Highway Maintenance Supervisor

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Milwaukee County offers a wide variety of interesting jobs for people who want to make a difference in our community. Milwaukee County provides a competitive benefit package and is an Equal Opportunity Employer. If disability related accommodations are needed, please email fmla@milwaukeecountywi.gov. For submitted application inquiries please contact careers@milwaukeecountywi.gov. Please note: an online application must be submitted for consideration.

We are searching for Changemakers to come and join our team and discover our diverse and versatile community of independent spirits and unique talents, we are redefining the way you think about Milwaukee County!

Highway Maintenance Supervisor
Department of Transportation
Hourly Pay Range: $30.19 - $45.29

Closing Date: September 16th, 2026, or upon receipt of the first 50 applications

Job Summary: The Highway Maintenance Supervisor will assign, direct, and coordinate the work of highway crews in the maintenance, improvements, and snowplowing operations on the Interstate, State, and County trunk highways as directed by the State DOT and County officials. The major objective is to keep the motoring public, citizens, and employees of Milwaukee County safe. The Highway Maintenance Supervisor is also responsible for ensuring their staff is properly trained in all equipment as well as processes and are following safety standards required to complete maintenance projects.

Essential Responsibilities:

• Schedule, prioritize, assign, and direct the work of highway crews.
• Supervise the repair of roads, culverts, sewers, bridges, and curbs.
• Direct and train crews during snow removal and ice control operations.
• Direct and train crews on keeping grass and weeds under control.
• Investigate complaints from County Supervisors and citizens.
• Prioritize tasks according to their significance, ensuring that essential repairs such as asphalt, concrete, catch basin, curb and pan, guard-rail, barrel, fence, bridge rail, and additional necessary maintenance activities are appropriately addressed.
• Maintain records and reports in a timely manner, including crew sheets, work orders, reports to State DOT, tools, materials, and supplies.
• Enter employee times, equipment and work orders into Dayforce and CityWorks daily.
• Use of Equipment, Tools and Machinery – Operate pick-up trucks, single and tandem axle trucks, power tools, drills, torches, wrenches, paint sprayers, computers, copiers, and scanners.
• Perform work on any assigned shift, respond to emergencies when needed.
• Perform all other duties as assigned.

Minimum Requirements:

• Current resident of Wisconsin.
• Possession of a High School Diploma or GED equivalent.
• At least five (5) years of Highway Maintenance experience.
• At least three (3) years of experience as an Assistant Highway Maintenance Supervisor.
• Able to push, pull, lift, and carry up to 60 lbs.
• Possession of a valid Wisconsin Class B CDL with Airbrake Endorsement.
• Basic knowledge of all related computer and software applications, such as word processing and spreadsheets.
• Willing and able to work irregular hours including overtime, weekends, or shift rotations.
• Willing and able to have on-call availability, which includes unpredictable or long hours.
• Willing and able to travel in this role.

Preferred Qualifications:

• Possession of a valid Wisconsin Class A CDL.

NOTE: This ORIGINAL APPLICATION is open to qualified residents of the State of Wisconsin at the time of application. Candidates need to submit a full account of their training and experience (i.e., by submitting an up-to-date resume or by fully completing the application) during the application process and may also be asked to take additional written or performance tests as part of the selection process.
APPLICANTS MUST POSSESS MINIMUM QUALIFICATIONS AT TIME OF FILING APPLICATION

Milwaukee County is committed to fostering an equitable working environment, free from discrimination and harassment, on the basis of any characteristic protected by law. We prohibit any form of discrimination, harassment based on race, color, religion, sex, gender, gender identity or expression, sexual orientation, pregnancy, pregnancy related condition, national origin, age, disability, FMLA status, sexual orientation, military status, marital status, or any other category or status that is now or in the future protected by federal, state, and local law. We maintain a drug-free workplace and perform pre-employment substance abuse testing, background checks and pre-employment physicals subject to job requirements. If special accommodations are needed, please contact 414-278-3936.

Salary : $30 - $45