Vice President Transportation

OneRail•Orlando, FL

3d•Remote

About The Position

The Vice President of Transportation is responsible for leading the strategic direction, operational performance, network development, and financial results of OneRail’s transportation business. This executive leader will drive transportation excellence through the development and execution of scalable network strategies, customer-focused solutions, operational innovation, disciplined cost management, and strong Logistics Partner relationships. The Vice President of Transportation will work closely with executive leadership, commercial teams, customers, technology, operations, and other functional stakeholders to optimize transportation services, maximize profitability, strengthen strategic partnerships, and support OneRail’s long-term growth objectives. As a key member of the leadership team, this individual is accountable for building and maintaining a safe, compliant, efficient, scalable, and customer-centric transportation network while delivering sustainable growth and financial performance.

Requirements

Bachelor’s degree in Supply Chain Management, Logistics, Business Administration, Operations, or a related field required.
10–15+ years of progressive leadership experience in transportation, logistics, supply chain, distribution, or related industries.
Demonstrated experience leading complex transportation networks and managing significant operational and financial responsibility.
Proven experience in transportation procurement, carrier or Logistics Partner management, contract negotiation, and pricing strategy.
Strong strategic and commercial acumen with the ability to translate business objectives into actionable transportation strategies.
Exceptional financial and P&L management capabilities.
Deep understanding of transportation network design, procurement, pricing, operations, and performance management.
Highly analytical and data-driven decision-maker with strong problem-solving capabilities.
Proven ability to lead cross-functional initiatives and influence executive-level stakeholders.
Strong executive communication, negotiation, and relationship management skills.
Demonstrated ability to build and lead high-performing teams in fast-paced and evolving environments.
Knowledge of transportation regulations, compliance requirements, safety standards, and risk management.
Forward-thinking approach to technology, automation, artificial intelligence, and digital transformation.

Nice To Haves

MBA or advanced degree preferred.
Experience leading scalable growth initiatives within a technology-enabled, high-growth, or complex operating environment preferred.
Experience with same-day, final-mile, expedited, and/or multi-modal transportation solutions is strongly preferred.

Responsibilities

Develop and execute a multi-year transportation strategy aligned with OneRail’s overall corporate, commercial, and growth objectives.
Define and implement scalable transportation network strategies that support same-day, next-day, scheduled, and on-demand delivery capabilities.
Identify new market opportunities, service offerings, network capabilities, and strategic partnerships that create competitive differentiation and enterprise value.
Partner with Commercial, Customer Success, Operations, Product, and Technology teams to develop transportation solutions that address customer needs while achieving OneRail’s financial and operational objectives.
Represent OneRail externally through industry forums, strategic partnerships, technology ecosystems, and professional networks to identify emerging trends, disruptive innovations, and opportunities that position OneRail as a transportation and logistics leader.
Provide executive oversight of transportation network performance, capacity, service quality, operational scalability, and overall network health.
Develop and execute strategies to optimize transportation modes, Logistics Partner capacity, geographic coverage, and service capabilities.
Establish performance standards and operating mechanisms that drive consistency, reliability, efficiency, and continuous improvement across the transportation network.
Proactively identify and mitigate operational risks while leading business continuity and contingency planning across the network.
Ensure transportation operations consistently meet customer service expectations, contractual commitments, and internal performance objectives.
Drive continuous improvements in network utilization, service performance, cost efficiency, and operational resilience.
Lead the strategic management of OneRail’s Logistics Partner network, including capacity, performance, pricing, service quality, and business continuity.
Develop and execute strategies to optimize total wallet share with Logistics Partners while appropriately managing concentration and business risk.
Lead the negotiation and execution of master service agreements, pricing agreements, and other strategic commercial arrangements with Logistics Partners.
Manage performance management frameworks, including scorecards, business reviews, and improvement plans, to ensure Logistics Partners consistently meet OneRail’s operational, financial, and customer requirements.
Identify, evaluate, and onboard new Logistics Partners to expand network capabilities and support future growth.
Drive procurement strategies that balance cost competitiveness, capacity, service quality, geographic coverage, and strategic value.
Lead the development, evaluation, and negotiation of transportation pricing strategies for OneRail customers.
Partner with the Commercial organization to ensure customer pricing aligns with network economics, service requirements, market conditions, and profitability objectives.
Support strategic customer discussions by providing executive-level expertise on transportation capabilities, network design, pricing, and operational solutions.
Continuously evaluate customer and network profitability and implement strategies to improve margins and long-term financial performance.
Maintain accountability for the financial performance of the transportation business, including revenue, gross margin, contribution, operating expenses, and other key financial metrics.
Develop and manage departmental budgets, forecasts, and financial plans.
Identify and execute cost-reduction, productivity, and margin-improvement initiatives.
Establish financial and operational reporting that enables data-driven decision-making and clear visibility into business performance.
Balance growth initiatives with disciplined financial management to support sustainable, profitable expansion.
Continuously benchmark OneRail’s transportation network, operating costs, service performance, technology, and capabilities against leading internal and external organizations.
Translate industry best practices and emerging market trends into actionable strategies that create competitive advantage.
Establish a culture of continuous improvement, accountability, and operational excellence.
Utilize data and analytics to identify root causes, improve processes, and drive measurable improvements in customer experience, cost, and performance.
Partner with Product and Technology teams to advance transportation technology, automation, analytics, and network visibility.
Lead the strategic adoption and application of Artificial Intelligence, Decision Intelligence, predictive analytics, and digital technologies to improve transportation planning, network optimization, productivity, autonomous decision-making, customer experience, and operational resilience.
Champion the use of advanced analytics and technology to improve real-time visibility, forecasting, capacity planning, pricing, and operational decision-making.
Identify and prioritize technology investments that improve scalability, efficiency, and competitive differentiation.
Promote innovation across the transportation organization and ensure OneRail remains at the forefront of emerging transportation and logistics capabilities.
Build, lead, mentor, and develop a high-performing transportation organization.
Establish clear goals, accountability, performance expectations, and development opportunities for team members.
Foster a culture of collaboration, ownership, innovation, urgency, and continuous improvement.
Develop future leaders and build organizational capabilities necessary to support OneRail’s continued growth.
Partner effectively across the organization to ensure alignment between transportation, commercial, technology, finance, operations, and customer success teams.
Ensure transportation operations and Logistics Partner relationships are managed in accordance with applicable regulatory, safety, insurance, and compliance requirements.
Establish appropriate governance and risk management processes across the transportation network.
Proactively identify and mitigate operational, financial, customer, and partner-related risks.