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

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in building configurable platforms and architecting resilient systems for high-volume retail environments. Proven ability to lead engineering teams through rapid growth phases while ensuring data integrity and driving strategic business outcomes.

Highest-signal resume keywords

Retail Technical StrategyDistributed SystemsEdge ComputingData IntegrityHigh-Growth Leadership

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Platform DevelopmentSystems ArchitectureAI-Driven AutomationInventory ManagementPerformance Optimization

Soft Skills

LeadershipCoachingStrategic InfluenceCross-Functional Collaboration

Industry Keywords

RetailP&L ManagementOperational EfficiencySupply ChainFinancial Reconciliation

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