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.

As the Director of Engineering for Retail, you will be the primary technical owner of Toast’s highest-growth business unit - a $50M+ "startup" currently doubling year-over-year.

We’re bringing the same all-in-one platform beloved by restaurants to a whole new segment of businesses. You are responsible for building a delightful, flexible, and scalable platform that serves the unique needs of businesses across a wide variety of retail personas. You will own everything from agentic inventory automation, to optimizing the POS for high-throughput checkout experiences, and everything in between.

A day in the life (Responsibilities)

• Own the Retail Technical Strategy: Mandate to move beyond siloed feature development to build a unified, extensible retail core that supports a wide variety of retail personas at scale
• Architect for Resilience: Ensure high availability and blazing fast performance at the edge; you will oversee the infrastructure that keeps our high-volume retailers up and running regardless of connectivity
• Deploy Autonomous Systems: Lead the move from manual and labor-intensive inventory management to AI-driven autonomous systems, saving hours of time and unlocking new operational efficiencies for thousands of customers
• Raise Talent Density: Uplevel the engineering organization by identifying and attracting top-tier talent and coaching existing managers to operate as high-autonomy owners
• Own the Outcome: Partner with Product and Design to drive the P&L of the Retail business, managing the immediate delivery of the Retail POS and Purchasing & Receiving squads while developing a long-term strategy for the Grocery persona

What you'll need to thrive (Requirements)

• Platform-First Mindset: You have a track record of building configurable platforms rather than just collections of features
• Systems Architect Background: Deep experience with distributed systems and edge computing. You know how to build software that is bulletproof in high-pressure, real-world physical environments
• High-Growth "Builder" DNA: You have led engineering teams through the "1-to-10" scale phase at a high-growth startup and know how to maintain velocity while increasing technical rigor
• Obsession with Data Integrity: Experience solving complex inventory, supply chain, or financial reconciliation problems where data accuracy is the difference between a successful business and a failed audit
• Drives Exceptional Outcomes: You hold an incredibly high bar for talent and execution. You are a "leader of leaders" who empowers managers but stays close enough to the metal to spot architectural flaws
• Strategic Influence: You can navigate high-stakes cross-functional relationships, moving beyond "feature requests" to influence the fundamental business strategy through technical innovation

AI at Toast

At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture.

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. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.

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. The Toast Retail team is pioneering how Toast serves businesses beyond the restaurant space. We’re focused on building powerful, intuitive tools that meet the unique needs of modern retailers — inventory management, supplier relationships, purchase orders, and more. As a team, we operate like a startup within Toast, balancing greenfield development with the scale of a mature platform.

The Retail Experience (RXP) squad is a high-impact team focused on transforming Toast into a world-class experience for retailers. While retail adoption has grown significantly, we consistently hear that Toast doesn’t always feel like it was built for retail.RXP’s mission is to close that gap. We identify friction across the retail customer journey — from onboarding to daily operations — and deliver cohesive, retail-first improvements across Toast’s ecosystem.

Our work spans the Retail module and the broader Toast platform, ensuring that retail customers feel understood and supported from day one through long-term success.

A day in the life (Responsibilities)

As a Staff Software Engineer on the Retail Experience team, you’ll play a leading role in designing and developing intuitive, performant, and delightful user experiences. You’ll work closely with product managers, designers, and other engineers to bring new features to life. If you love working in a fast-paced environment, driving innovation, and seeing your work make a real impact — we’d love to meet you. Here’s what you’ll be doing:

• Architect and implement modern, high-quality frontend experiences that feel intentionally designed for retail businesses.
• Collaborate deeply with Product, Design, and Platform teams to deliver cohesive improvements across a broad cross-section of Toast’s ecosystem.
• Mentor teammates, contribute to technical decisions, and help shape a strong engineering culture.
• Continuously improve UI systems and patterns, enabling rapid development of scalable features.
• Stay curious, explore emerging technologies, and find new ways to elevate the Toast Retail experience.

What you'll need to thrive (Requirements)

• 8-10+ years of experience building modern web applications, with a strong frontend focus.
• Strong proficiency with React, TypeScript, and web standards (HTML5, CSS3).
• Solid understanding of component architecture, state management, and design systems.
• Experience collaborating with cross-functional teams and shipping user-facing features.
• Familiarity with REST APIs, GraphQL, and testing frameworks (Jest, Playwright, etc.).
• Passion for clean, maintainable code.
• Comfortable working in a fast-moving team, balancing quality and speed.
• Bonus: Experience in Retail software, or designing systems for new customer vertical

*** This is a hybrid role requiring in-office presence two days per week ***

#LI-HYBRID

#BI-Hybrid

AI at Toast

At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture.

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. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.

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.

The Toast Retail team is at the forefront of this exciting evolution. We’re building innovative features that adapt Toast’s powerful platform to meet the unique needs of retailers, expanding our impact and delivering best-in-class experiences to a broader market.

The Toast Retail team is pioneering how Toast serves businesses beyond the restaurant space. We’re focused on building powerful, intuitive tools that meet the unique needs of modern retailers — inventory management, supplier relationships, purchase orders, and more. As a team, we operate like a startup within Toast, balancing greenfield development with the scale of a mature platform. The Retail Experience (RXP) squad is a high-impact team focused on transforming Toast into a world-class experience for retailers. While retail adoption has grown significantly, we consistently hear that Toast doesn’t always feel like it was built for retail. RXP’s mission is to close that gap. We identify friction across the retail customer journey — from onboarding to daily operations — and deliver cohesive, retail-first improvements across Toast’s ecosystem.

Our work spans the Retail module and the broader Toast platform, ensuring that retail customers feel understood and supported from day one through long-term success.

A day in the life (Responsibilities)

As an Engineering Manager on the Retail Experience team, you’ll play a leading role in designing and developing intuitive, performant, and delightful user experiences. You’ll work closely with product managers, designers, and other engineers to bring new features to life. And you’ll play a leading role in organizing, strategizing, and prioritizing the team’s work. If you love working in a fast-paced environment, driving innovation, and seeing your work make a real impact — we’d love to meet you. Here’s what you’ll be doing:

• Drive delivery of business outcomes, including planning and execution
• Collaborate closely with PM and UX to define actionable, valuable work for the team
• Collaborate with stakeholders across the organization to help your teams accomplish their goals
• Oversee end-to-end delivery of software, including team ownership of monitoring and production issues
• Guide the team’s quality and testing strategy 
• Coach engineers for professional and technical development 
• Recruit and onboard new team members

What you'll need to thrive (Requirements)

• Experience managing engineering teams
• Experience writing, delivering, and operating software in a SaaS environment
• Experience mentoring and developing successful teams
• Experience deeply collaborating with PM and UX partners
• Strong technical background that you use to guide your team’s decisions and plans
• Comfortable working in a fast-moving team, balancing quality and speed
• A desire to build a diverse team that wins together and prioritizes customer success
• Bonus: Experience in Retail software, or designing systems for new customer verticals.

**This role requires you to work two days per week in the Dublin office**

#LI-HYBRID

#BI-Hybrid

AI at Toast

At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture.

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. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.