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Assistant Fleet Manager

Greenwood Industries
Worcester, MA Full Time
POSTED ON 5/22/2026
AVAILABLE BEFORE 6/19/2026

Greenwood Industries is a leading provider of custom building envelope solutions. For more than 30 years, the company has delivered commercial roofing, architectural metal fabrication, waterproofing, masonry, and maintenance services for complex exterior building systems. With 15 locations throughout the Northeast, Greenwood is recognized by Roofing Contractor Magazine as one of the top 10 commercial roofing contractors in the United States. The company has also earned numerous industry awards for craftsmanship and performance.


As Greenwood continues to expand its capabilities and regional reach across complementary exterior building services, it offers rewarding and challenging career opportunities with strong potential for professional growth.


Greenwood is currently hiring an Assistant Fleet Manager for our Worcester office to support the daily management of the company portfolio of vehicles, motorized equipment, and non-motorized units. This will include the ongoing acquisition, maintenance and disposal of all company vehicles, as well as the management of the fleet for compliance and utilization.


Responsibilities:

  • Coordinate company fleet maintenance program policies and procedures to ensure compliance
  • Promote, inspect, coach and train branches on repair and maintenance of company assets and other fleet management processes
  • Partner with managers’ and safety department to create life cycle planning requirements to ensure optimal fleet to driver ratios are maintained on seasonal business forecasts
  • Adherence to all company and DOT safety policies & procedures
  • Manage total cost of ownership of fleet assets and motorized equipment for informed lifecycle decisions
  • Effectively communicate with other departments, warehouse workers, drivers, leaders, vendors, etc.
  • Manage the vehicle inspection process, required documentation, and auditing DVIR’s to maintain DOT compliance
  • Effectively utilize various data sources to determine future savings opportunities
  • Partner with Branches and Safety teams to develop equipment specifications
  • Review roadside inspection violations and assist with root cause identification and follow-up as necessary to help ensure DOT compliance issues are addressed effectively
  • Provide required information and updates on fleet transfers, replacements, disposals, and acquisitions of vehicles and equipment
  • Support corporate and field safety operations to ensure that material handling equipment and attachments are maintained and remain in compliance
  • Assist in adhering to annual budget for maintenance and repairs
  • Responsible for vehicle training, new hire training, and safety operation of the company fleet
  • Other duties as needed or assigned


Requirements:

  • 4 years of experience with commercial motor vehicle operations
  • Knowledge of DOT and state specific vehicle rules and regulations; IRP knowledge a plus
  • Ability to build trust and confidence with management and supervision
  • Proficient with Microsoft Office Suite and general web-based applications
  • Strong attention to detail, ability to multi-task and make informed decisions
  • Ability to effectively communicate with all levels of employees – both written and verbal
  • Travel ~25%-50% to local and regional offices/jobsites. Periodic overnight travel as needed
  • Valid drivers license with clean driving record
  • Ability to obtain a DOT Med card and pass pre-employment drug screening
  • Ability to occasionally lift, push and pull 50 pounds, reach above head height, squat, kneel, bend and reach


Applicants must be authorized to work for any employer in the U.S. We are unable to sponsor or take over sponsorship of an employment visa for this position.


At Greenwood, our benefits prioritize your health, financial security, and overall well-being:

  • Medical Coverage through Blue Cross Blue Shield with No Deductible
  • 401(k) Retirement Plan with Company Match
  • Generous Paid Time Off – Vacation, Sick, and 10 paid company holidays
  • Company-Paid Short-Term and Long-Term Disability Insurance
  • Comprehensive Blue Cross Dental and Vision Insurance
  • Pre-Tax Flexible Spending Accounts (FSA)
  • Employee Assistance Program (EAP)


The salary and benefits represent what is expected for this role at the time of posting. Compensation offered may be influenced by a variety of factors including work experience, qualifications, industry experience, market and business considerations, and internal equity, among other factors.


Greenwood Industries is an Equal Opportunity Employer. We consider all qualified applicants for employment regardless of race, color, religion, sex, gender identity, sexual orientation, age, national origin, protected veteran status, disability, or any other basis protected by federal, state, or local law.


It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Salary : $80,000 - $95,000

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