The Director of Fleet Management & Operations is responsible for the strategic leadership, operational performance, and financial management of a large-scale, multi-location fleet (1,000+ assets) within a primarily leased and/or mixed ownership environment. This role drives fleet operations as a competitive advantage by maximizing asset uptime, ensuring regulatory compliance, and optimizing total cost of ownership (TCO).
This leader partners closely with Operations, Finance, Safety, and Supply Chain to align fleet strategy with business growth, while building scalable systems, high-performing teams, and data-driven decision-making capabilities.
Key Responsibilities
Strategic Fleet & Lifecycle Management
Develop and execute a 1–5 year fleet strategy aligned with company growth, operational demand, and financial objectives
Oversee vehicle and equipment acquisition, specification, utilization, replacement cycles, and disposal strategies
Optimize fleet composition (leased vs. owned) to balance flexibility, cost efficiency, and operational performance
Evaluate and implement emerging technologies, electrification opportunities, and sustainability initiatives where applicable
Operational Excellence & Uptime
Ensure maximum fleet uptime, reliability, and service quality across all locations
Standardize and enforce preventive maintenance programs, shop operations, and repair processes
Drive continuous improvement initiatives to reduce downtime, increase asset utilization, and improve field service delivery
Oversee maintenance authorization, repair quality, and spend controls
Financial Leadership & Cost Optimization
Own fleet-related financial performance, including budgeting, forecasting, OpEx, and CapEx planning (where applicable)
Analyze and optimize Total Cost of Ownership (TCO), cost per mile/hour, and lifecycle costs
Identify and execute cost-reduction initiatives without compromising safety or service levels
Evaluate ROI on new assets, technologies, and vendor programs
Leasing, Vendor & Asset Management
Serve as executive owner of relationships with leasing companies, OEMs, maintenance providers, and national vendors
Negotiate contracts, pricing, warranties, and service-level agreements (SLAs)
Monitor vendor performance and ensure accountability to KPIs and cost expectations
Oversee asset tracking, telematics platforms, and CMMS/maintenance systems
Lead parts procurement strategies, inventory control, and warranty recovery programs
Fuel, Telematics & Data Analytics
Oversee fuel programs, fuel card controls, and initiatives to reduce consumption and fraud
Leverage telematics and analytics to improve routing, driver behavior, utilization, and maintenance planning
Establish reporting frameworks and dashboards to support real-time, data-driven decision-making
Safety & Regulatory Compliance
Ensure full compliance with DOT, FMCSA, OSHA, and all federal, state, and local regulations
Partner with Safety leadership to drive accident reduction and enforce driver safety programs
Maintain audit readiness and ensure accurate documentation for inspections and compliance reporting
Track and improve key safety metrics, including accident frequency and severity
Cross-Functional Leadership
Partner with Operations to ensure fleet availability aligns with field and customer requirements
Collaborate with Finance on forecasting, accruals, and long-term capital planning
Support Supply Chain and Procurement initiatives related to fleet and equipment sourcing
Act as a strategic advisor to executive leadership on fleet performance and opportunities
Leadership & Team Development
Lead and develop multi-region fleet, maintenance, and technical teams
Build a high-performance culture centered on accountability, safety, and continuous improvement
Establish scalable processes, standard operating procedures, and performance management systems
Drive organizational capability in analytics, technology adoption, and operational execution
Key
Performance Indicators (KPIs)
Total Cost of Ownership (TCO) / cost per mile or hour
Fleet uptime and downtime percentage
Preventive maintenance compliance rate
Asset utilization rates
Maintenance and repair cost performance
Fuel efficiency and fuel cost management
Vendor SLA performance
Accident frequency and severity
Budget vs. actual (OpEx and CapEx)
Regulatory compliance and audit outcomes
Qualifications
Experience
10–15+ years of progressive experience in fleet, transportation, logistics, or equipment management
Minimum 5+ years in senior leadership (Director, VP, or equivalent)
Proven success managing large, multi-location fleets (1,000+ assets preferred)
Strong experience with leased fleets, vendor management, and cost optimization
Education
Bachelor’s degree in Business, Supply Chain, Engineering, Logistics, or related field required
MBA or advanced degree preferred
Technical Expertise
Deep knowledge of fleet operations, maintenance programs, and lifecycle management
Experience with telematics, fuel systems, and CMMS/fleet management platforms
Strong understanding of DOT, FMCSA, OSHA, and related compliance requirements
Certified Equipment Manager (CEM) or similar certification preferred
Leadership Profile
Strategic thinker with the ability to execute at scale
Strong financial and analytical acumen with a data-driven mindset
Skilled negotiator with extensive vendor and contract management experience
Proven ability to influence cross-functional stakeholders and executive leadership
Results-oriented leader focused on accountability, efficiency, and continuous improvement
Preferred Experience
Experience in field services, construction, transportation, or logistics industries
Background in private equity-backed, high-growth, or operationally complex environments
Experience leading fleet transformation initiatives (technology, centralization, or cost restructuring)
Stake Center Locating 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, disability or veteran status, age or any other federally protected class.