Senior Software Engineer, Toast
Care Experience
CA$125-175k
+ Cash compensation + 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
CA$125-175k
+ Cash compensation + Equity
1001+ employees
Company mission
Toast's mission is to enrich the food experience for all.
Role
Who you are
- 5+ years of software engineering experience, with a strong track record building and operating production systems using Java, Kotlin, or other object-oriented languages
- Proven ability to own complex systems or features end-to-end, from design through production and iteration
- Experience integrating with third-party platforms or vendor systems, including working within external constraints and evolving APIs
- Comfortable partnering closely with operations or internal teams to understand workflows and translate them into effective technical solutions
- Strong focus on reliability and operational excellence, with an understanding of how system performance impacts business outcomes
- Familiarity with modern AI-assisted development tools (e.g., Cursor, Claude, MCP servers)
- Self-starter who takes ownership of problems, builds relationships across teams, and drives work forward even when requirements are evolving
What the job involves
- The Care Experience team builds the systems and tools Toast’s care agents rely on to support restaurants every day—the foundation behind every phone call, chat conversation, and support case
- This work directly determines how quickly restaurants get back up and running. When agents have fast, reliable tools with the right context, they resolve issues in minutes. When they don’t, resolution slows—and every delay in fixing a payment issue, menu problem, or device failure costs restaurants real revenue
- We’re rebuilding this experience from the ground up: migrating to a new omnichannel contact center platform and creating a true “single pane of glass” for agents. That means bringing together customer data, account context, device state, case history, and operational tools into one unified system—so agents can focus on solving problems, not piecing together information
- As an engineer on this team, you’ll help define and build that foundation for how hundreds of care agents support tens of thousands of restaurants. You’ll drive the migration while also shaping what comes next—integrating backend systems, designing workflows, and continuously improving the experience based on how agents actually work
- This work requires strong empathy for internal customers and a willingness to operate within real constraints. You’ll navigate complex integrations, vendor platform limitations, and real-time system dependencies—all while ensuring the system is reliable enough to support a high-throughput, always-on support organization
- As a Senior Software Engineer, you’ll own projects end-to-end: building agent-facing features, improving system performance and reliability, and iterating based on real operational feedback. You’ll partner closely with product, care operations, and engineering teams to turn day-to-day support challenges into tools that measurably improve how support is delivered
- If you’re motivated by building for internal customers, care about usability as much as system design, and want to see your work directly improve how teams operate at scale, this is a role with clear, tangible impact
- Drive end-to-end development of care agent tooling—from design through production—owning the full lifecycle and iterating based on agent feedback and operational metrics
- Build and evolve integrations between the contact center platform and Toast’s backend systems, enabling real-time access to customer data, account state, device information, and case history
- Own the reliability and performance of business-critical agent tools, ensuring they remain fast and available in a high-throughput, always-on support environment
- Partner closely with care operations to understand agent workflows, identify friction, and translate operational needs into solutions that improve resolution speed and efficiency
- Make pragmatic technical decisions that balance vendor platform capabilities, integration complexity, system reliability, and delivery speed—operating effectively within real-world constraints
- Contribute to technical design and architecture decisions, helping shape the foundation of Toast’s care tooling as the platform evolves and scales
- Mentor and support other engineers through code reviews, pairing, and technical guidance, fostering a culture of ownership, quality, and continuous improvement
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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