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Toast

Director of Retail Engineering

Toast

Director of Engineering for Retail managing Toast’s $50M+ business unit. Responsible for building scalable solutions for a variety of retail personas.

Posted 6/10/2026full-timeRemote • Massachusetts • 🇺🇸 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 build a unified, extensible retail core
  • Architect for Resilience: Ensure high availability and performance
  • Deploy Autonomous Systems: Lead the move from manual inventory management to AI-driven systems
  • Raise Talent Density: Uplevel the engineering organization by identifying top-tier talent
  • Own the Outcome: Partner with Product and Design to drive the P&L of the Retail business

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
  • High-Growth "Builder" DNA: You have led engineering teams through the "1-to-10" scale phase at a high-growth startup
  • Obsession with Data Integrity: Experience solving complex inventory, supply chain, or financial reconciliation problems
  • Drives Exceptional Outcomes: You hold an incredibly high bar for talent and execution
  • Strategic Influence: You can navigate high-stakes cross-functional relationships

Benefits

Comp & perks
  • Competitive compensation and benefits programs
  • Health insurance
  • Flexible working hours
  • Paid time off
  • Professional development opportunities
  • Equity components

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools
distributed systemsedge computingAI-driven systemsinventory managementfinancial reconciliation
Soft Skills
leadershipstrategic influencetalent identificationcross-functional collaborationhigh standards for execution