Title: Principal Product Manager, Retail POS
Location: Remote, US
Toast is driven by building the restaurant platform that helps restaurants adapt, take control, and get back to what they do best: building the businesses they love.
About this roll* (Responsibilities)
Toast built its reputation by delivering a world-class Point-of-Sale experience purpose-built for restaurants. Now, we're expanding our platform to serve a new and exciting audience: retail businesses.
Toast is making a bold investment in this space—expanding to thousands of retail locations, starting with convenience stores, bottle shops, and grocers, with plans to extend into additional segments in the future. This is not an incremental extension; it’s a ground-up opportunity to reimagine what POS can be for the modern retailer.
We’re looking for a Principal Product Manager to lead this transformation. You’ll own the product vision and roadmap for our Retail POS offering. This team will be embedded within our POS product and engineering org to leverage Toast’s core platform strengths, while working in close partnership with Retail Line of Business (LOB) leadership to deliver a product that meets the unique demands of retail environments.
If you’re excited by the opportunity to build something foundational, drive a cross-functional product strategy, and help Toast expand into a new vertical, this role is for you.
What You’ll Do- Define the Product Strategy: Set the vision and roadmap for Toast’s Retail POS, aligning with both platform capabilities and market needs.
- Lead Cross-Functional Execution: Partner with engineering, design, and analytics teams to build and deliver exceptional products, from discovery through launch and iteration.
- Bridge Teams and Verticals: Work closely with POS product teams and Retail LOB stakeholders to align on priorities, share insights, and ensure integrated decision-making.
- Understand the Customer: Conduct user research and gather input from sales, support, and retail customers to inform product direction.
- Drive Measurable Outcomes: Define success metrics and use data to evaluate performance, inform tradeoffs, and continuously improve.
- Communicate the Vision: Share plans, progress, and decisions clearly across stakeholders, including executive leadership, go-to-market teams, and customer-facing orgs.
Do you have the right ingredients*? (Requirements)
- 10+ years of product management experience in B2B SaaS, ideally in POS, commerce platforms, or embedded payments.
- Experience launching and scaling new products or verticals from zero to one in dynamic, fast-paced environments.
- Proven ability to influence across teams, lead with clarity, and make data-informed decisions.
- Exceptional communication and stakeholder management skills—comfortable navigating between technical and business conversations.
- Strong product instincts, customer empathy, and bias for action.
- Experience in retail software or POS systems (including retail-specific workflows, compliance, or inventory management).
- Background in launching verticalized products across diverse customer segments.
- Familiarity with hardware integrations, mobile-first interfaces, or hybrid commerce models.
- Deep understanding of retail operations and store-level employee workflows.
Our Spread* of Total Rewards
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.
*Bread puns encouraged but not required
The base salary range for this role is listed below. The starting salary will be determined based on skills and experience. In addition to base salary, our total rewards components include cash compensation (overtime, bonus/commissions, if eligible), benefits, and equity (if eligible).
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 [email protected].
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For roles in the United States, It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.
Top Skills
Toast Boston, Massachusetts, USA Office
Toast’s headquarters is located in the heart of the Seaport District. Toasters are surrounded by art, culture, and delicious cuisine in one of the most bustling neighborhoods in Boston.
Early Careers
Toast's Early Careers program is designed to launch students' careers by integrating them into the company's vibrant culture and impactful work. Interns and co-ops are treated as full-time Toasters from day one, given meaningful projects, and provided with mentorship from industry professionals. The program emphasizes hands-on learning, collaboration across teams, and the autonomy for students to develop and showcase their skills, supported by consistent feedback. Toast offers opportunities across various departments, including technical roles like Software Engineering and Data Science, as well as non-technical roles such as Human Resources and People Operations.
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