[Hiring] Principal Software Engineer @Toast

Role Description

This role is for a current vacancy. We are looking for a principal engineer to lead the development of a new way of integrating partners, while also providing additional technical leadership across our International expansion efforts. This is an exciting opportunity to develop new AI powered development systems that will provide direct impact for our customers.

• Leverage cutting edge AI tools to enhance your development workflow, improve velocity, and help pioneer new approaches to building.
• Lead fellow developers, product managers, designers, and user researchers to build a strong tech infrastructure that enables scalable integration of key customer software partners.
• Architect, create and maintain an AI harness for the rapid integration and maintenance of partners with Toast’s systems.
• Define and drive technical strategy for problems that affect our International expansion efforts.
• 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.
• Document solution design, write & review code, test and rollout solutions to production, capturing & actioning customer feedback to iteratively enhance customer experience.
• Collaborate with UX, Product Management, QA, and partner engineering teams to build best-in-class solutions in a complex and fast-moving environment.

Qualifications

• 10+ years of experience designing, building, and operating highly scalable, mission-critical distributed systems and SaaS products (ideally AWS-hosted).
• Proven track record of leading complex technical initiatives and delivering robust software architecture from design to production.
• Strong enthusiasm for agentic development practices, LLM integration, and modern software paradigms.
• Balanced expertise: Ability to design high-level technical solutions on a whiteboard while remaining deeply connected to code-level execution and system performance.
• Effective communication: Ability to articulate complex technical ideas clearly to both technical peers and product leadership.

Requirements

• Experience building development harnesses that leverage LLMs or autonomous agents.
• Hands-on experience with enterprise integration frameworks (e.g., Apache Camel) or event-driven messaging systems (e.g., Apache Pulsar).
• Experience establishing robust CI/CD, testing, and deployment strategies for complex systems.
• Domain knowledge in 3rd party system integrations or restaurant operations.

Benefits

• Competitive compensation and benefits programs.
• Flexibility to meet Toasters’ changing needs.
• Total rewards package includes cash compensation, equity, and benefits.
• Base salary range: $169,000 — $270,000 CAD.