Director of IT - TransportationLead the Digital Transformation of One of the World's Largest Transportation Networks About AshleyAshley Furniture Industries is the world's largest manufacturer of furniture, serving customers in more than 123 countries. Every day, our transportation technology powers the movement of products across North America through our shipper, brokerage, and private fleet operations.
As we continue investing in AI, automation, cloud technologies, and modern digital platforms, we're looking for a technology leader who wants to transform how transportation operates at enterprise scale.
SummaryThis is a highly visible technology leadership role responsible for defining and executing the technology strategy behind Ashley's transportation ecosystem.
You'll lead the modernization of the platforms that power our
shipper, brokerage, and private fleet operations, partnering closely with Product, Supply Chain, and executive leadership to deliver innovative solutions that improve efficiency, visibility, and customer experience.
You'll oversee transportation technology strategy while driving enterprise initiatives around AI, intelligent automation, modern architectures, and next-generation digital capabilities.
This role is ideal for a leader who enjoys building high-performing teams, influencing executive strategy, and delivering technology that directly impacts business performance.
What You'll Lead Transportation Technology StrategyDefine and execute the long-term technology strategy supporting Ashley's transportation business.
- Partner closely with Product leaders to develop roadmaps, prioritize investments, and maximize business value
- Build scalable, modern platforms that support transportation execution across shipper, brokerage, and private fleet operations
- Evaluate emerging technologies and identify opportunities to create competitive advantage
AI & Digital TransformationHelp shape the future of transportation technology by leading initiatives including:
- Predictive analytics
- Intelligent automation
- AI-powered decision support
- Agentic AI workflows
- Autonomous orchestration
- Machine learning-driven optimization
You'll identify opportunities where AI can improve routing, carrier selection, transportation planning, exception management, payment processing, operational efficiency, and customer experience.
Application & Platform LeadershipOwn the strategy, modernization, and lifecycle of transportation technologies including:
- Transportation Management Systems (TMS)
- Carrier management platforms
- Driver mobile applications
- Onboard computer systems
- Fleet asset tracking solutions
- Transportation integrations across ERP, WMS, planning, and enterprise platforms
Drive continuous modernization while ensuring platforms remain secure, scalable, reliable, and aligned with business priorities.
Operational Excellence & Production SupportEnsure transportation technology operates with the reliability expected of a mission-critical enterprise platform. You'll lead teams responsible for:
- Production support and operational stability
- Platform availability and performance
- Incident management and root cause analysis
- Disaster recovery and business continuity
- Continuous service improvement
- Cybersecurity compliance and operational resilience
You'll also serve as a senior technology leader during critical production incidents and major business events.
Program Delivery - Lead complex technology initiatives from strategy through execution.
- Deliver large-scale enterprise programs on time and within budget
- Align IT execution with Product roadmaps and business priorities
- Translate complex transportation challenges into scalable technology solutions
- Communicate progress, risks, and outcomes to executive leadership
- Drive consistent delivery practices across the organization
Vendor & Technology Partnerships - Build strong partnerships with strategic technology vendors and implementation partners.
- You'll evaluate emerging solutions, negotiate vendor relationships, oversee implementations, and ensure partners consistently deliver measurable business value.
People Leadership - Develop and inspire a high-performing technology organization.
- Foster a culture of innovation, ownership, and continuous improvement
- Lead workforce planning, succession planning, and performance management
- Build strong partnerships across Product, Engineering, Supply Chain, and Operations
What We're Looking ForWe're looking for an experienced technology leader who combines strategic thinking with operational excellence and enjoys solving complex business challenges through technology.
Preferred Experience - 8+ years leading enterprise IT organizations
- Experience supporting transportation, logistics, or supply chain technology
- Leadership experience delivering large-scale digital transformation initiatives
- Expertise with Transportation Management Systems (TMS)
- Experience supporting shipper, carrier, brokerage, or fleet operations
Enterprise systems integration (ERP, WMS, planning platforms, etc.) - Experience leading production support for mission-critical applications
AI, machine learning, automation, or intelligent workflow initiatives - Cloud platforms, modern architecture, and enterprise integration strategies
- Experience managing enterprise vendors and technology partnerships
You'll Excel If You Have - Deep knowledge of transportation and logistics operations
- Strong enterprise architecture and systems integration expertise
- Experience implementing AI-powered optimization and automation
- Excellent executive communication and stakeholder management skills
- A strategic mindset balanced with strong execution
- Proven success leading large, cross-functional technology organizations
- A passion for innovation and continuous improvement
Why Join Ashley?This is an opportunity to shape the future of transportation technology at enterprise scale.
You'll lead a critical business function, influence executive strategy, drive AI adoption, modernize mission-critical platforms, and build technology that moves products across one of the world's largest manufacturing and distribution networks.
If you're excited about digital transformation, AI, enterprise architecture, and leading teams that deliver measurable business impact, we'd love to meet you.
Apply today and help redefine transportation technology at Ashley Furniture. Benefits - Medical, Dental & Vision Coverage
- 401(k) with Profit Sharing
- Paid Vacation, Company Holidays & Your Birthday Off
- Employee Furniture Discount
- Professional Development Opportunities
- Employee Assistance Program
- Telehealth Services
- Life Insurance
Ashley Furniture Industries is proud to be an Equal Opportunity Employer and maintains a drug-free workplace. While we appreciate every application, only candidates selected for further consideration will be contacted.
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