About This Role

We are building the Customer Experience Platform that will define how Toast engages, supports, and grows customers at scale.

As a Senior Principal Engineer for GTM Experiences, you will serve as the LOB-level technical leader responsible for defining and driving the multi-year strategy that shapes how Toast delivers experiences across onboarding, support, and product-led growth. You will translate business strategy into coherent technical direction, align engineering investments with measurable customer and operational outcomes, and guide the architectural evolution to create a seamless customer journey.

This role extends beyond ownership of individual systems or services. You will help define how lifecycle stages connect into a unified experience and drive platform level decisions that unlock business outcomes. You will help define how core components of the support ecosystem - including AI-assisted capabilities, contact center infrastructure, agent tooling, and customer-facing support experiences - work together as a unified platform. You will partner closely with engineering, product, design, Care, Onboarding, and Growth leadership to establish a shared technical vision, make high-impact architectural decisions, and ensure that our platform scales with increasing complexity while improving customer outcomes.

Success in this role requires strong systems thinking, platform design expertise, and the ability to operate across organizational boundaries. You will bring clarity to a complex ecosystem, drive alignment across teams, and ensure our investments translate into measurable improvements in customer activation, retention, and support quality.

A day in the life (Responsibilities)

• Define and drive the multi-year technical strategy for the GTM Experiences LOB, ensuring alignment with company goals and long-term customer experience outcomes.
• Lead architectural direction for critical platform capabilities that support customer and agent experiences, including contact center infrastructure, AI-assisted support systems, internal agent tooling, onboarding and activation systems, product-led growth experiences
• Evaluate and de-risk major technical investments such as platform migrations, vendor integrations, and large-scale architectural changes.
• Ensure that systems across onboarding, support, and growth operate as a cohesive, extensible platform rather than disconnected point solutions.
• Partner with product, design, Care, Onboarding, and Growth leadership to translate strategic goals into scalable technical solutions that improve outcomes and operational efficiency.
• Establish architectural principles and engineering standards that support long-term platform scalability, flexibility, and velocity.
• Provide technical leadership and mentorship to senior engineers, helping raise the overall engineering bar across the GTM Experiences organization.
• Influence technical direction across multiple teams and functions, aligning stakeholders around shared platform decisions and long-term strategy.
• 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.

What you'll need to thrive (Requirements)

• 10+ years of experience in software engineering, with a strong background building and evolving large-scale distributed systems and customer-facing platforms.
• Demonstrated experience defining technical strategy or architecture for complex platforms spanning multiple systems and teams.
• Strong systems thinking and platform design experience, with the ability to connect individual services and tools into coherent technical ecosystems.
• Proven ability to lead high-impact architectural decisions and guide organizations through complex technical transitions.
• Experience influencing technical direction across teams and collaborating with product, design, and operational partners to deliver meaningful business outcomes.
• Strong communication skills and the ability to articulate complex technical ideas clearly to both technical and non-technical stakeholders.
• A track record of mentoring senior engineers and raising the engineering bar within an organization.
• Experience working on customer experience platforms, workflow systems, or other complex operational software environments is strongly preferred.

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 PhilosophyWe 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.

#LI-REMOTE

The base salary range for this role is listed below. The starting salary will be determined based on skills, experience, and geographic location. In addition to base salary, our total rewards components include cash compensation (overtime, bonus/commissions if eligible), equity, and benefits. You can learn more about how we align pay with local labor markets in our Geographic Pay Zone Philosophy.

Pay Range

$246,000-$394,000 USD

How Toast Uses AI in its Hiring Process

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. To learn more: https://careers.toasttab.com/ai-in-hiring

Our Approach to Hybrid Working

We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the hospitality community, regardless of location. Please visit the Locations page on our career site to learn more about our in-office expectations by region: https://careers.toasttab.com/locations-toast

Apply today!