Mid-Market Retail Solutions Engineer

Toast

12d • $100,000 - $160,000 • Hybrid

About The Position

Toast is expanding its technology platform into retail and is building a founding Retail Solutions Engineering team. The Mid-Market Retail Solutions Engineer serves as the technical lead in complex, multi-location retail sales processes, partnering with Account Executives to drive revenue from discovery through close. The role calls for a founder’s mindset, comfort with ambiguity, and enthusiasm for developing processes alongside evolving products.

The engineer works with multi-stakeholder retail customers to understand business and technical needs, develop tailored demonstrations, and design scalable end-to-end solutions. These may involve integrations, APIs and data flows, catalog and data migration, hardware configuration, and network requirements. The role also leads technical validation and formal vendor reviews, documents solution scope, and ensures clean transitions to Implementation and Onboarding.

Working cross-functionally with Sales, Product Management, Partnerships, Product Marketing, Sales Enablement, and Implementation, the engineer communicates customer needs and product gaps, supports development of the retail sales motion, and helps multi-unit operators improve operations, revenue, and customer experiences. The position includes travel for onsite discovery, demonstrations, and industry events, up to 25%.

Requirements

• At least 3 years of experience in solutions engineering, sales engineering, pre-sales consulting, or a comparable technical customer-facing role.
• Working knowledge of POS systems and the ability to speak credibly about retail operations.
• Demonstrated success supporting complex, multi-stakeholder sales cycles with longer timelines and formal evaluation processes.
• Practical fluency with integrations and APIs, including the ability to read documentation, reason about data flows, and scope what is possible without engineering support.
• Ability to handle complex customer communications fluently while maintaining high customer satisfaction.
• Ability to translate between technical and business audiences, including executive stakeholders.
• Ability to manage multiple active opportunities simultaneously in a fast-paced environment.
• Strong problem-solving and troubleshooting skills.
• Ability to work with minimal supervision.
• Excellent communication and customer service skills.
• Willingness to travel up to 25% for onsite discovery, demonstrations, and industry events.

Nice To Haves

• Prior Toast experience or experience with a comparable retail or restaurant commerce platform.
• Retail industry, retail SaaS sales, or related industry experience.
• Experience with multi-unit or franchise retail operations.
• Familiarity with ERP, inventory, e-commerce, loyalty, or accounting integrations common in retail.
• Experience as an early hire on a new team or product line.
• A strong spirit and energy to provide the best support in the retail industry.
• Attention to detail.

Responsibilities

• Serve as the technical lead on mid-market retail opportunities, partnering with Account Executives from discovery through close.
• Run structured technical discovery with multi-stakeholder buying groups to uncover business challenges and technical requirements.
• Build and deliver tailored demonstrations and demo environments that map Toast’s retail platform to prospect workflows.
• Design end-to-end solutions for multi-location retailers, including integration architecture, API and data flows, catalog and data migration, hardware configuration, and network requirements.
• Scope and position the Toast partner ecosystem when native functionality does not fully meet requirements, and clearly frame trade-offs and effort.
• Lead pilots and proofs of concept by defining success criteria, managing technical validation, and driving them to a decision.
• Own technical components of RFPs, RFIs, security questionnaires, and vendor review processes.
• Document technical scope and solution design, and lead handoffs to Implementation and Onboarding.
• Communicate product-market fit gaps to Product Management and Product Marketing, and advocate for roadmap priorities based on deal losses and risk.
• Partner with Sales Enablement to build training, demo assets, and technical playbooks.
• Become an expert in Toast products, technologies, and application software.
• Attend trade shows and other events as a Toast brand ambassador.
• Operate effectively in an entrepreneurial environment where processes, tools, and products are still being built.

Benefits

• Equity.
• Benefits intended to support a healthy lifestyle and flexibility.
• Cash compensation, including overtime and bonus or commissions if eligible.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed