Jobs › Toast

Retail Solutions Engineer

Toast · Remote · Sales : Retail Sales Enablement

Posted Sep 30, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a time you helped build a process from scratch alongside a product that kept changing.

What they are checking: Whether they're comfortable with the ambiguity of a founding team in a new vertical.

Tell me about a deal you helped win where the technical fit was the deciding factor.

What they are checking: Whether they've driven revenue directly through technical credibility.

What would you do

Toast is new to retail. What would you need to learn first about how grocery and convenience stores run before your first customer call?

What they are checking: Whether they would ground themselves in retail operations instead of reusing restaurant assumptions.

A prospect asks for a feature the platform doesn't have yet. How do you respond in the meeting?

What they are checking: Whether they stay honest about gaps while keeping the deal moving and feeding the request to Product.

How do you split responsibility with an account executive during a sales cycle?

What they are checking: Whether they work as a true partner in the sale rather than a demo service.

What feedback loop would you set up with Product Management from what you hear in the field?

What they are checking: Whether they see themselves as a channel for customer insight into a still-forming product.

How do you prepare for a demo when you know little about the prospect?

What they are checking: Whether they do enough discovery and research to make each demo relevant.

About the work

Walk me through how you'd run a technical demo for a store owner who cares mostly about inventory and SKU management.

What they are checking: Whether they can tailor a demo to the buyer's specific operational pain.

A store wants to integrate Toast with their existing accounting or e-commerce system. How do you assess whether it's feasible?

What they are checking: Whether they can scope integrations technically and avoid promising what can't be delivered.

How would you explain the difference between a retail POS and a restaurant POS to a non-technical buyer?

What they are checking: Whether they can translate technical differences into plain business terms.

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The full job description

As published by Toast.

&nbsp; 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. &nbsp; After spending years building the best POS platform for restaurateurs, Toast has recently expanded its offerings into retail concepts. This role requires a founder’s mindset as we build the Retail Solutions Engineering team to support Toast’s growth in this new vertical. The ideal candidate thrives in ambiguity, enjoys building processes alongside evolving products, and is energized by helping shape a new business line from the ground up. &nbsp; We are looking for a product and application expert who will become a part of the overall sales process with the objective to drive revenue. This role works cross-functionally with Sales and Product Management to ensure solutions are technically sound, scalable, and aligned to customer needs. &nbsp; As a Retail Solutions Engineer, you will be part of the founding team that is helping to revolutionize the way the retail industry does business by pairing technology with an unrivaled commitment to customer success. You will help retail operators streamline operations, increase revenue, and deliver amazing customer experiences through our platform that combines retail point of sale, customer-facing technology, and award-winning customer support. In this role, you will be challenged to take on meaningful projects that will help shape the future of the company. Join us as we empower the retail community to delight customers, do what they love, and thrive. A day in the life (Responsibilities) &nbsp;&nbsp; • Assist sales teams in presenting the Toast product and platform to prospects • Become an expert in the product with complete knowledge of the technologies and the application software • Learn to identify the prospect’s business challenges and whether to position the value of the Toast platform and/or the partner ecosystem as a solution • Clearly communicate gaps in product/market fit to Product Management and Product Marketing teams • Work closely with Sales Enablement to provide training and product expertise • Attend trade shows and other events as a Toast brand ambassador • Work closely with Product Management, Sales Enablement, and Marketing teams • Comfortable working in an entrepreneurial environment &nbsp; What you'll need to thrive (Requirements) &nbsp; • Minimum one year Toast experience • A working POS knowledge • Ability to handle complex customer communications fluently while maintaining high levels of customer satisfaction • Ability to work closely with Product Management • Ability to work with minimal supervision • Ability to manage multiple customer implementations simultaneously working in a fast paced environment • Strong problem solving/troubleshooting skills • Excellent communication and customer service skills What will help you standout (Nice to Haves/Non-Essential Skills) • Retail industry, Retail SaaS sales, or related industry experience preferred • A strong spirit and energy to provide the best support in the retail industry • Detail oriented &nbsp; 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. &nbsp; Our Total Rewards Philosophy&nbsp; 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&nbsp;<a class="c-link" href="https://careers.toasttab.com/toast-benefits" target="_blank" data-stringify-link="https://careers.toasttab.com/toast-benefits" data-sk="tooltip_parent">https://careers.toasttab.com/toast-benefits . #LI-DNI The base salary range for this role is listed below. The starting salary will be determined based on skills, experience, and geographic location. In addition to base salary, our total rewards components include cash compensation (overtime, bonus/commissions if eligible), equity, and benefits. You can learn more about how we align pay with local labor markets in our Geographic Pay Zone Philosophy . Pay Range $80,000 &mdash; $128,000 USD 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. We ask that you complete interviews and assessments on your own, without real-time AI tools, recording, or transcription bots, unless we tell you otherwise in advance. To learn more: https://careers.toasttab.com/ai-in-hiring Our Approach to Hybrid Working 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 hospitality community, regardless of location. Please visit the Locations page on our career site to learn more about our in-office expectations by region:&nbsp; https://careers.toasttab.com/locations-toast People Are the Secret Ingredient in Our Recipe for Success At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry brings together people with a wide range of backgrounds, experiences, and perspectives, and we value that same breadth at Toast. We strive to build a culture grounded in authenticity, respect, and humility, where every Toaster has a real opportunity to grow, contribute, and do their best work—raising the bar in delivering exceptional experiences for our customers and each other. 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 . ------ 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.

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