Jobs › Waukesha County

Community Services Representative - Supervisor (Property Tax Listing and Bill Administrator)

Waukesha County · Waukesha, WI · $36.85–$51.18 an hour · Full time

Posted Jul 29, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

You'd manage countywide real property listing and tax billing. Walk me through your experience with property tax administration or land records.

What they are checking: Whether their background covers the specific tax listing and billing work this role oversees.

Tell me about a process you improved. How did you measure whether it worked?

What they are checking: Whether they can spot inefficiency and prove the change helped, which the posting asks for.

How have you supervised staff doing detailed, deadline-driven work?

What they are checking: Whether they can keep a team accurate and motivated during busy cycles like tax billing season.

What would you do

A municipality's assessor sends assessment roll data late, close to the billing deadline. What do you do?

What they are checking: Whether they can protect the billing schedule while keeping a good working relationship with municipal partners.

A title company says a tax bill is wrong and a closing is on hold. How do you handle it?

What they are checking: Whether they can research fast and respond clearly, since real estate deals depend on accurate tax records.

One of your staff keeps making small data entry errors. How do you address it?

What they are checking: Whether they coach directly and fairly, looking at both the person and the process.

About the work

Walk me through the annual property tax billing cycle and where errors most often creep in.

What they are checking: Whether they understand the full billing process and know where to put controls to catch mistakes.

How do you read and check a legal description on a deed?

What they are checking: Whether they can interpret legal descriptions accurately, since listing errors affect who gets taxed for what.

You oversee tax system administration and security access. How do you decide who gets access to what?

What they are checking: Whether they apply least-access principles and review access regularly to protect sensitive records.

How do you make sure state reporting requirements are met on time?

What they are checking: Whether they track legal deadlines carefully, since late or wrong reports can cause compliance problems.

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The full job description

As published by Waukesha County.

SALARY RANGE $36.85 - $51.18 WORK ASSIGNMENT DETAILS Waukesha County is seeking a knowledgeable and detail-oriented leader to manage countywide real property listing and tax billing operations . This position oversees the administration of tax system processes, supervises staff, coordinates services provided to municipalities, and helps ensure property tax and assessment records are accurate, timely, and compliant with applicable laws and regulations. The role works closely with municipal officials, assessors, state agencies, title companies, and other County departments to support efficient tax listing, billing, reporting, and land records coordination. The ideal candidate will bring experience in property tax administration, assessment or land records-related work, and supervision of staff and processes. Strong knowledge of real estate and property tax practices, legal descriptions, automated systems, and customer service is important for success in this role. The position also requires the ability to analyze problems, implement process improvements, manage data and reporting functions, and maintain strong working relationships with internal and external partners. Typical responsibilities include coordinating annual tax billing and related processing, overseeing tax system administration and security access, supervising preparation and maintenance of assessment rolls and legal property descriptions, supporting reporting and compliance activities, training users, and helping resolve title, tax, and property record issues. CLASSIFICATION SPECIFICATION To view the full classification specification for Community Services Representative click here . Minimum Training & Experience Requirements 1. High School Diploma or GED. 2. Four (4) years of progressively responsible work experience in data or information processing, preferably including advisory, consulting, or liaison services to clients; in customer service, preferably in an automated environment; or in the administration of tax billing or tax payment processing. 3. Graduation from a recognized college or university with a bachelor’s degree in business or public administration; marketing; computer science; or a closely related field may substitute for two (2) years of the work experience requirement. Waukesha County provides a comprehensive compensation and benefits package including excellent health/dental/vision, life insurance, generous paid time off (vacation, 10 holidays, 3 floating holidays, ample accrued sick time that rolls over each year), an exceptional pension plan with employer match and lifetime retirement payment plus an optional tax advantaged 457 retirement savings plan. Amongst many other benefits, employees are recognized and valued through a pay for performance system. Successful candidates will be eligible for performance-based merit increases and non-base performance awards. Employee well-being is promoted through a balanced work-life culture and through an exceptional employee wellness program that offers a variety of programs and tools to help promote an employee's wellness and health, including an on-site health & wellness clinic. About Us: Waukesha County prides itself on operating in a business-like manner and is recognized as a leader delivering high quality services with competence and skill. With our vision of "Leading the Way", we value teamwork and collaboration, ethics and diversity, communication, efficiency and cost savings, innovation, and the wellbeing of our staff and the citizens we serve. Employees are provided professional development opportunities and encouragement to learn and practice continuous improvement and LEAN principles as we regularly ask ourselves "Is there a better way?" Location: Located in the City of Waukesha, our campus offers an on-site fitness center, free parking, and easy access to interstate highway systems. Waukesha County offers a perfect blend of urban and rural living where one can enjoy the benefits of quiet rural lake communities or opt for nearby attractions that the greater Milwaukee area offers including vast beach and park systems, public markets, performing arts, music festivals, and sports including the Milwaukee Admirals, Brewers, Bucks, Wave, Marquette University Golden Eagles and the UW-Milwaukee Panthers Basketball programs. EEO: Waukesha County is committed to equal opportunity and nondiscrimination in employment and adheres to all Federal, State and County Equal Employment Opportunity laws, policies, plans, rules, regulations and ordinances. The County recognizes and accepts its important leadership role in providing for equal employment/service opportunities. It is the express policy of Waukesha County to promote equal employment opportunity among all who are employed by Waukesha County and who seek employment with Waukesha County. For further information visit: https://www.waukeshacounty.gov The County does not sponsor applicants for work visas. Applicants must be currently authorized to work in the United States on a full-time basis.

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