Director of Fleet, Maintenance & Operations

Director of Fleet, Maintenance & Operations

Location: Southwest Florida

Compensation: Base + 15% Bonus

Relocation Assistance Available

Position Summary

We are seeking an experienced Director of Fleet, Maintenance & Operations to lead fleet maintenance, equipment readiness, shop operations, and facility support across multiple locations. This leadership role will drive operational excellence through preventive maintenance, asset management, safety compliance, technician development, and process standardization while ensuring maximum equipment uptime and operational readiness.

Key Responsibilities

• Lead fleet maintenance, equipment reliability, shop operations, and facility support across multiple sites.
• Develop and optimize preventive maintenance programs, inspection processes, repair standards, and asset lifecycle strategies.
• Standardize maintenance procedures, safety practices, repair workflows, training programs, and documentation across locations.
• Monitor fleet performance, downtime, utilization, maintenance costs, and equipment reliability metrics.
• Establish and manage KPIs, dashboards, and reporting systems to improve uptime, productivity, and cost efficiency.
• Partner with operations leadership to ensure fleet and equipment availability aligns with business and project requirements.
• Support capital planning, fleet replacement strategies, vendor management, parts inventory, and repair-versus-replace decisions.
• Ensure compliance with safety, environmental, transportation, regulatory, and manufacturer requirements.
• Lead, mentor, and develop maintenance managers, supervisors, technicians, mechanics, and support staff.
• Foster a culture of safety, accountability, continuous improvement, and operational excellence.

Qualifications

• 10+ years of leadership experience in fleet maintenance, heavy equipment maintenance, transportation, industrial operations, or related industries.
• Proven success managing multi-site maintenance operations, service shops, field service teams, or distributed maintenance organizations.
• Strong experience leading supervisors, technicians, mechanics, and maintenance personnel.
• Demonstrated expertise in preventive maintenance programs, fleet KPIs, asset management, and maintenance process improvement.
• Strong understanding of equipment lifecycle management, uptime optimization, maintenance budgeting, and cost control.
• Experience implementing safety and compliance programs within maintenance operations.
• Excellent leadership, communication, financial, and strategic planning skills.
• Proven ability to standardize processes, drive organizational change, and improve operational performance.
• Willingness to travel up to 50% to support field operations and company locations.

Preferred Backgrounds

Candidates from the following industries are highly encouraged to apply:

• Fleet & Transportation
• Construction Equipment
• Infrastructure Services
• Utilities
• Industrial Services
• Waste Management
• Field Service Operations
• Heavy Equipment & Specialized Vehicles

Travel: Up to 50%

Work Arrangement: Full-Time, Onsite

Relocation: Available for qualified candidates.