Director, Engineering - Supply Chain

Five Below•Philadelphia, PA

About The Position

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.

Requirements

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

Nice To Haves

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 patterns, enterprise security expectations, and modern observability practices
Experience supporting 24x7 business-critical operations across multiple sites or distribution nodes
Bachelor's degree in computer science, Engineering, Information Systems, or a related field; advanced degree preferred

Responsibilities

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
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 OTIF, fill rate, throughput, inventory accuracy, transportation cost, lead time, store inbound visibility, service levels, and overall operational efficiency
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
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
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