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[Remote] Senior Principal Software Engineer, GTM

Remote role Full-time Open position

Note: The job is a remote job and is open to candidates in USA. Toast creates technology to help restaurants and local businesses succeed in a digital world. The Senior Principal Engineer for GTM Experiences will define and drive the multi-year strategy for customer engagement, onboarding, and support, ensuring a seamless customer journey through cohesive platform capabilities.

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

Skills

  • 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

Benefits

  • Cash compensation (overtime, bonus/commissions if eligible)
  • Equity
  • Benefits
  • Competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry
  • Flexibility to meet Toasters’ changing needs
  • Hybrid work model that fosters in-person collaboration while valuing individual needs
  • Reasonable accommodations for persons with disabilities to enable them to access the hiring process

Company Overview

  • Toast is a point-of-sale and restaurant management platform designed for businesses in the food service and hospitality industry. It was founded in 2011, and is headquartered in Boston, Massachusetts, USA, with a workforce of 1001-5000 employees. Its website is https://pos.toasttab.com.
  • Company H1B Sponsorship

  • Toast has a track record of offering H1B sponsorships, with 3 in 2026, 26 in 2025, 32 in 2024, 39 in 2023, 66 in 2022, 29 in 2021, 17 in 2020. Please note that this does not guarantee sponsorship for this specific role.
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