Senior Director of Transportation

OnTrac

20h•$200,000 - $300,000•Remote

About The Position

OnTrac is hiring a Senior Director of Transportation! Are you eager to join a dynamic and expanding company where you can both learn and make a meaningful impact? If you possess a strong sense of empathy, enjoy assisting others, thrive in a fast-paced environment, and excel at problem-solving, we encourage you to apply today to connect with a recruiter! Founded in 1986, OnTrac has evolved into the leading provider of same-day and next-day delivery services in the U.S. for premier e-commerce and product-supply businesses, including five of the largest retailers in the U.S. Location: Remote - This position may be performed remotely in states where the company is authorized to employ individuals. Compensation: The base pay range for this position is $200,000. - $300,000. Actual compensation will be determined based on experience, skills, internal equity, and other job-related factors. This position may also be eligible for bonus, commission, or other incentive compensation in accordance with the terms of the applicable plan of up to a 30% Bonus Target. Shift: Monday - Friday, 8:00am - 5:00pm (Hours subject to change based on the needs of the business) Employment Logistics: This role provides leadership over the design, execution, and optimization of First Mile pickup operations, owning transportation from customer origin through network injection across multiple modalities (trailers, box trucks, vans, and partner solutions). You will build scalable, flexible pickup models that balance cost, service, and growth across SMB, enterprise, and marketplace customer channels. You will operate as a systems thinker, designing end-to-end processes, operating models, and performance frameworks that enable efficient scaling while maintaining service reliability. This role oversees a $100M+ transportation budget and leads a team of 10+ managers responsible for day-to-day execution, network expansion, and continuous improvement.

Requirements

Bachelor’s degree or equivalent experience
15+ years of relevant experience leading teams and divisions
Comprehensive understanding of transportation, supply chain operations, and logistics in a fast-paced environment
Demonstrated ability to design and scale multi-modal transportation solutions
Strong competency interpreting operational KPIs, capacity models, cost analysis, and performance metrics
Strong operational and financial acumen, including P&L ownership and budget accountability (including ownership of large transportation spend)
Proven ability to lead large, diverse teams with accountability for hiring, performance management, coaching, corrective action, and evaluations

Responsibilities

Own First Mile pickup strategy and execution across all transportation modes (trailer, box truck, van, and hybrid solutions), ensuring alignment with network needs.
Design and deploy multi-modal pickup models tailored to customer profiles, volume density, and service requirements while optimizing trade-offs between cost, service levels, and scalability.
Build and implement end-to-end processes, operating standards, and system workflows to support efficient and scalable pickup operations.
Lead network design efforts including customer-to-node mapping, routing strategy, and capacity planning.
Oversee transportation spend across a $100M+ budget while developing and managing KPIs for service, cost, asset utilization, and pickup reliability.
Drive initiatives to reduce variability, improve predictability, and optimize overall operational efficiency.
Lead peak planning, volume surges, and new customer onboardings requiring First Mile transportation readiness.
Manage, schedule, and develop teams with full accountability for hiring, performance management, coaching, corrective action, and evaluations.
Address complex, abstract challenges across multiple functions, evaluating underlying business drivers, interdependencies, and market dynamics to develop strategic, long-term solutions.
Provide strategic direction and execution across large or multiple functions, driving company-wide best practices and advising executive leadership with informed, business-driven insights.
Shape enterprise strategy and translate it into aligned, cross-functional objectives, making decisions with significant long-term impact on performance and competitive positioning.
Engage and influence executive stakeholders internally and externally, navigating sensitive matters and aligning leadership teams through strong communication and persuasive leadership.
Lead through leaders, guiding directors and managers across functions while owning financial performance and driving innovative solutions to enterprise-level challenges.