Mid-Market Retail Solutions Engineer

Remote · USD 100,000-160,000 · 3+ years experience · Remote · Posted Oct 15, 2026

At a glance

Toast is seeking a Mid-Market Retail Solutions Engineer to serve as the technical lead within the mid-market sales process, driving revenue and helping shape a new business line from the ground up.
The role involves working cross-functionally with Sales, Product Management, Partnerships, and Implementation to design end-to-end solutions for multi-location retailers spanning integrations, data migration, and architecture.

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 a prospect’s specific 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 where native functionality doesn’t fully meet a requirement, and clearly frame trade-offs and effort
Lead pilots and proofs of concept: define success criteria, manage technical validation, and drive them to a decision
Own the technical components of RFPs, RFIs, security questionnaires, and vendor review processes
Document technical scope and solution design, and lead clean handoffs to Implementation and Onboarding
Clearly communicate gaps in product/market fit to Product Management and Product Marketing, and advocate for roadmap priorities grounded in real deal loss and risk
Partner with Sales Enablement to build training, demo assets, and technical playbooks as the retail motion matures

3+ years in solutions engineering, sales engineering, pre-sales consulting, or a comparable technical customer-facing role
Working POS knowledge 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, with the ability to read documentation, reason about data flows, and scope what’s possible without engineering support
Ability to handle complex customer communications fluently while maintaining high levels of 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

Prior Toast experience, or experience with a comparable retail/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 being an early hire on a new team or product line
A strong spirit and energy to provide the best support in the retail industry
Detail oriented

Willingness to travel for onsite discovery, demos, and industry events - up to 25%