Restaurant Bookkeeper & Product Builder (Hybrid, On-site Boston)

Toast; Boston (MA); Hybrid; USD 79,000 - 126,000; Full time

Job summary

Toast is hiring the first Bookkeepers on our Financial Management team to build a scalable restaurant bookkeeping service from the ground up in Boston. You will manage end-to-end books for early restaurant customers, align with product and engineering, and shape workflows for future growth.

You’ll own chart of accounts setup, monthly close, reconciliations, and clean financial statements while collaborating across teams to define processes and tooling.

Qualifications

• 5+ years of bookkeeping experience, with meaningful time spent on restaurant or hospitality clients specifically.
• Deep working knowledge of restaurant accounting mechanics: COGS and prime cost, tip reporting, multi-location consolidation, and reconciling high-volume POS transaction data.
• Fluency with modern bookkeeping and accounting software, and enthusiasm for adopting new tools including AI tools such as Claude, GPT, Gemini.
• An entrepreneurial track record — built a client base, a process, or a service from scratch before.
• Genuine comfort with ambiguity and undefined scope; you'd rather help define a role than be handed a finished one.
• Strong communication skills — able to translate accounting complexity into plain language for restaurant operators and internal partners.
• Sharp attention to detail and ability to manage multiple clients' books accurately and on schedule.

Responsibilities

• Own end-to-end bookkeeping for a portfolio of pilot restaurant customers: chart of accounts setup, monthly close, bank/POS reconciliations, accruals, and delivery of clean financial statements.
• Serve as Toast's in-house expert on restaurant-specific accounting — prime cost, COGS, labor and tip reporting, multi-unit consolidation, and high-volume daily transaction reconciliation.
• Embed directly with product and engineering, translating real client workflows and pain points into product requirements that shape our roadmap.
• Design and document the SOPs, controls, and QA processes a bookkeeping function needs to run reliably.
• Work directly with restaurant operators to understand their businesses, set expectations, and deliver trusted service.
• Help define what “great” looks like for this function as it grows, including future hiring needs, tooling choices, and where automation should replace judgment.
• Move fluidly between hands-on bookkeeping work and higher-leverage building work as priorities shift.

Skills

Restaurant bookkeeping

Bookkeeping experience

Communication skills

Ambiguity tolerance

AI tools familiarity

Tools

Modern bookkeeping software

POS data reconciliation

Job description

Toast is hiring the first Bookkeepers on our Financial Management team to build a scalable restaurant bookkeeping service from the ground up in Boston. You will manage end-to-end books for early restaurant customers, align with product and engineering, and shape workflows for future growth.

You’ll own chart of accounts setup, monthly close, reconciliations, and clean financial statements while collaborating across teams to define processes and tooling.