Senior Principal Software Engineer, AI Agents, Dublin Pike

Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy. Your mission is to drive architecture, technical strategy, and implementation of AI agents for Toast's Team area, which is part of the FinTech line of business. You will be one of the most senior technologists in the line of business. The Team area is a mission‑critical space on which our restaurants rely to manage their staff and optimize their labor. Beyond being on the forefront of agent development, your scope will also include enablement and leadership for how software is developed at Toast through adoption of bleeding‑edge spec‑driven development and other paradigms.

A Day In The Life (Responsibilities)

Develop and drive an architectural vision to support the ambitious goals for agents and agent development

Be an active participant and an authoritative technical voice in FinTech product strategy discussions

Partner with the Team Management Director of Engineering and Sr. Director of Product to successfully deliver Team agent products from design to production

Work closely with other Senior Principal Engineers to further the agent patterns and ecosystem across Toast as a whole

Evolve an ever more efficient way of working through agents and spread it across Toast

Work directly with the product manager for the Team Agent space, collaborating to drive vision

Be hands on and actively participate in development on the Team Agent

Mentor and develop technical leadership across Team, and Fintech

What You\'ll Need To Thrive (Requirements)

15+ years experience designing and building highly scalable, mission‑critical distributed and full‑stack software systems

10+ years experience building and operating SaaS products, ideally AWS hosted

1+ years experience using the latest in coding agents

A strong desire to lean all in on agentic development practices

Passion for building autonomous agents

Demonstrated ability to drive technical architecture for a company or highly scalable line of products

A desire to work not only with technologists but also product owners and business leaders

Ability and desire to draw big lines and boxes on a whiteboard paired with the ability to dig in and understand the ebb and flow of what the code is doing under load

Ability and desire to communicate and influence at the executive level

What will help you stand out (Nonessential Skills / Nice to Haves)

Experience designing agentic products

Experience building systems that leverage LLMs and other ML models

Experience with enterprise integration using Apache Camel

Experience architecting event‑driven distributed systems using Apache Pulsar

Experience defining test, build and deploy strategies

Solid understanding of workforce management

Solid understanding of restaurant operations

Our Total Rewards Philosophy We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs.

Diversity, Equity, and Inclusion At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry is one of the most diverse, and we embrace that diversity with authenticity, inclusivity, respect, and humility. By embedding these principles into our culture and design, we create equitable opportunities for all and raise the bar in delivering exceptional experiences.

Legal Notice For roles in the United States, it is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

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