Fleet Supervisor Salary in Cheshire, MA

How much does a Fleet Supervisor make in Cheshire, MA?

As of August 01, 2026, the average salary for a Fleet Supervisor in Cheshire, MA is $63,050 per year, which breaks down to an hourly rate of $30.

However, a Fleet Supervisor's salary can vary significantly. Here’s a look at the typical salary range:

  • Top Earners (90th percentile): $81,397
  • Majority Range (25th-75th percentile): $53,750 to $72,654
  • Entry-Level (10th percentile): $45,283
Compensation Planning
Develop a Job Description
Pay Equity
2026 Compensation Trend
AI-Powered Talent
AI-Powered HR
View as table View as graph 25% $53,750 10% $45,283 90% $81,397 75% $72,654 $63,050 50%(Median) Didn’t find job title? Click

Fleet Supervisor Salaries by Percentile

Annual
Salary
Monthly
Pay
Weekly
Pay
Hourly
Wage
75th Percentile $72,654 $6,054 $1,397 $35
Average $63,050 $5,254 $1,213 $30
25th Percentile $53,750 $4,479 $1,034 $26
Check out Fleet Supervisor Job Openings in Cheshire, MA
CDL Driver Apprentice

Casella Waste Systems, Inc. - Cheshire, MA

Behavior Technician (BT)

Childwise ABA - Cheshire, MA

Traveling Retail Merchandiser

SAS Retail Services - Cheshire, MA

Bookkeeper

CFS - Cheshire, MA

Search More Fleet Supervisor Jobs in Cheshire, MA

Key Factors That Influence Fleet Supervisor Salaries

A Fleet Supervisor's salary isn't a fixed number. It's shaped by several important factors. Below, we'll explore how your years of experience, geographic location, skills and company size can directly affect your earning potential.

Top Paying Cities for Fleet Supervisors

Salaries can also vary between different cities. Major metropolitan areas or cities with a high demand for technicians often offer more competitive pay. Here are a few examples of average annual salaries in different U.S. cities:

  • San Jose: $77,548
  • San Francisco: $76,699
  • Oakland: $75,083

What Skills Can Increase a Fleet Supervisor's Salary?

Demanded Skills for the Role:

  • Customer Service (Mentioned in 8.99% Job Postings): Customer service is the provision of service to customers before, during and after a purchase. The perception of success of such interactions is dependent on employees "who can adjust themselves to the personality of the guest". Customer service concerns the priority an organization assigns to customer service relative to components such as product innovation and pricing. In this sense, an organization that values good customer service may spend more money in training employees than the average organization or may proactively interview customers for feedback. From the point of view of an overall sales process engineering effort, customer service plays an important role in an organization's ability to generate income and revenue. From that perspective, customer service should be included as part of an overall approach to systematic improvement. One good customer service experience can change the entire perception a customer holds towards the organization.
  • Preventative Maintenance (Mentioned in 2.64% Job Postings): Developing and implementing maintenance strategies to increase equipment life expectancy and avoid unplanned downtime.
  • Organizational Management (Mentioned in 1.71% Job Postings): Organization management refers to the art of getting people together on a common platform to make them work towards a common predefined goal.
See More Skills
Skills Demand Percentage
Customer Service 8.99%
Preventative Maintenance 2.64%
Organizational Management 1.71%
What skills can make your compensation higher?
Mastering certain specialized skills can lead to a significant increase in pay. Here are examples of skills and the potential impact they can have on a Fleet Supervisor's salary.
  • Sales Support: Can increase your salary by up to 28%.
  • Presentation: Can increase your salary by up to 9%.
  • Service Excellence: Can increase your salary by up to 9%.
Skill Salary Salary % Increase
Sales Support
$80,704
28%
Presentation
$68,725
9%
Service Excellence
$68,725
9%
Onboarding
$68,725
9%
Coaching
$68,094
8%
Organizational Management
$68,094
8%
Get Latest Data

Fleet Supervisor Salary by Industry: Top Paying Sectors

For Fleet Supervisor roles, the industry you choose can affect earning potential by as much as 50% (the gap between the highest and lowest paying industries). Data shows that the Biotechnology and Energy & Utilities sectors offer the strongest compensation, at 25% above the average. In contrast, Fleet Supervisor positions in Edu., Gov't. & Nonprofit or Hospitality & Leisure typically offer lower base pay, as these industries often view Fleet Supervisor as a support function rather than a direct revenue driver.

The top paying industries for a Fleet Supervisor

Industry Sector Average Annual Salary Average Hourly Rate Pay vs.Avg
Biotechnology$78,813$38.025%
Energy & Utilities$75,660$36.020%
Aerospace & Defense$72,508$35.015%
Healthcare$72,508$35.015%
Insurance$69,355$33.010%

Fleet Supervisor Salary: Hourly Rate, Weekly Pay, and Monthly Pay

Understanding how a Fleet Supervisor's annual salary breaks down can help with budgeting. Below, you can see the average hourly rate, weekly pay, and monthly pay for this role. Use the buttons to switch between different pay periods.

Last Updated on August 01, 2026

Find Your Next Fleet Supervisor Job

Ready to take the next step in your career? Browse thousands of current Fleet Supervisor job openings on our job board. Use the search bar below to find your perfect match.

United States
  • QuickMD

    Cheshire, MA

    QuickMD | Cheshire, MA

    About QuickMD:QuickMD is a leading telemedicine provider, delivering high-quality virtual care across 44 states. Since our founding in 2019, we have helped... more

    2 Days Ago

  • Optigy Group LLC

    Cheshire, MA

    Optigy Group LLC | Cheshire, MA

    Primary Care Physician Woonsocket, RI COMPENSATION:Salary $250k plus Incentive Bonus Our Primary Care Physician provides equitable and effective value-base... more

    2 Days Ago

  • Inspire Healthcare

    Cheshire, MA

    Inspire Healthcare | Cheshire, MA

    Were seeking a Board-Certified FM, IM, or Geriatric Physician to join our Woonsocket, RI clinic serving older adults on Medicare in an underserved communit... more

    2 Days Ago

  • SFS, Inc.

    Cheshire, MA

    SFS, Inc. | Cheshire, MA

    SFS, Inc. Responsibilities: Review project instructions and client expectations before each assignment. Execute merchandising projects according to client ... more

    2 Days Ago

  • Casella Waste Systems

    Cheshire, MA

    Casella Waste Systems | Cheshire, MA

    Position Summary The CDL Driver Apprentice will obtain a Commercial Driving Permit and complete the Federally required CDL instruction and training to safe... more

    2 Days Ago

  • Cheshire MA Collection

    Cheshire, MA

    Cheshire MA Collection | Cheshire, MA

    CDL Truck Driver The CDL Truck Driver will be responsible for the safe and efficient operation of rear load, front load, side load, and roll off trucks, wh... more

    2 Days Ago

For Employees

Get a Salary Increase

Analyze the market and your qualifications to negotiate your salary with confidence.

Search Job Openings

Search thousands of open positions to find your next opportunity.

For Employers

Adjust Employee Salary

Individualize employee pay based on unique job requirements and personal qualifications.

Price My Industry Jobs

Get the latest market price for benchmark jobs and jobs in your industry.

Cost of Living In Cheshire, MA

Cost of Living in Cheshire, MA is
13.4% Higher
than the National Average

Use Salary.com's Cost of Living Calculator to find out what income you need to maintain your standard of living in a different city and how much more or less money you need to budget for basic expenses.

Explore Cost of Living Calculator
Empower Your Team

Salary.com experts will help you thrive your workplaces.

Find Salary.com Comp Consulting
See Salary Trends in 2025

Salary.com provides salary survey data for thousands of industry Jobs.

Price Your Company Jobs and Make Pay Fair

Where Does Our Salary Data Come From?

Salary.com salary estimates, histograms, trends, and comparisons are derived from both employer job postings and third-party data sources. We also provide multiple percentiles of salary information for your reference, click here to know Why the Salary Midpoint Formula Is Crucial to Getting Pay Equity Right. With more online, real-time compensation data than any other website, Salary.com helps you determine your exact pay target.

Are you an HR manager or compensation specialist?

Salary.com's CompAnalyst platform offers:

  • Detailed skills and competency reports for specific positions
  • Job and employee pricing reports
  • Compensation data tools, salary structures, surveys and benchmarks.
Learn about CompAnalyst