[Remote] Senior Principal Software Engineer, GTM

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.ResponsibilitiesDefine and drive the multi-year technical strategy for the GTM Experiences LOB, ensuring alignment with company goals and long-term customer experience outcomesLead 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 experiencesEvaluate and de-risk major technical investments such as platform migrations, vendor integrations, and large-scale architectural changesEnsure that systems across onboarding, support, and growth operate as a cohesive, extensible platform rather than disconnected point solutionsPartner with product, design, Care, Onboarding, and Growth leadership to translate strategic goals into scalable technical solutions that improve outcomes and operational efficiencyEstablish architectural principles and engineering standards that support long-term platform scalability, flexibility, and velocityProvide technical leadership and mentorship to senior engineers, helping raise the overall engineering bar across the GTM Experiences organizationInfluence technical direction across multiple teams and functions, aligning stakeholders around shared platform decisions and long-term strategyLeverage 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 teamSkills10+ years of experience in software engineering, with a strong background building and evolving large-scale distributed systems and customer-facing platformsDemonstrated experience defining technical strategy or architecture for complex platforms spanning multiple systems and teamsStrong systems thinking and platform design experience, with the ability to connect individual services and tools into coherent technical ecosystemsProven ability to lead high-impact architectural decisions and guide organizations through complex technical transitionsExperience influencing technical direction across teams and collaborating with product, design, and operational partners to deliver meaningful business outcomesStrong communication skills and the ability to articulate complex technical ideas clearly to both technical and non-technical stakeholdersA track record of mentoring senior engineers and raising the engineering bar within an organizationExperience working on customer experience platforms, workflow systems, or other complex operational software environments is strongly preferredBenefitsCash compensation (overtime, bonus/commissions if eligible)EquityBenefitsCompetitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industryFlexibility to meet Toasters’ changing needsHybrid work model that fosters in-person collaboration while valuing individual needsReasonable accommodations for persons with disabilities to enable them to access the hiring processCompany OverviewToast 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 SponsorshipToast 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.