Top Tech Jobs & Startup Jobs in Boston, MA

Join a founding retail sales team to prospect and close convenience stores, grocery stores, and bottle shops. Manage full sales cycle, deliver demos, craft customized solutions, collaborate cross-functionally, use Salesforce to track activities, and grow Toast Retail presence in an assigned territory. Requires travel (~25%) and entrepreneurial sales mindset.

Sell the new Toast Retail platform to convenience stores, grocery stores, and bottle shops in an assigned territory. Prospect, demo, negotiate, and close deals using a consultative approach; manage the full sales cycle in Salesforce and collaborate cross-functionally to ensure successful delivery.

Territory Account Executive will prospect, demo, and close convenience stores, grocery stores, and bottle shops for Toast Retail. Manage full sales cycle, build relationships, develop customized solutions, use Salesforce to track activity, partner cross-functionally for delivery, and understand competitive positioning. Role requires local residency and ~25% travel.

Founding bookkeeper role owning end-to-end books for pilot restaurant customers, handling chart of accounts, monthly close, reconciliations, and financial statements. Serve as restaurant accounting expert, embed with product and engineering to shape tooling and SOPs, document controls/QA, and work directly with operators. Split time between hands-on bookkeeping and building scalable processes and automation.

Own end-to-end bookkeeping for pilot restaurant customers, including reconciliations, monthly close, and financial statements. Serve as in-house expert on restaurant accounting, embed with product and engineering to translate workflows into product requirements, and design SOPs, controls, and QA processes to scale the bookkeeping function. Work directly with operators and help define hiring, tooling, and automation priorities while balancing hands-on bookkeeping with higher-leverage building work.

Own Toast’s Voice of the Customer program across customer segments, analyzing NPS, CSAT, CES, qualitative feedback, and business metrics. Identify root causes of customer pain, develop data-driven recommendations, improve CX measurement practices, and influence cross-functional teams to prioritize customer-focused solutions. The role also builds listening channels, promotes customer-centric decision-making, and aligns CX priorities with organizational goals.

Supports new customer acquisition by partnering with SMB Account Executives on Hindi-language opportunities. Conducts discovery calls and product demonstrations, communicates with prospects, reviews quotes and contracts, assists deal progression, and supports transitions to onboarding. Requires fluent written and spoken English and Hindi, strong communication, adaptability, and a collaborative, feedback-driven mindset. The role is fully remote and includes uncapped commissions.

Leads Toast’s merchant liens, levies, garnishments, UCC, tax lien, and bankruptcy compliance function. Builds policies, governance, workflows, systems, KPIs, and a specialized oversight team while insourcing operations from a third-party partner. Manages complex escalations involving customers, creditors, attorneys, Legal, Risk, Finance, Product, and Engineering, ensuring compliant withholding, remittance, releases, and handling of high-risk cases.

Design, build, and operate production AI automations and agentic workflows for Toast’s customer care systems. Integrate LLMs with Salesforce Service Cloud, Amazon Connect, and workflow platforms; develop autonomous actions with human oversight; test, monitor, and improve system reliability, accuracy, latency, and cost. Collaborate with software engineers, Salesforce developers, and care operations stakeholders to translate workflows into scalable intelligent solutions.

Lead the design and delivery of complex distributed systems and high-impact product initiatives for Toast’s Catering & Events platform. Own critical architecture, drive technical strategy, improve scalability and reliability, mentor engineers, establish engineering best practices, and collaborate with Product and Design. The role also involves applying AI tools to improve developer productivity and enable new capabilities.