Highway Supervisor
Highway Supervisor
Come be a part of the team in Kenosha County’s Highway Division! We are looking for an influential leader responsible for planning, organizing, and supervising field maintenance operations and project activities within the Kenosha County Highway Division. This role directly leads, schedules, and supports the field crews in their daily activities.
2026 Hiring Range: $68,579 – $81,641 annually
As an organization, Kenosha County prides itself on engaging in the adoption of new leadership styles, continuous improvement and innovation, and a willingness to invest in new technology to support operations. As a Kenosha County employee, you are provided a very competitive salary and benefit package and have access to a wide range of training and learning opportunities.
Work Schedule
• Regular work hours are generally Monday through Thursday from 5:30 am to 4:00 pm.
• On-call availability for emergency response and rotating weeklong on-call shift with highway operations leadership.
• Required to work beyond normal work hours for winter maintenance which includes days, nights, weekends, and holidays.
• Required to work beyond normal work hours for emergency responses.
Duties and Responsibilities
• Leads, plans and coordinates schedules, while supporting and overseeing field crews performing small to mid-size highway maintenance and construction projects including, but not limited to, snow and ice removal, asphalt paving, roadside mowing, aggregate shouldering, weed control, tree removal/trimming, debris pickup, road patching, crack sealing, ditching, culvert installation, sign replacement, guardrail installation, concrete and asphalt paving projects.
• Promotes a positive, respectful, and high-performing team-orientated work environment for all staff through open communication, employee engagement, and collaboration.
• Promotes a safe work environment, including traffic control, by maintaining, executing, training, and reviewing applicable safety programs, guidelines, and regulations while ensuring consistent compliance with established procedures.
• Manages, coordinates, and schedules employees and equipment for snow and ice control operations including plowing, salting, and emergency response.
• Assists in development of short-term and long-term scheduling to ensure crews are efficient and productive.
• Ensures proper inventory of materials and equipment are available for work scheduled.
• Actively participates in hiring, onboarding, performance management, and disciplinary actions in coordination with Highway Operations Leadership and Human Resources.
• Reviews and approves employee’s daily timecards.
• Maintains records, reports, and documentation of work performed.
• Conducts effective and timely performance evaluations for direct reports and addresses unsatisfactory personnel concerns.
• Coordinates with local municipalities, townships, and state agencies.
• Develops project cost estimates for outside agency work order requests.
• Responds to constituents’ inquiries related to county roadway rights-of-way infrastructure.
• Performs and oversees data collection for county-controlled assets in Geographic Information Systems for items such as culverts, guardrails, signs, trees, etc.
• Performs other work as required or assigned.
Success Factors
• Knowledge of principles and practices of supervisory leadership, employee management, and creating a positive, respectful, and productive work environment.
• Knowledge of performance management techniques, including coaching, performance improvement planning, progressive discipline, and employee recognition.
• Knowledge of safety programs, regulations, and best practices applicable to highway and public works operations.
• Knowledge of project scheduling, work planning, and resource allocation to ensure efficient use of staff, equipment and materials.
• Knowledge of requirements related to environmental regulations, licensing, certifications, drug and alcohol testing, and workplace compliance.
• Knowledge of winter maintenance operation, snow and ice control strategies and emergency response coordination.
• Knowledge of equipment that is used in the construction and maintenance of rural roadways including heavy equipment.
• Knowledge of construction techniques involved in the construction or repair of highways and interstates and associated features.
• Knowledge of Wisconsin Department of Transportation Standard Specifications along with manuals related to highway construction, maintenance, and traffic control.
• Knowledge of scheduling practices.
• Skill in leading and motivating staff to create and sustain a positive, respectful and high-performing team-orientated work environment.
• Skill in providing clear direction, setting expectations, and holding employees accountable for performance, safety, and personal conduct.
• Skill in conflict resolution, problem solving, and facilitating effective issue management.
• Strong oral and written communication skills.
• Ability to lead, direct, and support highway crews while fostering a positive, collaborative and accountable work environment.
• Ability to remain professional, ethical, and courteous at all times.
• Ability to maintain confidential information.
• Ability to have a high level of accuracy and attention to detail.
• Ability to plan, organize, and direct maintenance and project work activities.
• Ability to develop short-term and long-term work plans.
• Ability to monitor and assess performance of others.
• Ability to work respectfully in a diverse and inclusive environment.
Job Requirements, Education, Training and Experience
• High School Diploma or GED equivalent.
• Some post-secondary education, preferred.
• Minimum of 3 years of experience in highway or road construction such as concrete, asphalt, tree trimming and removal, or operating heavy equipment.
• Supervisory experience in highway road maintenance or construction.
Licenses or Certifications
• Class A CDL with tanker, air brake, and manual transmission endorsement.
Physical Demands
The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of the job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.
The position involves moderate physical demands, such as exerting up to 25 lbs. of force occasionally, and up to 50lbs. of force very seldom. This position may require sitting for long periods of time.
Work Environment
This position involves a combination of indoor work as well as driving county, state and highway roads to monitor construction projects and snow operations.
Benefits
Kenosha County is a Wisconsin Retirement System (WRS) participating employer. Your participation is required, which includes an employee contribution.
• Health, dental and vision insurance effective first of month following 30 days of employment with the ability to reduce premium contribution through participation in a wellness program
• Flexible Spending Accounts
• Employee Assistance Program
• Paid Time Off
• Paid Volunteer Time
• Twelve Paid Holidays
• Retirement Plan: Participation in the Wisconsin Retirement System which includes county-paid life insurance
• Tuition Reimbursement
• Pet Insurance
Selection Process
• Application Review – Qualifying
• Oral Interview – Qualifying
• Background Investigation – Qualifying
• Physical Examination/Drug Screen – Qualifying
If you require accommodations at any point in the selection process because of a disability, please notify Human Resources in advance for arrangements.
Applications must be submitted by Friday, May 8th at noon.
To learn more about the Kenosha County Highway Division, please visit: https://www.kenoshacountywi.gov/504/Highways
The full pay grade for this position is E8 (Min. $68,579 – Max. $94,704).
To see why Kenosha County is a great place to live, work, and play, please visit: https://www.visitkenosha.com/
Thank you for your interest in employment with Kenosha County!
https://www.kenoshacountywi.gov/jobs
Deadline Note: Deadline to submit an application is by noon on 5/8/2026