About The Position

Our client is hiring a Senior Director of Technology & Digital Transformation to lead the evolution of its technology ecosystem and support the company’s next phase of growth. This is a technology leadership role within a lean, operational business. You will be responsible for shaping the systems, architecture, and integrations that support logistics workflows across operations, finance, and client experience. The company is currently undergoing a digital transformation, including transitioning from a legacy TMS to a modern system and further developing its Salesforce-centered environment. You will work directly with the CEO and leadership team, not as a layer of management, but as a strategic and operational partner. You will own the architecture, integration, and ongoing improvement of systems that support real-world logistics operations. Your focus will be on building scalable, reliable, and effective systems that drive measurable business outcomes. This is a hands-on leadership role in a lean environment, suited for someone who is comfortable operating across both strategy and execution.

Requirements

  • 7-12+ years of experience in technology leadership, digital transformation, or business systems within operational environments.
  • Strong experience with enterprise SaaS ecosystems, systems architecture, and integrations.
  • Proven experience leading digital transformation initiatives within a business.
  • Demonstrated success driving change management and user adoption across teams.
  • Experience designing and managing integrations across multiple systems.
  • Strong ability to translate business needs into scalable system solutions.
  • Proven ability to operate in a lean, hands-on environment.

Nice To Haves

  • Some experience in the Salesforce ecosystem (integration, CRM, Apex, etc) would be a huge plus.
  • Experience working within logistics, freight forwarding, or supply chain environments is strongly preferred.
  • Exposure to international freight operations, such as ocean, air, and multi-leg shipments, is a strong advantage.

Responsibilities

  • Define and execute the company’s technology roadmap.
  • Own and evolve system architecture to support operational efficiency and scalability.
  • Design and manage integrations across systems that support logistics operations, finance, and customer workflows.
  • Lead digital transformation initiatives across the organization.
  • Drive end-to-end change management for system implementations and enhancements.
  • Develop and execute strategies to ensure strong user adoption across operational teams.
  • Ensure systems are reliable, secure, and capable of supporting business growth.
  • Lead and mentor a small internal technology team.
  • Partner cross-functionally with operations, finance, and leadership.
  • Occasionally engage with clients on technical capabilities and system-driven improvements.

Benefits

  • Performance-based bonus (5%)
  • Profit sharing (10% of company profits distributed annually)
  • Fully remote work environment
  • Strong autonomy and ownership
  • Direct exposure to executive leadership
  • Opportunity to shape a company-wide technology strategy
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