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Transportation Fleet Supervisor Jobs (NOW HIRING)

Fleet Supervisor

Milwaukee, WI · On-site

$33.92 - $50.88/hr

September 18, 2026, or upon the receipt of the first 50 application submissions Fleet Supervisor Department of Transportation - Fleet Management Full-time, Hourly Hourly Range: $33.92 - $50.88 This ...

New

Fleet Supervisor

Milwaukee, WI · On-site

$33.92 - $50.88/hr

September 18, 2026, or upon the receipt of the first 50 application submissions Fleet Supervisor Department of Transportation - Fleet Management Full-time, Hourly Hourly Range: $33.92 - $50.88 This ...

New

Fleet Supervisor Reports to: Transportation Manager Company: Pan Glo Transport Location: Urbana, OH Shift: 8:00am - 5:00pm About Us Bundy Baking Solutions is a global family business with a rich ...

Fleet Supervisor

Yakima, WA · On-site

$80K - $123K/yr

We are seeking a strong transportation operations leader with experience supporting 30+ drivers and ... The Fleet Supervisor is responsible for overseeing daily transportation operations with a strong ...

Fleet Supervisor

Yakima, WA · On-site

$80K - $123K/yr

We are seeking a strong transportation operations leader with experience supporting 30+ drivers and ... The Fleet Supervisor is responsible for overseeing daily transportation operations with a strong ...

The Fleet Supervisor will provide leadership for company drivers and field operations while ensuring safe, reliable, and efficient transportation services. Responsibilities * Provide leadership for ...

The Fleet Supervisor will provide leadership for company drivers and field operations while ensuring safe, reliable, and efficient transportation services. Responsibilities * Provide leadership for ...

Fleet Supervisor Company: 8Fleet Location: Atlanta About 8Fleet: 8Fleet is hiring! We are a leader ... Associate's or Bachelor's degree in Logistics, Transportation, or a related field preferred. * 2+ ...

The Fleet Supervisor will provide leadership for company drivers and field operations while ensuring safe, reliable, and efficient transportation services. Responsibilities * Provide leadership for ...

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Showing results 1-20

Transportation Fleet Supervisor information

See salary details

$35K

$75.5K

$129K

How much do transportation fleet supervisor jobs pay per year?

As of Sep 7, 2026, the average yearly pay for transportation fleet supervisor 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 is the difference between Transportation Fleet Supervisor vs Transportation Dispatcher?

AspectTransportation Fleet SupervisorTransportation Dispatcher
Primary RoleOversees vehicle fleet operations, manages drivers, and ensures compliance with safety regulations.Coordinates daily vehicle dispatch, assigns routes, and manages driver schedules.
Required CredentialsOften requires a CDL, fleet management experience, or related certifications.Typically requires a high school diploma; logistics or dispatch training is common.
Work EnvironmentOffice-based with field oversight; may involve vehicle inspections and driver interactions.Primarily office-based, working with routing software and communication tools.
Industry UsageCommonly employed in logistics, transportation, and delivery companies.Used across similar industries for daily route planning and driver coordination.

The Transportation Fleet Supervisor focuses on managing the entire vehicle fleet and ensuring operational efficiency, while the Transportation Dispatcher handles daily route assignments and driver communication. Both roles are essential in transportation operations but differ in scope and responsibilities.

How much does a transportation fleet supervisor make?

The average salary for a transportation fleet supervisor in California ranges from $70,000 to $100,000 annually, depending on experience, company size, and location. Supervisors often need strong organizational skills and knowledge of fleet management software to succeed in this role.

What does a transportation fleet supervisor do?

A transportation fleet supervisor manages and coordinates the operation of a company's vehicle fleet, ensuring efficient and safe transportation services. They oversee vehicle maintenance, driver schedules, compliance with regulations, and may use fleet management software to monitor performance and costs.
More about Transportation Fleet Supervisor jobs

What cities are hiring for Transportation Fleet Supervisor jobs?

Cities with the most Transportation Fleet Supervisor job openings:

What states have the most Transportation Fleet Supervisor jobs?

States with the most job openings for Transportation Fleet Supervisor jobs include:

What job categories do people searching Transportation Fleet Supervisor jobs look for?

The top searched job categories for Transportation Fleet Supervisor jobs are:

Infographic showing various Transportation Fleet Supervisor job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 52% Full Time, 43% Part Time, and 4% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution, with an average salary of $75,509 per year, or $36.3 per hour.

Fleet Supervisor

mkecounty

Milwaukee, WI • On-site

$33.92 - $50.88/hr

Full-time

Posted 3 days ago

New


Job description

Closing Date: September 18, 2026, or upon the receipt of the first 50 application submissions

Fleet Supervisor

Department of Transportation – Fleet Management

Full-time, Hourly

Hourly Range: $33.92 – $50.88

This Position is located in the Mower Shop: 10320 W. Watertown Plank Rd, Wauwatosa, WI 53226

Job Summary: The fleet supervisor provides direct supervision to service department personnel, schedules vehicle and equipment repairs and inspections, and communicates repair status to customers. The fleet supervisor is also responsible for employee scheduling, time-off requests, and cost-effective, ethical repair and maintenance of fleet assets.

Job Responsibilities

 

  • Prioritize jobs and assign work to the appropriate staff based on skill set. Evaluate work requests and provide guidance to staff on cost effective repair approach. Determine what work can be performed more efficiently in-house vs externally (outside vendors). To be fully always engaged in user departments maintenance operations and attentive to their vehicle and equipment needs.
  • Input and update records and information in Milwaukee County’s vehicle and equipment management system (Fleet Focus). Monitor and schedule preventative maintenance for all Milwaukee County vehicle and equipment assets.
  • Determine any repairs that may be covered under warranty. Schedule warranty repairs and recalls as needed. Log in-house warranty repairs into GM and Ford web portals for reimbursement.
  • Schedule and monitor spring and winter seasonal transition and preparation of equipment for user departments. Manage new vehicle and equipment setup/in-service for users.
  • Monitor and approve time off requests in Dayforce. Write employee evaluations. Maintain compliance with MCDOT work rules and County policies/procedures. Counsel and perform appropriate corrective action as needed.

Required Education, License/Certification and Experiences

 

  • Current residency within the State of Wisconsin upon application required
  • Valid Wisconsin Driver’s License required and must be maintained throughout incumbency
  • Valid Class B Commercial Driver’s License (CDL) preferred.
  • High School diploma or GED required
  • At least five (5) years of work experience in Professional automotive OR equipment repair and maintenance experience (i.e.. Vehicle/Equipment Repair or maintenance, Parts Manager, Service Writer, Parks or Public Works Supervisor or equivalent) required.
  • At least one (1) year or more of work experience in a Supervisory or Management role in a a Automotive/equipment, building, grounds, public works or manufacturing setting required.
  • Intermediate knowledge of word processing and spreadsheet applications required (e.g., Microsoft Word, Outlook, and Microsoft Excel)
  • Intermediate experience with fleet focus software and automotive web portals.

NOTE:  This original application is open to permanent residents of the state of Wisconsin at the time of application. In accordance with Section 11, Rule 3 of the Civil Service Rules a non-competitive examination will be held for this position. The non-competitive examination will consist of criteria deemed appropriate by the Director of Human Resources.

APPLICANTS MUST POSSESS MINIMUM QUALIFICATIONS AT TIME OF FILING APPLICATION