Senior Principal Software Engineer, Toast
Go To Market Experiences
$246-394k
+ Equity
Point of sale and management system for restaurants
Be an early applicant
Point of sale and management system for restaurants
1001+ employees
Be an early applicant
$246-394k
+ Equity
1001+ employees
Company mission
Toast's mission is to enrich the food experience for all.
Role
Who you are
- 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
What the job involves
- 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
- 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
Our take
Running a restaurant means managing a stressful set of elements, all needing to work together seamlessly to create a good experience for diners. Toast helps to streamline processes, and puts an end to piles of paperwork, by providing a platform whereby tableside ordering, menu modifications, labour management, payroll, and more are all housed in one system that can run from a tablet.
Toast offers restaurant-grade hardware and cloud-based, customisable payment solutions to serve clients from startup through to growth phase, as well as a service for established restaurants. By combining all the digital services a restaurant might need, the platform can act as the one and comprehensive solution for restaurants of any size, avoiding restaurateurs from having to invest in a range of technologies.
Toast has over 70,000 restaurants on its books, from food trucks to national brands, and its mobile ordering and payment solutions have made it a recognized brand for consumers. The company's IPO in 2021 saw it valued at over $30 billion and since then, it has added more features to its product suite including wholesale and catering order tools. Toast then, has proven its place as an indispensable player in the restaurant space.
Freddie
Company Specialist at Welcome to the Jungle
Insights
28% employee growth in 12 months
Company
Funding (last 2 of 6 rounds)
Feb 2020
$400m
SERIES F
Apr 2019
$250m
SERIES E
Total funding: $899m
Company benefits
- Peer and company recognition programs
- Unlimited Vacation
- Sabbatical opportunity after five years
- Professional Development Reimbursement Program
- Commitment to Employee Wellness through resources such as a quarterly Wellness Stipend
- Various peer and company recognition programs
- 401(k) and matching
- Medical, Dental, & Vision Coverage
- Mental Health Benefits
- Subsidized backup childcare
Company HQ
Fort Point Channel Landmark District, Boston, MA
Leadership
Steve Fredette
(Co-Founder & President)They studied at MIT before co-founding Klick Mobile in 2009 and spending almost 7 years at Endeca. They left their Management role in June 2012 having co-founded Toast in May.
Aman Narang
(Co-Founder & CEO)Having studied Computer Science at MIT, they worked at Endeca for 5 years. They moved from working as Product Manager to work full-time as President of Toast in 2013, having co-founded it the previous year.
Jonathan Grimm
(Co-Founder & CTO)They also studied Computer Science at MIT before working as an Engineer for Endeca for over 4 years. They worked at Oracle for 5 months prior to co-founding Toast in May 2012.
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