Sr. Director, AI
Charlotte, NCThe Role: Work Model: Hybrid
Work Schedule: Monday - Friday (Regular Business Hurs)
Travel Requirements: Yes - Less than 10% or as work demands
Supervisory Responsibilities: Yes
Reports to: Chief Information Officer
Pay Range: Competitive pay plus bonus plan
*All applicants must be currently authorized to work in the United States. No relocation allowance will be considered unless specifically addressed.Summary / Primary Role:As the Sr. Director of AI, you will own the direction and day-to-day execution of Odyssey's enterprise AI program. Building on a company-wide AI Academy that has already put AI tools in the hands of nearly 140 people across every division, your mandate is to turn broad adoption into a focused set of proven platform wins and, ultimately, into workflows redesigned around AI. You will lead a cross-divisional network of AI leads, partner closely with business unit leaders and the technology organization to identify and prioritize high-value use cases and be accountable for governance and for measurable business value. Your technical depth in modern AI, your ability to translate between business and engineering, and your discipline in deciding what to scale will be instrumental to Odyssey's next chapter.
What You'll Do:Leadership and Team Management:- Lead and inspire a cross-divisional network of AI leads, fostering a culture of collaboration, experimentation, and disciplined execution.
- Set the mandate, rhythm, and accountability for AI leads across operations, commercial, finance, and technology, helping them grow their AI fluency and impact.
- Build the long-term internal AI capability program that currently relies on outside partners, by attracting and developing talent aligned with organization goals and values.
Technical Strategy and Execution:- Set enterprise AI priorities across predictive, agentic, generative, and simulation use cases, aligning the roadmap with business objectives and saying no to the rest.
- Collaborate closely across business and IT functions, partnering with business unit leaders to identify use cases and with the technology organization to build them, delivering high-quality solutions on time and within budget.
- Own the enterprise AI governance model - establish processes, sanctioned tools, data handling rules, and use-case review - balancing risk against speed and ensuring humans stay accountable for every AI-assisted outcome.
Product Development and Innovation:- Run a disciplined use-case pipeline with robust criteria, converting the strongest ideas into proven platform wins with measurable business impact - production, not pilots.
- Stay hands-on with emerging AI models, tooling, and techniques, incorporating relevant innovations and pressure-testing what is realistically buildable versus hype.
- Identify and start the highest-value transformation opportunities - workflows redesigned around AI, not just sped up by it - treating the killing of a weak idea early as a health signal, not a failure.
Stakeholder Engagement and Communication:- Collaborate closely with key stakeholders, including executives and business unit presidents, to gather requirements, prioritize initiatives, and communicate progress.
- Report progress and value in the language of business outcomes - dollars and hours, not adoption percentages alone - fostering transparency and alignment across the organization.
- Serve as a trusted advisor and subject matter expert on AI, translating technical reality into plain business language to inform decision-making at every level.
What You Bring:- Currently at Director level or above, with senior management experience
- Hands-on experience architecting and scaling modern AI systems into production, ideally on a major cloud AI platform (e.g., AWS Bedrock, Azure AI Foundry, or Vertex AI)
- A track record of turning pilots into production platforms with measurable business impact and outcomes
- Proven collaboration across both business and IT functions - equally credible with business unit leaders and with engineering teams, and able to move fluidly between the two.
- Program operating discipline - experience running a real pipeline: intake, prioritization, triage, discard weak ideations early on, and tracking value through production.
- Strong communication skills - able to translate technical reality into plain business language
- Demonstrated ability to lead through influence across a matrixed organization
- Experience in logistics, transportation, freight, or another asset-heavy industry
- Experience standing up a new function from scratch; or experience building an AI or data governance model in a complex organization.
Benefits:We offer a comprehensive and competitive compensation and benefits package, including:
• A choice of medical plans with FSA and HSA options
• Dental Insurance
• Vision Insurance
• Company-paid Life and Disability Insurance
• 401(k) Plan with Company Match
• Paid Time Off (PTO) and Company Holidays
• Employee Assistance Program
• Company Health & Wellness Program
• Discounts with Preferred Vendors
Visit us at: www.OdysseyLogistics.com/careers
