Commercial Lead

Toast•Boston, MA

9h•Hybrid

About The Position

Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy. Toast is transforming how people experience dining—from the moment they walk in, to how they order, pay, and engage with hospitality brands. Our Commerce group sits at the center of this evolution, building technology that seamlessly connects service, payments, and operations to create entirely new ways for guests to dine and pay. We’re looking for a Commercial Lead to help shape and bring to life the next generation of in-store payment and hospitality experiences. In this role, you’ll work directly with a range of innovative restaurant concepts, from immersive entertainment venues to emerging hospitality brands and established operators, to rethink how dining flows—from ordering to checkout and everything in between. You’ll play a key role in defining how technology can unlock faster, more intuitive, and more engaging guest experiences. This is a highly hands-on, exploratory role where you’ll operate across the full customer journey—testing new ideas in real environments, partnering closely with operators, and helping translate those learnings into scalable solutions.

Requirements

Experience in sales, customer success, onboarding, professional services, or growth—ideally in hospitality, payments, or SaaS
A builder mindset with a strong bias for action; you’re comfortable navigating ambiguity and testing ideas in live environments
Passion for reshaping in-person experiences, particularly how guests interact with restaurants and complete transactions
Proven ability to work closely with product teams to iterate quickly and find product-market fit
Deep curiosity about hospitality trends and emerging restaurant formats
Strong operational instincts, with experience creating processes that can scale
Excellent communication and stakeholder management skills, with the ability to build trust across internal teams and external partners
Experience working with experiential dining, venue-based entertainment, or innovative restaurant concepts
Familiarity with POS systems, payments technology, or hospitality operations
Background in early-stage initiatives or building new programs from the ground up

Responsibilities

Own the end-to-end experience with pilot customers—introducing new ways to order, pay, and interact in-venue, and ensuring successful rollout and adoption
Partner with a diverse set of hospitality operators—including eatertainment venues and forward-thinking restaurant groups—to design and refine new service and payment flows
Gather real-time insights from customers and guests, turning feedback into actionable recommendations that shape product direction and commercial strategy
Collaborate cross-functionally with product, engineering, and go-to-market teams to bring new concepts to life and ensure they can scale effectively
Build business cases and financial models to evaluate new opportunities, pricing approaches, and customer segments
Help define repeatable playbooks that enable broader rollout of new in-store experiences across the Toast ecosystem