Manager, Fleet Operations at The Hilldrup Companies – Stafford, Virginia

The Manager, Fleet Operations plays a pivotal role in the day-to-day oversight and long-term success of Hilldrup’s long-distance Van Operator fleet. This role ensures the team meets all safety, compliance, quality, and documentation standards through ongoing training, performance monitoring, and process improvement initiatives.

• Oversees or delegates responsibility for the day-to-day workflow of the department and staff.
• Conducts performance evaluations that are timely and constructive.
• Handles discipline and termination of employees as needed and in accordance with company policy.

Onboarding & Training

• Lead and continuously improve the onboarding process for all new Van Operators.
• Provide hands-on training for company systems including Flex, Stride, and Samsara, along with proper documentation and paperwork procedures.
• Create onboarding materials and training resources to enhance new driver readiness and long-term success.

Safety, Compliance & Quality Assurance

• Serve as the Agent Safety Representative (ASR) for the Interstate Fleet; represent the fleet in internal safety meetings and initiatives.
• Monitor Van Operator performance to ensure alignment with safety, claims, and quality standards.
• Oversee the random drug screening program and ensure compliance with DOT regulations.
• Partner with the Claims Department to review incident data, identify trends, and implement performance improvement strategies.

Driver & Fleet Support

• Act as the primary point of contact for Van Operators, providing timely support across logistics, operations, and administrative needs.
• Collaborate with the Accounting and Billing teams to manage commissions, payments, and documentation compliance.
• Coordinate Comdata fund loads, shuttle dispatches, and ensure timely submission of required driver paperwork.
• Support the VP of Interstate Operations with corrective actions and terminations, as needed.

Logistics & Equipment Coordination

• Oversee the inventory, distribution, and return of equipment (e.g., pads, dollies, straps) for the Hauling Branch.
• Facilitate driver access to packing materials and tools from warehouse locations.

Cross-Functional Collaboration

• Build strong relationships with internal teams (HR, Safety, Claims, Finance) to drive operational efficiency and a positive driver experience.
• Contribute to cross-departmental initiatives and special projects as assigned.

• Bachelor’s degree preferred in business, logistics, supply chain, or a related field; equivalent combination of education and relevant experience will be considered in lieu of a degree.
• 3-5 years of experience in transportation, logistics, or fleet operations required; supervisory experience required.
• Strong understanding of DOT regulations, fleet safety standards, and claims handling processes.
• Proven ability to coach, motivate, and communicate effectively with drivers and team members.
• Experience with fleet technology systems (e.g., Samsara, Flex, Stride) is highly desirable.
• Strong organizational, analytical, and time-management skills with the ability to juggle competing priorities.
• Excellent verbal and written communication skills.
• Excellent interpersonal and customer service skills.
• Proficient with Microsoft Office Suite or related software.

• Ability to sit or stand for extended periods while working on a computer or in meetings.
• Must be able to lift up to 25 pounds occasionally (e.g., moving equipment like pads or dollies).
• Must be able to walk, bend, stoop, and reach as necessary when inspecting fleet equipment or supporting warehouse access.
• Capable of working in both office and warehouse environments, including occasional exposure to outdoor weather conditions.
• Occasional travel may be required to support fleet locations or attend off-site meetings and events.

Why Hilldrup?

• Competitive salary with performance-based incentives.
• Comprehensive benefits package, including health, dental, and retirement plans.
• Opportunities for career growth and development.
• A supportive and collaborative work environment.
• Be part of a company with a legacy of excellence in the moving and logistics industry.

Hilldrup is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, or protected veteran status and will not be discriminated against on the basis of disability. Incumbents offered this position must successfully complete a background and drug test to continue with employment.