers, and user researchers to build a strong tech infrastructure that enables amazing features
• Own the architecture for authentication, authorization, and organizational hierarchy — driving technical direction in these domains across the organization
• Help us transform a traditional SasS platform into an agentic, system-of-action
• Flex your full-stack muscles by driving challenging large end-to-end initiatives or core architecture changes in a supportive, collaborative team environment
• Define and drive technical strategy for problems that affect multiple parts of the business
• Mentor developers across multiple teams through code-pairing and detailed code, architecture, and project reviews
• Champion best practices for development, deployment and quality life cycles
• Leverage cutting edge AI tools to enhance your development workflow, improve velocity, and help pioneer new approaches to building - contributing to a culture of innovation and productivity across the team

Benefits

• Peer and company recognition programs
• Unlimited Vacation
• Sabbatical opportunity after five years
• Professional Development Reimbursement Program
• Commitment to Employee Wellness through resources such as a quarterly Wellness Stipend
• Various peer and company recognition programs
• 401(k) and matching
• Medical, Dental, & Vision Coverage
• Mental Health Benefits
• Subsidized backup childcare

• Experience maintaining a high bar for quality, and guiding teams to hold a high bar for the technical quality of their deliverables
• Experience with a broad set of technologies that includes those used at Toast - tiered web applications, microservices, mobile, API design patterns, Java, Kotlin, React, data analytics
• Deep experience with identity and access architecture — authentication, permissions models, and multi-entity organizational hierarchy — in a multi-tenant SaaS platform
• Strong enthusiasm for agentic development practices, LLM integration, and modern software paradigms
• A proven track record of building partnerships across engineering, product, customer success, and other stakeholders
• Strong technologist with extensive experience defining and implementing high scale SaaS solutions
• Hungry to take on challenging technical projects
• Experience with integration design patterns across high-scale, data-rich enterprise systems
• Experience and interest in mentoring peers

• Throughout the hiring process, our goal is to get to know you. We use AI tools to support our recruiters and interviewers with tasks like note-taking, summarization, and documentation of interviews to ensure they can be fully focused on your conversation
• All hiring decisions are made by people. We ask that you complete interviews and assessments on your own, without real-time AI tools, recording, or transcription bots, unless we tell you otherwise in advance