Director of Fleet and Facilities

Stephens Landscaping Professionals•Moultonborough, NH

10d

About The Position

The Fleet & Facilities Director provides strategic and operational leadership for all fleet assets and company facilities. This role is responsible for developing and implementing systems that drive lifecycle management of vehicles and equipment, executing preventive maintenance, ensuring regulatory compliance, improving financial performance, and holding teams accountable. The Director ensures maximum asset uptime, cost control, safety compliance, and operational efficiency while building scalable systems to support company growth.

Requirements

7+ years of fleet management experience
5+ years of leadership experience
Bachelor’s degree in Operations, Business, Engineering, or related field
Industry certifications (CAF, CFM, or similar)
Experience in landscaping, construction, or field service industries
Lean or continuous improvement training
Strong understanding of DOT, OSHA, and regulatory compliance
Experience building operational systems and processes
Experience managing capital and operating budgets
Proficiency with fleet management software and telematics systems
Proven track record of cost control and operational improvement
Strong financial and analytical skills
Ability to lift 50 lbs or more, stand for extended periods, and perform repetitive tasks.
Comfortable working outdoors in various conditions, including heat, cold, and rain.
Monday-Friday, 6:30 AM - 4:30 PM, weekends and extended hours as needed

Responsibilities

Fleet Strategy & Lifecycle Management
Develop and execute a 3–5 year fleet replacement and capital plan
Develop standardized specifications and procurement systems for vehicles and equipment
Oversee acquisition, lifecycle tracking, and disposal of vehicles and equipment
Conduct a total cost of ownership (TCO) analysis for purchasing decisions
Develop systems to optimize fleet utilization and asset allocation
Manage fuel strategy and cost control initiatives
Establish performance benchmarks, reporting structures, and accountability systems
Drive continuous improvement in uptime, reliability, and cost per asset
Preventative Maintenance & Asset Reliability
Develop, implement, and continuously improve comprehensive preventative maintenance systems
Ensure 95%+ PM compliance
Establish structured work order management and maintenance tracking processes
Reduce downtime through predictive and scheduled maintenance strategies
Standardize inspection processes and documentation systems
Monitor and manage maintenance cost ratios by asset class
Facilities Management & Infrastructure
Develop and implement facility maintenance systems and preventative schedules
Oversee maintenance and upkeep of all facilities (shops, yards, offices)
Ensure compliance with building codes, OSHA, and environmental regulations
Develop vendor management systems and service standards
Oversee facility security protocols and access control systems
Financial Leadership & Budgeting
Develop and manage annual fleet and facilities operating budgets
Establish financial tracking systems for fleet and facility performance
Oversee capital expenditure planning and long-term asset forecasting
Monitor monthly variance reports and financial performance metrics
Identify and execute cost-saving initiatives across fleet and facilities operations
Negotiate vendor contracts and supplier agreements
Work with the executive team to prepare executive-level performance and financial reports, including capital forecasts, cost analysis, and operational KPIs
Safety & Regulatory Compliance
Develop and enforce fleet and facility safety systems and compliance procedures
Ensure full compliance with DOT, OSHA, and all applicable federal, state, and local regulations
Oversee driver qualification programs and fleet safety standards
Implement structured safety training programs
Conduct regular safety audits and inspections
Investigate accidents and incidents and implement corrective action plans
Partner with insurance providers to reduce risk exposure and control claims costs
Partner with HR to manage workers’ compensation cases, return-to-work programs, safety training documentation, and compliance-related personnel matters
Technology & Systems Management
Develop, implement, and optimize fleet management software and telematics systems
Build data reporting systems that improve visibility, performance tracking, and accountability
Utilize analytics to drive asset performance and operational decision-making
Maintain accurate asset registry and compliance documentation systems
Lead digital process improvements across fleet and facility operations
Leadership & Team Development
Recruit, train, and develop mechanics and facility personnel
Build structured performance management and accountability systems
Conduct regular performance evaluations and coaching
Foster a culture of safety, ownership, accountability, and continuous improvement
Ensure effective communication and collaboration across departments