Job Description We are seeking a Senior Project Manager to lead strategic, enterprise-wide AI initiatives within the IT PMO. Reporting to the Director of PMO, this individual will oversee complex, high-visibility programs that are already funded and actively underway. The role will serve as a key partner to software engineering, business, and operational leaders, ensuring AI initiatives are delivered with the right structure, governance, and cross-functional alignment.

This position is ideal for a project or program leader who understands how modern AI and agentic development practices are changing traditional delivery models. The ideal candidate can bring organization and governance to a rapidly evolving environment while enabling innovation and execution at scale.

• Lead a strategic AI initiative delivered by internal agentic development resources.
• Establish the functional framework and governance structure to support AI development management, executive communications, and team engagement.
• Partner with internal development teams to guide projects from concept through launch and implementation.
• Coordinate across technology, operations, and business stakeholders.
• Ensure alignment across technical teams, business objectives, and operational requirements. Skills and Requirements
• 8+ years of Project/Program Management experience leading large-scale technology initiatives.
• Proven experience leading enterprise software implementation projects from planning through deployment and adoption.
• Background working in organizations that use a hybrid project methodology — specifically, the ability to impose structure on a fast-paced agentic development environment where the pace of change conflicts with traditional delivery methods.
• Experience managing multiple concurrent programs, projects, and cross-functional stakeholders.
• Strong background partnering with Operations and IT teams to deliver technology solutions in complex environments.
• Experience supporting AI, machine learning, or emerging technology implementations, including coordinating business and technical teams through delivery and launch.
• Transportation or Logistics industry experienceExperience delivering AI-enabled products or platforms, including working directly with software engineering and product teams during development, implementation, and go-live activities.

We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal employment opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment without regard to race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or the recruiting process, please send a request to HR@insightglobal.com.