Director of Logistics Technology

At SimPL Freight Solutions
, we simplify transportation for companies that move a lot of freight but don’t want the headache of managing it all themselves. We step in as their transportation team - coordinating shipments, managing carrier relationships, tracking performance, and improving how everything runs behind the scenes.

Our customers range from large manufacturers to high-volume distributors across industries like automotive, building materials, food, and packaging. No matter the industry, the goal is the same: keep freight moving smoothly, efficiently, and without surprises.

We pride ourselves on being proactive, responsive, and accountable - anticipating issues, communicating clearly, and continuously finding better ways to deliver results.

SimPL is seeking a Director of Logistics Technology to lead the strategy and execution of our logistics technology environment. This hands‑on leadership role will oversee our transportation management systems, customer implementations and integrations, technology roadmap, data and business intelligence, AI and automation, cybersecurity, infrastructure, and system reliability.

The Director will work closely with executive and operational leadership while serving as the technical connection among customers, Sales, Operations, technology partners, and internal resources. The ideal candidate understands transportation and supply chain operations and can translate business and customer needs into secure, scalable, and practical technology solutions.

• Develop and execute SimPL’s technology strategy and maintain a multi‑year roadmap aligned with customer needs, operational priorities, growth, and financial objectives.
• Oversee the technology budget and evaluate when solutions should be developed internally, purchased, or delivered through external technology partners.
• Lead the strategy, performance, and continued development of SimPL’s transportation management technology, including Revenova (TMS), Salesforce, integrations, visibility platforms, reporting tools, and supporting applications.
• Lead technology implementations for new managed transportation customers while balancing scalable standards with appropriate customer‑specific requirements.
• Partner directly with customers, Sales, and Operations to understand business requirements, design future‑state workflows, and develop implementation plans.
• Oversee customer and carrier integrations using APIs, EDI, SFTP, middleware, and other appropriate technologies.
• Identify opportunities to use AI, automation, and technology‑enabled workflows to improve productivity, service, margin, scalability, and decision‑making.
• Establish effective governance for AI use cases, technology projects, system changes, testing, deployment, documentation, and ROI measurement.
• Guide the development of dashboards, reporting, analytics, and automated decision‑support tools that improve access to operational and financial data.
• Establish standards for system reliability, monitoring, incident response, root‑cause analysis, disaster recovery, and business continuity.
• Lead SimPL’s cybersecurity and technology risk‑management strategy, including access controls, vendor practices, monitoring, and incident‑response procedures.
• Evaluate and manage technology vendors, integration partners, developers, and other internal or external resources.
• Work with business teams to identify manual, duplicative, or error‑prone processes and design scalable, automation‑first solutions.

• A clear technology architecture and roadmap that supports SimPL’s growth.
• A stable, scalable, and increasingly standardized transportation management environment.
• Faster, more predictable customer implementations and…