Top Tech Jobs & Startup Jobs in Boston, MA

Build and productionize agentic workflows, RAG pipelines, AI services, backend systems, and ML pipelines for sales automation. Integrate Salesforce, quoting engines, data lakes, and internal platforms using scalable, event-driven architectures. Lead 0-to-1 development of tools for account research, lead prioritization, and quoting while ensuring reliability, observability, performance, and resilience across the GTM technology stack.

Design, build, deploy, and maintain resilient, scalable production systems for Toast’s retail customers. The role sets long-term technical architecture and strategy, communicates technical direction, mentors senior engineers, improves engineering productivity, diagnoses performance issues, and drives initiatives amid ambiguity. Engineers collaborate directly with retail customers, visit stores, understand operational workflows, and use AI tools to improve development velocity and quality.

Own end-to-end bookkeeping for pilot restaurant customers, including account setup, monthly close, reconciliations, accruals, consolidation, tax support, and financial statements. Serve as the restaurant-accounting expert while partnering with product and engineering to define workflows and requirements. Build bookkeeping SOPs, controls, and QA processes from scratch, support restaurant operators, and help establish scalable tooling, automation, and hiring practices.

Source and close complex, multi-location retail technology deals across grocery, liquor, and convenience operators. Build pipeline, conduct executive discovery, demonstrate platform value, structure and negotiate deals, manage lengthy buying cycles, and ensure implementation handoffs. The role also develops repeatable sales processes, partners cross-functionally on product and commercial gaps, maintains Salesforce pipeline discipline, and represents retailer needs in product decisions.

Source and close complex, multi-location retail technology deals across grocery, liquor, and convenience operators. Build pipeline, conduct executive discovery, deliver value-based demonstrations, structure and negotiate deals, manage multi-stakeholder sales cycles, and own contracts through close. Partner cross-functionally on implementations, product feedback, and repeatable sales processes while maintaining Salesforce discipline, forecasting accuracy, and long-term revenue quality. This remote role requires 30% or more travel.

Source and close complex, multi-location grocery, liquor, and convenience retail deals. Build pipeline, conduct executive discovery, deliver value-based demonstrations and business cases, negotiate contracts, and manage full-cycle sales. Navigate buying committees, RFPs, compliance, and lengthy sales cycles while partnering with internal teams on implementation, product feedback, and deal structure. Establish repeatable upmarket sales processes, maintain Salesforce discipline, and optimize long-term revenue.

Design, build, deploy, and maintain resilient, scalable software for Toast Delivery Services. Develop real-time delivery tracking, driver matching, pricing, refunds, and payment-related systems. Solve distributed-systems and scaling challenges, integrate with partner APIs, uphold production reliability, promote strong engineering practices, and mentor teammates.

Lead the ToastNow engineering team in delivering high-quality native mobile experiences for restaurant operators. Drive planning, execution, cross-functional collaboration, backlog development, production quality, monitoring, and issue resolution. Hire, mentor, and develop engineers while fostering diverse, high-performing teams. Champion AI tools and practices to improve development speed, quality, and team velocity.

Lead architecture and technical execution for Toast’s Payroll and Team Management products. Own authentication, authorization, and organizational hierarchy across a multi-tenant SaaS platform. Drive high-scale, full-stack initiatives, modern agentic development practices, integrations, technical strategy, quality standards, deployment practices, and cross-functional collaboration. Mentor engineers across teams and leverage AI tools and LLM integration to improve software development velocity and quality.

Lead and build Toast Retail’s Mid-Market sales function from the ground up. Manage and coach Account Executives while personally closing complex grocery, liquor, and convenience retail deals. Develop repeatable sales processes, qualification frameworks, business cases, proposals, forecasting practices, and competitive positioning. Partner cross-functionally with Product, Marketing, Enablement, Finance, Deal Desk, and Onboarding to support enterprise implementations and product improvements. Hire and develop a high-performing team, establish benchmarks, and transition from a player-coach role to full team leadership.