Fleet Supervisor

Lewis Services - 100% Employee Owned; Worcester (MA); Hybrid; USD 85,000 - 98,000; Full time

Benefits offered by this job

ESOP

Paid training and certifications

Health, dental, vision and HSA options

401(k)

Paid time off

EAP

Job summary

Lewis Tree Service in Worcester, MA, is seeking a Fleet Supervisor for a hybrid role. The position leads fleet mechanics, ensures safety compliance, and drives on-time maintenance and cost control across multiple garage locations.

The role focuses on developing technicians and meeting budget targets while supporting internal clients. The ideal candidate has a technical associate degree and 5+ years of fleet tech experience along with at least 3 years of supervisory experience, strong leadership,

Qualifications

• Associate’s degree in a technical or engineering field is required.
• 5+ years of automotive or fleet technical experience.
• 3+ years of managerial or supervisory experience.
• Strong leadership and communication skills.
• Knowledge of mechanical engineering technology and vehicle systems.

Responsibilities

• Supervise fleet mechanics and department staff across one or more garages.
• Ensure safety regulations and high safety standards are met.
• Support the goal of zero injuries.
• Ensure vehicles and equipment are safe, reliable, and available.
• Meet financial targets for each garage and vehicle.
• Develop technicians to improve productivity and performance.
• Ensure work orders are completed accurately and on time.
• Maintain relationships with clients, union leaders, and employees.
• Lead garage personnel and develop working leaders.
• Ensure compliance with environmental, safety, and employment laws and company policies.

Skills

Leadership

Communication

Fleet tech experience

Safety awareness

Problem solving

Education

Associate’s degree in a technical field

Tools

MS Office

Excel

Job description

Posted Date 2 days ago (11/5/2026 3:30 PM)

# of Openings 1

Job Locations US-MA-Worcester

Position Type Full-Time

Job Location Type Hybrid

Min Pay Range USD $85,000.00/Yr.

Max Pay Range USD $98,000.00/Yr.

Overview

Join a Company That Grows People

At Lewis, we’re not just trimming trees — we’re building a future. As the second-largest utility vegetation management company in North America and a proud employee-owned business, we believe every person on our team matters. When you join Lewis, you're not just taking a job — you're investing in your future.

Why You’ll Love It Here

• Elevate your career with us — we prioritize training and internal promotions!
• Join a vibrant team that champions safety, values your feedback, and fosters a strong sense of camaraderie!
• Shape your future with us through our fantastic Employee Stock Ownership Plan (ESOP)!

Responsibilities

What You’ll Do as a Fleet Supervisor

As a Fleet Supervisor at Lewis Services, you’ll:

Supervise fleet mechanics and other fleet department employees across one or multiple garage locations
Ensure fleet garages comply with all safety regulations and maintain high safety standards
Actively support Lewis Services’ goal of zero injuries every day
Ensure fleet vehicles and equipment are safe, reliable, and available
Ensure financial targets are met for each garage and vehicle
Ensure maintenance, repair, and replacement activities are performed on time and cost-effectively
Develop technicians and mechanics to improve productivity and performance
Ensure all work orders are completed accurately and on time
Support internal clients across various lines of business and departments
Maintain strong working relationships with clients, union leaders, and employees
Lead garage personnel and develop working leaders within the team
Ensure compliance with environmental, safety, and employment laws and company policies
Supervise and maintain accountability for personnel, contractors, materials, and supplies required to maintain the fleet
Respond to emergency requests from other divisions or regions, including storm support
Audit and report on employee and vendor performance related to maintenance quality and standards
Evaluate equipment condition and performance based on application and lifecycle
Support field operations and service vendors with warranty recoveries, technical guidance, vendor sourcing, and dispute resolution
Serve as the lead contact for technical information related to major equipment repairs and modifications
Participate in compiling reports and data used by management to evaluate fleet needs and trends
Carry out other duties as assigned

Qualifications

What You Bring:

Associate’s degree in a technical field
5+ years of automotive or fleet technical experience
3+ years of managerial or supervisory experience
Demonstrated strong leadership skills
Strong verbal and written communication skills
Strong knowledge of mechanical engineering technology and vehicle systems

Preferred:

Bachelor’s degree
10+ years of experience in lieu of a degree will be considered
Advanced certifications such as CDL, State Inspector License, or ASE certifications

Physical Demands

Ability to:

Stand, walk, and sit for extended periods
Reach and perform repetitive keystrokes
Occasionally stoop, kneel, crouch, crawl, and climb stairs
Lift or move up to 25 lbs.

Travel regularly, including overnight stays via ground or air

Continuously – Sitting, communicating, using computers
Frequently – Walking, standing
Occasionally – Climbing, lifting, kneeling
Rarely – Exposure to hazardous materials
Never – Confined spaces

Environmental Conditions:

Regularly – Office and garage environment
Occasionally – Outdoor exposure, temperature extremes
Rarely – Hazardous materials
Never – Confined spaces

Comments: PPE required per OSHA and ANSI standards. Travel is a regular part of the role.

Tools & Equipment

Equipment may include:

Computers, phones, scanners, copiers
Fleet vehicles and diagnostic tools
Mechanical and garage equipment
Communication devices
Microsoft Office programs including Excel and Word

What We Offer

Competitive pay starting at $85,000 / year
Employee Stock Ownership Plan (ESOP)
Paid training and certifications
Health, dental, vision and HSA options
401(k)
Paid time off and Employee Assistance Program (EAP)

Our commitment to Our People is key to the success of our business. We respect the differences between us, and we leverage those differences to create an environment where all employees feel welcome and fairly treated. We seek the best solutions possible by attracting and engaging a diverse workforce where all perspectives are sought out and valued.

Lewis Tree Service is an equal employment opportunity employer committed to providing equal opportunity for both applicants and employees. Lewis Tree Service prohibits unlawful discrimination or harassment of employees and applicants based on race, creed, color, national origin, sex, age (40+), religion, disability, marital status, sexual orientation, genetic information, citizenship status, veteran status, or any other legally protected characteristic, all employment decisions, including but not limited to recruitment, hiring, compensation, training, apprenticeship, promotion, demotion, transfer, lay-off and termination, and all other terms and conditions of employment. Lewis Tree Service’s practices and policies are administered under applicable federal, state, and local laws.

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