Director, Engineering - Supply Chain

Director Of Supply Chain Engineering

Five Below is seeking a Director of Supply Chain Engineering to lead the engineering organization responsible for the architecture, design, delivery, stability, and continuous improvement of technology that powers our supply chain and logistics operations. This leader will partner closely with Supply Chain business leaders, Product Management, Architecture, Infrastructure, Security, Program Management, and vendor partners to build and operate scalable, resilient solutions across our distribution and fulfillment landscape. The ideal candidate brings strong solution design and architecture depth across warehouse, transportation, fulfillment, integrations, SaaS platforms, and data ecosystems, along with the ability to assess the current-state landscape, define a target-state roadmap, and lead phased modernization toward platforms such as Manhattan Active where it aligns to business value, operational readiness, and enterprise strategy. This leader should also bring practical experience with Azure-based integration and data technologies, Databricks-enabled data engineering and analytics, and AI-informed solutions grounded in trusted operational data to improve execution, visibility, and decision-making across the supply chain.

This role is ideal for a hands-on technology leader who can translate business strategy into an actionable engineering roadmap, build high-performing teams, and drive execution across a complex ecosystem of enterprise platforms, custom applications, and integrations. A core challenge for this leader will be to run the team to identify and unlock the right opportunities in tight collaboration with the Product team by deeply assessing the current business model and systems landscape, while effectively leading and maturing a fully offshore-operated delivery model. Five Below's current supply chain domain includes capabilities and platforms spanning warehouse management, transportation and terminal operations, order orchestration, pack-by-store and store replenishment flows, eCommerce fulfillment, labor management, last-mile planning and delivery, store inbound shipment visibility, EDI and partner connectivity, mobile warehouse applications, automation-adjacent systems, and emerging global trade management capabilities.

What You'll Do

Engineering Leadership

• Lead, coach, and develop a high-performing Supply Chain Engineering organization across engineering managers, architects, application engineering, integration delivery, production support, and technical leadership, including effective oversight of onshore, offshore, and partner teams
• Set the technology vision and execution plan for supply chain systems in alignment with business priorities and enterprise architecture standards
• Build organizational capability, succession depth, engineering rigor, and delivery predictability across a growing, fast-moving retail environment
• Establish strong operating mechanisms for roadmap planning, execution management, incident review, and continuous improvement

Business Partnership

• Partner with Supply Chain leaders and Product Management to shape the technology strategy, prioritize investments, and translate operational goals into engineering outcomes
• Serve as a trusted leader for cross-functional stakeholders, ensuring clear communication, strong alignment, and timely decision-making across business and technology teams
• Work closely with stores, logistics, fulfillment, planning, and enterprise teams to deliver solutions that improve order to invoice fulfillment, fill rate, throughput, inventory accuracy, transportation cost, lead time, store inbound visibility, service levels, and overall operational efficiency

Delivery and Operations

• Own the delivery and ongoing operation of mission-critical supply chain capabilities that support Five Below's retail business
• Drive modern engineering practices across planning, estimation, quality, release management, observability, support readiness, and production stability
• Define and maintain operational excellence measures that keep open system problem ticket counts in the single digits, with sustained focus on resolving the top 3 problem areas based on business value and urgency
• Establish and lead strong operating disciplines for P1/P2 incident response, escalation management, service recovery, executive communication, and production readiness across business-critical supply chain systems
• Lead complex programs spanning package software, custom development, third-party vendors, SaaS platforms, and enterprise integrations
• Ensure solutions are scalable, secure, supportable, and aligned to business continuity requirements
• Lead engineering preparedness for disruption management, resiliency planning, business continuity, and rapid recovery across critical supply chain and logistics workflows
• Oversee resilient integration patterns across APIs, events, batch interfaces, and EDI/B2B flows with carriers, 3PLs, brokers, and external partners
• Support transportation, customs, and cross-border capabilities through strong collaboration across EDI, compliance, and global trade management processes and platforms

Architecture and Technology Stewardship

• Partner with architects and senior engineers to define solution patterns, integration strategies, and target-state architecture across the supply chain landscape
• Evaluate build, buy, and partner options using cost, performance, scalability, and risk criteria
• Guide platform evolution across warehouse, transportation, terminal management, order orchestration, pack-by-store, eCommerce fulfillment, last-mile planning and delivery, store inbound shipment visibility, automation, data exchange, inventory optimization, demand planning adjacency, network optimization, and S&OP/IBP-connected capabilities
• Champion technical simplification, resilience, and long-term maintainability

Financial and Vendor Management

• Manage budgets, external partner spend, and resource allocations tied to the supply chain engineering portfolio
• Lead vendor and implementation partner relationships, including performance management, delivery accountability, and quality oversight
• Ensure strong governance across contracts, delivery milestones, service quality, and value realization

What We're Looking For

Required Qualifications

• 10+ years of progressive technology leadership experience, including leading engineering teams that support supply chain, logistics, warehouse, or fulfillment operations
• Experience delivering and operating enterprise-scale supply chain platforms such as WMS, TMS, OMS, labor management, and related integration ecosystems
• Proven success building and leading highly productive engineering teams responsible for delivery, uptime, stability, and operational excellence in a high-growth, omni-channel environment
• Strong experience partnering with business leaders, product managers, and cross-functional technology teams to define roadmaps and deliver measurable outcomes
• Strong background in solution design and architecture for complex supply chain landscapes, including application, integration, data, and operational workflows across distribution and transportation domains
• Experience assessing current-state platforms, identifying modernization opportunities, and defining a pragmatic roadmap toward Manhattan Active or comparable next-generation supply chain platforms
• Experience applying data, analytics, automation, and AI-enabled capabilities to improve decision-making, visibility, and operational performance across the supply chain domain
• Experience leading integrations and platform engineering using Azure technologies and services, along with Databricks-based data engineering, analytics, and data product patterns
• Experience managing and evolving SaaS applications in business-critical supply chain environments, including vendor coordination, service quality, roadmap alignment, and operational governance
• Ability to shape AI-enabled solutions with strong data grounding, ensuring models, insights, and automations are rooted in trusted enterprise data and practical business outcomes
• Strong understanding of production reliability, observability, SLA/SLO management, incident response, problem management, and operational readiness for business-critical supply chain platforms
• Strong understanding of security, compliance, enterprise controls, and platform governance across SaaS, integrations, and cloud-based supply chain solutions
• Experience establishing quality engineering, release governance, automation-first testing, and end-to-end validation for operationally critical workflows
• Experience driving data governance, master data quality, KPI frameworks, semantic models, and trusted data foundations that support analytics and AI
• Ability to define value hypotheses, adoption metrics, success measures, and business outcomes for modernization programs and AI-enabled investments
• Experience leading technical debt reduction, phased modernization, and change adoption across complex supply chain ecosystems
• Experience with EDI, partner connectivity, and external transaction flows across vendors, carriers, 3PLs, and related supply chain partners
• Familiarity with global trade management concepts and platforms, including customs, duty, tariff, FTZ, and cross-border process enablement
• Deep understanding of large-scale systems integration, API-based architectures, event-driven patterns, and enterprise application support models
• Demonstrated ability to lead through ambiguity, manage competing priorities, and drive clarity, accountability, and execution
• Strong financial, vendor, and stakeholder management skills

Preferred Qualifications

• Experience in retail, distribution, fulfillment, or logistics-intensive environments
• Experience with Manhattan or similar supply chain platforms, transportation systems, warehouse automation integrations, mobile operational tools, and platforms such as Dematic and ProShip as a plus
• Familiarity with cloud-native engineering