About The Position

This is a fully remote role for a Director of Technology & Digital Transformation within a technology-driven freight forwarder. The company is investing heavily in its internal technology ecosystem to improve visibility, automation, and decision-making across global logistics operations. This role is not a traditional CIO or enterprise IT leadership position, but rather a hands-on leadership role focused on combining leadership and systems experience to help build how the business runs. The Director will work directly with the CEO and leadership team to improve workflows, modernize systems, drive automation, and build the long-term technology roadmap. The ideal candidate can bridge technology, operations, and commercial teams, is comfortable making strategic decisions, and remains close enough to the systems and operations to understand daily functions. The company is undergoing a major transformation, including migrating to a Salesforce-centered architecture, modernizing core operational systems, introducing automation, and enhancing client experience.

Requirements

  • 7 to 12+ years of experience in technology leadership within logistics, freight forwarding, or supply chain environments
  • Strong leadership presence and ability to operate as part of a senior leadership team
  • Experience leading teams and owning technology strategy in lean, fast-moving companies
  • Strong ability to communicate complex technical concepts clearly to non-technical stakeholders
  • Deep understanding of workflows, integrations, and systems architecture within logistics or freight forwarding environments
  • Hands-on experience improving or building logistics systems and operational processes
  • Experience with TMS, CRM, Salesforce, customer-facing platforms, or similar operational systems
  • Comfortable balancing strategic thinking with practical execution

Responsibilities

  • Own and lead the company’s technology roadmap and digital transformation initiatives
  • Work directly with the CEO and leadership team on technology strategy and operational improvements
  • Manage and mentor a small technology team
  • Improve logistics workflows, operational systems, and business processes
  • Lead integrations across TMS, CRM, operational, and customer-facing systems
  • Act as the bridge between technology, operations, commercial teams, and leadership
  • Drive automation, AI, and data-driven operational improvements
  • Support architecture, workflow, and system design decisions across the business

Benefits

  • Performance-based bonus (5%)
  • Profit sharing (10% of company profits distributed annually)
  • 401(k) with company match (traditional and Roth options)
  • Comprehensive benefits package covering health, retirement, insurance, and financial wellness support
  • Flexible, employee-first perks including generous PTO, mental health days, remote work flexibility, and team-driven culture initiatives
  • Direct exposure to executive leadership
  • Opportunity to shape a company-wide technology strategy
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