Fleet Operations Supervisor

Wynwood Distribution is seeking an experienced Fleet Operations Supervisor to oversee all aspects of fleet operations, maintenance, driver management, and regulatory compliance. The primary mission of this position is to ensure that every truck and driver in the Wynwood fleet is fully operational and available. This includes maintaining road-ready equipment, coordinating repairs, recruiting and onboarding qualified drivers, and ensuring compliance with all applicable DOT/FMCSA regulations. The Fleet Operations Supervisor will work closely with Dispatch and Administration to ensure the company has safe, reliable, and legally compliant capacity to cover every load. Key Responsibilities1. Fleet Maintenance and Repairs Develop and implement a preventive maintenance (PM) program to meet maintenance intervals and DOT inspection requirements. Coordinate with Dispatch to ensure drivers bring trucks to the shop or yard on schedule. Arrange replacement trucks through Penske or other providers whenever a unit is out of service. Manage corrective and emergency repairs, including determining whether repairs can be completed in the yard or require outside assistance. Coordinate towing, roadside assistance, diagnostics, repair estimates, and repair approvals. Follow up with outside repair shops regarding repairs, costs, and payment approvals. Notify Dispatch immediately when a truck returns to service. Maintain complete maintenance records and follow up on Driver Vehicle Inspection Reports (DVIRs). Manage tires, warranties, parts, vendors, and repair shop relationships and pricing. 2. Yard Operations Maintain a safe, secure, and organized Gulfport yard. Oversee truck, trailer, and chassis parking, unit preparation, inspections, housekeeping, and cleanliness. Coordinate yard repairs, equipment check-in/check-out, and condition reports. Monitor and control chassis and equipment inventory. Manage the Gulfport fuel storage facility. 3. Driver Recruitment, Onboarding, and Retention Work with the Administration team to maintain a continuous driver recruitment pipeline through local sourcing, referrals, and driving schools. Evaluate candidates and conduct road tests. Coordinate driver onboarding, including orientation, company policies, ELD systems, safety procedures, and port and terminal requirements. Promote driver retention through communication, coaching, and support. Manage fair and properly documented driver terminations when necessary. 4. DOT / FMCSA Compliance and Safety Oversee DOT compliance for all vehicles and drivers. Ensure annual inspections remain current and that all records are audit-ready. Lead the company's safety program. Coordinate accident reviews, investigations, and corrective training. Monitor compliance with applicable FMCSA and DOT regulations. 5. Fuel and Cost Control Manage fuel storage inventory. Analyze fuel consumption, mileage, and fuel economy (MPG). Monitor and control expenses related to maintenance, repairs, towing, and rental units. Identify opportunities to improve fleet efficiency and reduce operating costs. 6. Coordination with Dispatch Provide Dispatch with real-time updates on truck and driver availability. Schedule preventive maintenance and repairs around operational and load requirements. Coordinate breakdown responses and resolve driver-related issues promptly. Minimize operational disruptions and protect service reliability. 7. Reporting, KPIs, and Standard Operating Procedures (SOPs) Prepare regular management reports covering fleet status, maintenance, chassis, fuel, mileage, compliance, and driver recruitment. Monitor fleet performance and key operational indicators. Work with Administration to update the company's operating procedures manual. Ensure employees are properly trained on applicable procedures. Key Performance Indicators (KPIs) Performance will be evaluated based on the following indicators: Number and percentage of trucks/units available for dispatch. Preventive maintenance (PM) comp…

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