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Head Of Fleet Management Jobs (NOW HIRING)

Head of Fleet Maintenance

Boston, MA · On-site

$180K - $240K/yr

Position Summary The Head of Fleet Maintenance serves as the senior executive responsible for the strategic leadership, management, and oversight of all commuter rail rolling stock maintenance ...

Head of Fleet Maintenance

Boston, MA · On-site

$180K - $240K/yr

Position Summary The Head of Fleet Maintenance serves as the senior executive responsible for the strategic leadership, management, and oversight of all commuter rail rolling stock maintenance ...

The County of San Bernardino, California, is seeking a collaborative and forward-thinking Director of Fleet Management to lead a high-performing department responsible for approximately 7,000 assets ...

The Head of Fleet Payments is responsible for defining and executing Triumph's fuel strategy across ... Key Responsibilities Fuel Partnership Strategy & Management * Serve as the executive owner of ...

The Head of Fleet Payments is responsible for defining and executing Triumph's fuel strategy across ... Key Responsibilities Fuel Partnership Strategy & Management * Serve as the executive owner of ...

Head of Fleet Payments

Dallas, TX · On-site

$210 - $320/hr

The Head of Fuel Strategies is responsible for defining and executing Triumph's fuel strategy ... Key ResponsibilitiesFuel Partnership Strategy & Management * Serve as the executive owner of ...

Director, Fleet Sales

$140K - $185K/yr

Reporting to the Head of Sales, this role draws on deep fleet management expertise to meet clients wherever they are on their journey: whether managing today's ICE vehicles, planning a phased ...

The Fleet and EHS Manager, through coaching and the utilization of metrics, will assist the Head of Fleet and EHS to ensure Branch Operations Team to drive continuous improvement and improve the ...

The Fleet and EHS Manager, through coaching and the utilization of metrics, will assist the Head of Fleet and EHS to ensure Branch Operations Team to drive continuous improvement and improve the ...

The Fleet and EHS Manager, through coaching and the utilization of metrics, will assist the Head of Fleet and EHS to ensure Branch Operations Team to drive continuous improvement and improve the ...

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Head Of Fleet Management information

See salary details

$35K

$75.5K

$129K

How much do head of fleet management jobs pay per year?

As of Aug 22, 2026, the average yearly pay for head of fleet management in the United States is $75,509.00, according to ZipRecruiter salary data. Most workers in this role earn between $53,500.00 and $91,000.00 per year, depending on experience, location, and employer.

What does a head of fleet management do?

A Head of Fleet Management oversees all aspects of a company's vehicle fleet operations, including procurement, maintenance, compliance, budgeting, and logistics. They are responsible for developing strategies to optimize fleet efficiency, reduce costs, and ensure safety and regulatory compliance. This role often involves managing a team, negotiating with vendors, and implementing technology solutions to track and improve fleet performance. The Head of Fleet Management plays a key role in supporting the business's operational goals and sustainability initiatives.

What are some common challenges faced by a head of fleet management, and how can they be addressed?

A Head of Fleet Management often encounters challenges such as optimizing operational efficiency, reducing costs, ensuring vehicle compliance, and managing a diverse team of drivers and technicians. Staying on top of maintenance schedules, adopting telematics technology, and implementing data-driven decision-making are effective ways to address these issues. Additionally, fostering open communication and collaboration within the fleet team and with other departments can help streamline processes and promote continual improvement.

What are the key skills and qualifications needed to thrive as a head of fleet management, and why are they important?

To thrive as a Head Of Fleet Management, you need expertise in logistics, fleet operations, cost control, and typically a degree in business, logistics, or a related field. Familiarity with fleet management software, telematics systems, and regulatory compliance is essential, and certifications like CAFM (Certified Automotive Fleet Manager) can be valuable. Strong leadership, strategic thinking, and communication skills help drive team performance and effective stakeholder collaboration. These skills ensure operational efficiency, regulatory compliance, and optimized asset utilization, which are critical for successful fleet management.

What is the difference between Head Of Fleet Management vs Fleet Supervisor?

AspectHead Of Fleet ManagementFleet Supervisor
ResponsibilitiesOversees entire fleet operations, strategic planning, budgeting, and policy developmentManages daily fleet activities, supervises drivers, and ensures operational efficiency
Required CredentialsTypically requires management experience, relevant certifications, and industry knowledgeOften requires operational experience and relevant licenses or certifications
Work EnvironmentStrategic office setting with occasional site visitsField-based, overseeing daily fleet activities

The Head Of Fleet Management focuses on strategic oversight and long-term planning, while the Fleet Supervisor handles daily operations and team supervision. Both roles require industry knowledge, but the Head Of Fleet Management has broader responsibilities and a higher level of decision-making authority.

Is the head of fleet management a stressful job?

The head of fleet management often faces stress due to responsibilities such as overseeing vehicle operations, ensuring safety compliance, managing budgets, and coordinating logistics. The role requires strong organizational skills and the ability to handle unexpected issues like vehicle breakdowns or delays, which can contribute to a high-pressure environment.

What does a head of fleet management get paid?

The salary for a head of fleet management typically ranges from $80,000 to $150,000 annually, depending on experience, company size, and location. Senior roles may include bonuses and benefits, and strong skills in logistics, maintenance, and data analysis are often required.
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Infographic showing various Head Of Fleet Management job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 84% Full Time, 13% Part Time, and 2% Contract. Highlights an 84% Physical, 3% Hybrid, and 13% Remote job distribution, with an average salary of $75,509 per year, or $36.3 per hour.

Head of Fleet Maintenance

Transdev

Boston, MA • On-site

$180K - $240K/yr

Full-time

Posted 22 days ago


Transdev North America rating

6.5

Company rating: 6.5 out of 10

Based on 265 frontline employees who took The Breakroom Quiz

79th of 99 rated public transport


Job description

Head of Fleet Maintenance (Rail)

Position Contingency Notice: This position is associated with Bay State Rail’s proposal to operate the MBTA Commuter Rail network. Employment opportunities for this role are contingent upon Bay State Rail being awarded the contract and successful contract mobilization.

About Bay State Rail

Bay State Rail is a joint venture between Transdev North America and Transport UK and is one of three teams pursuing the opportunity to operate the MBTA Regional Rail network. Our team brings the expertise and vision needed to transform Boston regional rail into a service built for the common good. We are committed to delivering a modern, dependable rail system that strengthens communities, eases congestion, and drives a more sustainable future.

Position Summary

The Head of Fleet Maintenance serves as the senior executive responsible for the strategic leadership, management, and oversight of all commuter rail rolling stock maintenance operations, ensuring the safe, reliable, and efficient delivery of passenger rail service. This role leads all aspects of locomotive and passenger coach maintenance, mechanical operations, fleet reliability, asset lifecycle management, and maintenance support functions for both revenue and non-revenue rail equipment, as well as associated maintenance facilities, shops, terminals, and yards.

Operating in a highly regulated, safety-sensitive, 24/7 railroad environment, the Head of Fleet Maintenance is accountable for maintaining fleet availability and state of good repair while advancing operational performance, regulatory compliance, and service quality. This position provides executive leadership for mechanical operations supporting commuter rail service, coordinates with operating departments and host railroads, and ensures maintenance programs align with FRA regulations, APTA standards, railroad operating requirements, and agency goals.

We’re proud to offer:

  • Competitive compensation package of minimum $180,000 – maximum $240,000
  • In addition to base salary, this role is eligible for an annual Short-Term Incentive (STI) opportunity

Position Profile

  • Ensures safe, reliable, and available revenue and non-revenue rolling stock fleets, shops, and yards as well as integration into rail service to support on-time service.
  • Oversees fleet reliability, asset/warranty management, maintenance planning, and capital fleet initiatives.
  • Leads maintenance facilities, repair programs, inventory management, and new fleet implementation.
  • Ensures compliance with FRA regulations, APTA standards, safety requirements, and quality programs.
  • Collaborates with Third Parties, including Railroads, Positive Train Control, system contractors and consultants.
  • Drives a culture of safety, accountability, operational excellence, service reliability, and efficiency.
  • Liaises with other modes of transportation within the Massachusetts Bay Area and with Transdev and Transport UK senior leaders on best practice sharing, lessons learned and proactive knowledge transfer.

Qualifications

Required Experience

  • Minimum of 10 years of progressively responsible professional railroad mechanical experience, including significant leadership responsibility in commuter or passenger rail mechanical operations.
  • Demonstrated direct responsibility for maintaining railroad passenger equipment in compliance with FRA regulations and APTA Manual of Standards and Recommended Practices for Passenger Railroad Equipment .
  • Extensive experience overseeing locomotive and passenger car maintenance programs, fleet reliability initiatives, and railroad shop operations.
  • Proven experience working in and leading within a unionized labor environment.
  • Experience coordinating with host railroads, third-party rail operators, and contractors strongly preferred.
  • Experience supporting fleet modernization programs and new rolling stock introduction preferred.

Knowledge, Skills & Abilities

  • Deep knowledge of railroad mechanical systems, rolling stock maintenance practices, FRA regulatory requirements, and commuter rail operations.
  • Strong understanding of railroad safety principles, asset management, maintenance planning, and reliability engineering.
  • Demonstrated executive leadership and strategic management experience in a 24/7 safety-critical rail environment.
  • Strong stakeholder management skills with experience coordinating across railroad operations, labor organizations, and external partners.
  • Excellent communication, decision-making, problem-solving, and organizational leadership skills.

The ideal candidate is a high-performing strategic leader who drives results and inspires others through integrity, accountability, and strong communication. Combines business acumen and continuous improvement to achieve sustainable business outcomes and enhance customer experience. Builds trust through self-awareness and ethical leadership while empowering others to reach their full potential. Cultivates strong stakeholder relationships, high-performing teams, and creates organizational agility to successfully navigate change and deliver long-term success.

Job Category: Management

Job Type: Full Time

Work Type: No Remote

Req ID: 8722

Pay Group: VDD

Cost Center: NONE

The above statements are intended to describe the general nature and level of work being performed by people assigned to this classification. They are not intended to be construed as an exhaustive list of all responsibilities, duties, and skills required of personnel so classified.

The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions upon request.

Transdev is an Equal Employment Opportunity (EEO) employer and welcomes all qualified applicants. Applicants will receive fair and impartial consideration without regard to race, sex, color, national origin, age, disability, veteran status, genetic data, gender identity, sexual orientation, religion or other legally protected status, or any other classification protected by federal, state, or local law.

Drug-free workplace

If based in the United States, applicants must be eligible to work in U.S. without restrictions for any employer at any time; be able to pass a drug screen and background check.

California applicants: Please Click Here for CA Employee Privacy Policy.

About Transdev

Cities, counties, airports, companies, and universities across the U.S. contract with Transdev to operate their transportation systems, maintain their vehicle and fleets, and deliver on mobility solutions. Transdev U.S. employs a team of 32,000 across 400 locations while maintaining more than 17,000 vehicles.

Part of a global company, Transdev is a leader in mobility with operations in 19 countries, proudly operated by 110,000 team members from around the world. As an operator and global integrator of mobility, we are driven by our purpose. Transdev – the mobility company – empowers the freedom to move every day thank to safe, reliable, and innovative solutions that serve the common good. Find out more at http://www.TransdevNA.com or watch an overview video.


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