Why This Job is Featured on The SaaS Jobs
Commerce and payments remain two of the most defensible wedges in SaaS because they sit directly in the transaction path and surface high-frequency product signals. This Commercial Lead role is featured because it operates at that intersection, working with in-venue payment and service flows where software, hardware, and operational reality meet. The emphasis on piloting with real operators points to a product-led, experimentation-heavy motion rather than a purely quota-defined commercial remit.
For a SaaS career, the standout value is exposure to the full loop from customer discovery to scalable rollout. The work described spans adoption, feedback capture, business case modeling, and translation into repeatable playbooks, which mirrors how many SaaS companies industrialize early learnings into a broader go-to-market. Experience collaborating tightly with product and engineering also builds fluency in how commercial inputs shape roadmaps and packaging decisions.
This role tends to fit professionals who like ambiguity and prefer being close to end users, especially in environments where workflows are physical and time-sensitive. It suits someone who can switch between on-site observation, structured analysis, and cross-functional coordination, and who is motivated by turning bespoke pilots into patterns that a SaaS organization can replicate.
The section above is editorial commentary from The SaaS Jobs, provided to help SaaS professionals understand the role in a broader industry context.
Job Description
Boston, MA Preferred, but open to remote
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.
A day in the life (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
What you’ll need to thrive (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
In this role, you’ll help redefine what it feels like to dine out—creating seamless, engaging, and entirely new ways for guests to experience hospitality and complete their transactions.
AI at Toast
At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture.
Our Total Rewards Philosophy
We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.
How Toast Uses AI in its Hiring Process
Throughout the hiring process, our goal is to get to know you. We use AI tools to support our recruiters and interviewers with tasks like note-taking, summarization, and documentation of interviews to ensure they can be fully focused on your conversation. All hiring decisions are made by people.
Diversity, Equity, and Inclusion is Baked into our Recipe for Success
At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry is one of the most diverse, and we embrace that diversity with authenticity, inclusivity, respect, and humility. By embedding these principles into our culture and design, we create equitable opportunities for all and raise the bar in delivering exceptional experiences.
We Thrive Together
We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the restaurant community. To learn more about how we work globally and regionally, check out: https://careers.toasttab.com/locations-toast.
Apply today!
Toast is committed to creating an accessible and inclusive hiring process. As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. If you need an accommodation to access the job application or interview process, please contact candidateaccommodations@toasttab.com.
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