Parking Enforcement Supervisor

Salary : $76,903.32 - $91,258.70 Annually
Location : Madison, WI
Job Type: PERMANENT FULL TIME
Job Number: 2025-00151
Department: Parking Division
Opening Date: 03/19/2025
Closing Date: 4/6/2025 11:59 PM Central
Comp. Group/Range: 18/08

General Description
The Parking Division is seeking to hire a new Parking Enforcement Supervisor. This role involves leading and supporting the daily operations of the Parking Enforcement Unit. The primary objective of the Enforcement Unit is to ensure the safe and efficient movement of vehicles and pedestrians throughout the City of Madison. The unit prioritizes excellent customer service while addressing the parking needs of community members, visitors, businesses, and government entities, both public and private.

The Supervisor oversees lead workers, enforcement officers, and administrative staff who enforce parking rules and regulations in Madison. The enforcement team collaborates closely with community members and visitors to deliver outstanding customer service regarding their parking concerns. The Supervisor also plays a key role in determining operational methods, schedules, routes, and assignments while ensuring compliance with quality, timeliness, and other work standards.

This position is regularly scheduled for 38.75 hours per work. Regular work hours are 7:00 am - 3:30 pm, Monday through Friday; however, hours are flexible and work may be required outside of the regular hours in order to respond to calls that arise and other urgent or emergent issues.

IMPORTANT: Please attach a cover letter (maximum of two (2) pages) that highlights your experience related to the following:

Leadership, including managing or supervising employee groups, leading teams as a lead worker, and/or leading formal or informal groups;

Mediating and resolving conflict with customers and/or staff; AND

Implementing a change in a process at work, including how you identified that the change was needed, what you did to implement the change, and how you managed this change.

***APPLICATIONS RECEIVED WITHOUT A COVER LETTER OR WITH A COVER LETTER THAT FAILS TO ADEQUATELY ADDRESS THE ABOVE TOPICS WILL IMMEDIATELY BE REMOVED FROM CONSIDERATION***
Employees may be eligible for loan forgiveness through the
Black, Indigenous, people of color, women, trans, nonbinary, and individuals with disabilities are encouraged to apply. We value the unique blend of lived experiences and diverse perspectives that comes from non-traditional education pathways and the variety of transferrable skills each candidate brings to the table. We value diversity, equity, inclusion, and belonging. Even if every item on the job posting doesn't match your experience perfectly, we encourage you to apply and share how your skills and experience can best serve our community.

Examples of Duties and Responsibilities
Supervision

• Direct and supervise the work of employees involved in various parking enforcement activities.
• Interview, recommend for hire, train, and evaluate Lead Workers and Parking Enforcement Officers.
• Plan, direct, schedule, and review the work of assigned staff, both directly and through lead workers.
• Develop, coordinate, review, and approve staff schedules, work hours, shifts, assignments, and routes.
• Develop work priorities; coordinate and assign work for field and administrative staff.
• Monitor assignments for efficiency, quality, and timeliness.
• Assist with developing, recommending, implementing and overseeing training programs, hiring and onboarding, policies and procedures for Parking Enforcement personnel.
• Manage employee grievances, disciplinary issues, and performance issues, making effective recommendations to the Parking Enforcement Manager.
• Oversee daily briefings for staff and prepare related documentation, including making necessary adjustments to schedules and assignments in response to unexpected absences.
• Provide guidance, answer questions, and clarify policies, procedures, and interpretations for Parking Enforcement staff.
• Assist with creating and updating enforcement guidelines, procedures, and policies.
• Recommend and assist implementing new procedures, policies, and standards for better utilization of equipment and employees.
• Coordinate shift schedules and vacation selections for all Parking Enforcement Officers, which includes determining appropriate staffing levels, routes, shifts, and assignments.

Respond to issues, concerns and public complaints:

• Supervise the citation review process for contested tickets by examining the circumstances surrounding the citation's issuance.
• Organize a review of the areas in question or of concern, communicate with affected parties, and provide information on available options.
• Coordinate and suggest changes to signage or raise signage-related issues with Traffic Engineering and/or Parking Operations to address enforcement concerns.
• Respond to complaints and address community concerns related to parking enforcement.
• Work with community stakeholders on parking-related issues, requests, or concerns.

Special Event Parking:

• Work in collaboration with various city agencies to coordinate public information relative to winter parking rules, including communications on the rules, snow emergencies, and other pertinent information.
• Supervise and coordinate snow emergency ticket and towing packages, including working directly with the Streets Division to identify areas of the City that will be affected by towing, and coordinate the towing with the City's towing contractor.
• Coordinate parking restriction and towing plans for special events approved through the Street Use Staff Team.
• Work directly with event organizers, Traffic Engineering, and the Madison Police Department to determine restriction and route plans.
• Create parking plans, coordinate appropriate signage and towing, and assign staff as required.
• Review overtime and towing costs for special events to ensure proper billing of staff time.
• Work in partnership with the Madison Metropolitan School District and City agencies on developing parking/traffic safety plans and evaluating and recommending improvements.

Research, review, and recommend new enforcement equipment and technology:

• Maintain a list of approved uniform apparel for Parking Enforcement and communicate any changes to the staff.
• Research and recommend uniform-related items.
• Maintain inventory of Parking Enforcement vehicles.
• Assist with determining replacement and maintenance of parking enforcement vehicles and related equipment.
• Assist with budget development related to equipment needs and/or upgrades.

Perform other related work:

• Assist with Open Records requests related to Parking Enforcement activities.
• Research and assist with developing and maintaining an inventory of related materials for the program, including tickets and brochures.
• Respond to work-related accidents and complete associated reports.
• Serve as the after-hours emergency contact with Dane County Dispatch for parking-related issues.
• Provide training for outside agencies and various staff related to parking enforcement ordinances, procedures, or equipment that may impact their operations.
• Perform various enforcement-related duties in the field.
• Perform other related work as necessary.

Minimum Qualifications

• Four (4) years of experience interpreting, applying, and enforcing codes, rules, regulations, ordinances, statutes, laws, restrictions, or workplace policies, procedures, and practices; AND
• Two (2) years of experience applying the following:
  • Geography of Madison, WI.
  • Computer software applicable to the duties of the position.
  • Supervisory principles and practices, labor relations, and personnel management.

-OR-

• Four (4) years of responsible parking enforcement experience comparable to that gained as a with the City of Madison, including at least one (1) year of experience as a lead worker or equivalent.

-OR-

• Two (2) years of responsible parking enforcement experience comparable to that gained as a with the City of Madison, including at least one (1) year of experience as a lead worker or equivalent; AND
• Associate's (or higher level) degree in business administration, criminal justice, or a related field.

The City of Madison strives to provide exceptional customer service to all its residents and visitors. Therefore successful candidates will have demonstrated ability to effectively work with multicultural communities.

For the complete list of the knowledge, skills, and abilities, please reference the Parking Enforcement Supervisor

Special Requirements
Possession of a valid Wisconsin driver's license.

May be required to respond to calls that arise outside regular work hours.

Physical Requirements

• Ability to efficiently travel throughout the City in order to review parking complaints or concerns, review signage issues, and assist with enforcement actions.
• Ability to attend meetings at various locations, including meetings outside regular work hours, including nights and weekends.
• Ability to work a flexible schedule in order to meet with staff, attend meetings, and cover absences, special events, and snow emergencies.
• Ability to walk extended distances in all types of weather, when performing field observations.
• Ability to carry objects weighing up to 20 pounds.
• Ability to bend, lift, reach, and pound signs, as necessary.
• This position may require work outdoors in all types of weather at various times of day and night.

The City of Madison offers excellent pay and benefits for employees. City Ordinances, handbooks, and labor contracts provide specifics; the description here is not to be considered a binding statement but offers an informal summary.
Compensation
The City of Madison strives to pay competitive wages. View the current for pay for all classifications. Employees receive increases based on tenure with the City.
Benefits
The City offers a competitive benefits package, including a generous leave package, a variety of insurance options, and non-traditional benefits such as optional pet insurance, a bus pass for all employees, and the possibility of flexible work schedules. A brief summary of benefits is listed below. Please visit our for more information.

Leave
Vacation is earned upon starting employment and can be used after completion of probation. The general vacation schedule is below.
0-3 years 10 work days of vacation
After 3 years 12-1/2 days
After 7 years 15 days
After 11 years 17-1/2 days
After 15 years 20 days
After 19 years 25 days
After 27 years 27 days
Employees earn 3.5 personal days in addition to vacation.
Employees receive eight official paid holidays (New Year's Day, Martin Luther King, Jr. Holiday, Memorial Day, Juneteenth, Independence Day, Labor Day, Thanksgiving, Christmas Day), as well as 3 paid leave days (the Friday after Thanksgiving, Christmas Eve, New Year's Eve).

Employees also earn 13 sick days annually that may accrue to a total of 150 days.

Retirement
The City of Madison participates in the Wisconsin Retirement System through the State of Wisconsin Department of Employee Trust Funds.
Insurance
The City of Madison offers a variety of optional insurance programs including:

• Health Insurance
• Dental Insurance
• Vision Insurance
• Pet Insurance
• Life Insurance
• Income Continuation Insurance (for short and long-term disability)
• Long Term Care Insurance

Other Benefits
The City offers numerous other benefits and programs for employees, including:
457(b) deferred compensation plans
Employee Assistance Program
Bus Pass on Madison Metro
Flexible Work Schedules
Employer-paid Training
01

If selected for this position, will you be available to work a flexible schedule including early mornings, evenings, and weekends?

• Yes
• No

02

How much experience do you have interpreting, applying, and enforcing codes, rules, regulations, ordinances, statutes, laws, restrictions, or workplace policies, procedures, and practices?

• Four (4) or more years
• Three (3) to less than four (4) years
• Two (2) to less than three (3) years
• One (1) to less than two (2) years
• Some, but less than one (1) year
• None

03

How much experience do you have enforcing parking regulations?

• Four (4) or more years
• Three (3) to less than four (4) years
• Two (2) to less than three (3) years
• One (1) to less than two (2) years
• Some, but less than one (1) year
• None

04

How much experience do you have leading, directing, supervising, and/or managing the work of others?

• Two (2) or more years
• One (1) to less than two (2) years
• Some, but less than one (1) year
• None

05

Do you have an Associate's (or higher level) degree in business administration, criminal justice, or a related field? (Please note that a degree is not required for this position)

• Yes
• No

06

If you answered Yes to the previous question, please indicate the degree type(s) and field(s) of study. (For example: Bachelor's in Criminal Justice)
07

By checking this box, I acknowledge that a cover letter (maximum of (2) pages) is required and must be submitted as an attachment in the 'Attachment' section of the application; and will be evaluated on writing ability, including spelling and grammar.I further acknowledge that my cover letter must highlight my experience related to each of the following topics:1) Leadership, including managing or supervising employee groups, leading teams as a lead worker, and/or leading formal or informal groups;2) Mediating and resolving conflict with customers and/or staff; AND3) Implementing a change in a process at work, including how you identified that the change was needed, what you did to implement the change, and how you managed this change.

• AGREED

Required Question