Director of Retail Engineering

Toast

Director of Engineering for Retail at Toast, responsible for retail platform development and engineering leadership. Overseeing strategies for high-performance retail business growth in a fully remote role.

Posted 6/30/2026full-timeRemote • California • 🇺🇸 United StatesLead💰 $283,000 - $453,000 per yearWebsite

Tech Stack

Tools & technologies

Distributed Systems

About the role

Key responsibilities & impact

Own the Retail Technical Strategy: Mandate to move beyond siloed feature development to build a unified, extensible retail core that supports a wide variety of retail personas at scale
Architect for Resilience: Ensure high availability and blazing fast performance at the edge; you will oversee the infrastructure that keeps our high-volume retailers up and running regardless of connectivity
Deploy Autonomous Systems: Lead the move from manual and labor-intensive inventory management to AI-driven autonomous systems, saving hours of time and unlocking new operational efficiencies for thousands of customers
Raise Talent Density: Uplevel the engineering organization by identifying and attracting top-tier talent and coaching existing managers to operate as high-autonomy owners
Own the Outcome: Partner with Product and Design to drive the P&L of the Retail business, managing the immediate delivery of the Retail POS and Purchasing & Receiving squads while developing a long-term strategy for the Grocery persona

Requirements

What you’ll need

Platform-First Mindset: You have a track record of building configurable platforms rather than just collections of features
Systems Architect Background: Deep experience with distributed systems and edge computing. You know how to build software that is bulletproof in high-pressure, real-world physical environments
High-Growth "Builder" DNA: You have led engineering teams through the "1-to-10" scale phase at a high-growth startup and know how to maintain velocity while increasing technical rigor
Obsession with Data Integrity: Experience solving complex inventory, supply chain, or financial reconciliation problems where data accuracy is the difference between a successful business and a failed audit
Drives Exceptional Outcomes: You hold an incredibly high bar for talent and execution. You are a "leader of leaders" who empowers managers but stays close enough to the metal to spot architectural flaws
Strategic Influence: You can navigate high-stakes cross-functional relationships, moving beyond "feature requests" to influence the fundamental business strategy through technical innovation.

Benefits

Comp & perks

Competitive compensation
Health insurance
Paid time off
Flexible work arrangements
Professional development opportunities

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

Platform DevelopmentSystems ArchitectureAI-Driven AutomationInventory ManagementPerformance Optimization

Soft Skills

LeadershipCoachingStrategic InfluenceCross-Functional Collaboration