Recruitment #2110-4285-001




The Benefits Systems Analyst assists with the administration and delivery of Citywide benefits to ensure members are enrolled and receiving benefits correctly.

Essential Functions

Oversight of PeopleSoft Human Resources Management System (HRMS) Benefits Module

  • Update rules, process benefits events and monitor ongoing changes related to multiple benefit programs.
  • Coordinate with stakeholders to establish the project scope of benefit changes, system goals and requirements.
  • Work closely with the Information Technology Management Division (ITMD), the Comptroller, payroll personnel and other benefits staff to monitor system health and troubleshoot, implement and communicate benefits changes.
  • Develop and coordinate systems testing strategies to ensure benefits processes and HRMS are working as expected.
  • Implement and make recommendations for best practices for ongoing system changes to ensure ease of maintenance and system performance.
  • Process and finalize all benefit elections for the following year.

Consolidated Omnibus Budget Reconciliation Act (COBRA) Program Administration for the City of Milwaukee

  • Provide written notification to participants and timely follow-up.
  • Issue and process payment statements.
  • Prepare quarterly COBRA adjustment reports for the Comptroller.

Open Enrollment Implementation

  • Schedule and facilitate open enrollment fairs, including finalizing logistics.
  • Work with benefit vendors to ensure participation.
  • Assist in drafting the annual benefits guide, postcard and other communication materials.

Compliance and Contract Administration

  • Provide support to the Employee Benefits Director regarding benefit guidelines and practices to ensure all benefit rules align with Chapter 350, the Summary Plan Document and the Benefits Policy Manual.
  • Coordinate with the City’s Affordable Care Act (ACA) reporting vendor to ensure all health data is correctly collected and reported to the Internal Revenue Service. Conduct and audit data for accuracy and troubleshoot errors. Collaborate with the benefits team and City payroll staff on policies and practices related to employee hiring data to ensure adequate controls are in place for ACA reporting.
  • Monitor open events such as terminations, leaves, suspensions and separations to safeguard improper administration or termination of employee benefits.
  • Assist with ongoing changes relative to benefit plan administrator as contracts expire, including Request for Proposals issuance, evaluation of proposals and working with internal City staff and new vendor partners as benefits are implemented to avoid unnecessary complications and delays.

We welcome qualified individuals with disabilities who are interested in employment and will make reasonable accommodations during the hiring process in accordance with the Americans with Disabilities Act (ADA) of 1990, as amended by the Americans with Disabilities Act Amendments Act (ADAAA) of 2008.

Conditions of Employment

  • Individuals who complete an application for general City employment on or after September 1, 2021 and are subsequently appointed to a position must provide proof of being vaccinated against COVID-19 (i.e., received both doses of the Moderna or Pfizer or one dose of the Johnson & Johnson vaccine) or have an approved religious or medical accommodation within ten business days of their employment start date.

Minimum Requirements

  1. Regular status as a City of Milwaukee employee, having successfully completed a probationary period for a civil service position, or status as a City of Milwaukee employee in a fixed term position.
  2. Bachelor’s degree in business administration, information systems management or a closely related field from an accredited college or university.
  3. Three years of experience in benefits administration utilizing a Human Resources Management System (HRMS), performing functions closely related to those described above.

Equivalent combinations of education and experience may be considered.

IMPORTANT NOTE: To receive credit for college, transcripts are required and must be received by the application period closing date. College transcripts should be attached to your online application or sent via email to Applications without transcripts attached will be considered incomplete and will be rejected. Your transcript must be legible and include the following information:  the university or college name, your name, the degree completed (if applicable) and the date the degree was completed. Student copies are acceptable.

Knowledge, Skills, Abilities & Other Characteristics


  • Skill in the use of a Human Resources Management System (HRMS) for the purpose of benefits administration.
  • Knowledge of benefits administration, including health, dental, long term disability, flexible choices and life insurance.
  • Skill in identifying, troubleshooting, and resolving software problems.
  • Ability to analyze work in progress to correct errors and redirect efforts.
  • Knowledge of programming standards and best practices.
  • Ability to develop and run reports.
  • Ability to effectively consider all aspects of the user experience and user interface.
  • Ability to read and interpret technical, job-related documents, including law, regulations and instructions.
  • Analytical and problem-solving skills to be able to identify, troubleshoot, and resolve software problems.

Communication and Interpersonal

  • Written communication skills to be able to produce clear and concise documentation, reports and correspondence.
  • Verbal communication skills to be able to convey technical information to both technical and non-technical end-users.
  • Ability to use tact and diplomacy.
  • Ability to work cooperatively, effectively, and fairly with coworkers and citizens whose backgrounds may differ from one's own.

Critical Thinking and Planning Skills

  • Ability to work well under stress and within competing deadlines.
  • Decision-making skills and sound judgment to aid in choosing appropriate courses of action.
  • Organizational skills to be able to plan and accomplish work, manage multiple assignments, and meet deadlines.
  • Ability to represent the department with professionalism, honesty, and integrity.
  • Highly motivated, self-directed and well-organized.
  • Ability to maintain confidentiality.
  • Honesty, integrity and professionalism.

Current Salary

The current salary range (2GX) is $51,469-$72,063 annually, and the resident incentive salary range for City of Milwaukee residents is $53,012-$74,225 annually. Appointment is possible anywhere within the range based upon qualifications and is subject to approval. Appointment will be made in accordance with the City of Milwaukee salary ordinance.

Selection Process

THE SELECTION PROCESS will be job related and will consist of one or more of the following: an evaluation of related education, experience and accomplishments, written tests, interview, or other assessment methods. The Department of Employee Relations reserves the right to call only the most qualified candidates to oral, performance tests or personal interviews. Information from the selection process will be used to make a hiring decision. Selected candidates will be transferred and/or promoted to the position.


INITIAL FILING DATE – Interviews may will be held as soon as practical after Wednesday, October 27, 2021. Receipt of applications may be discontinued at any time after this date without prior notice. However, recruitment may continue until the needs of the City have been met. The applicant is responsible for attending all phases of the job selection process at the time and place designated by the hiring authority.


NOTE: Transfer/Promotional Opportunities and Promotional Examinations are not open to Milwaukee Public Schools employees or to the public. Only current City of Milwaukee employees and civilian personnel in MFD and MPD hired through a City Service Commission process who have successfully passed a probationary period for a Civil Service position or who have status as a City of Milwaukee employee in a fixed term position will be considered. Individuals with exempt, provisional, temporary, or emergency appointments are not eligible for transfer.

Additional Information

  • APPLICATIONS and further information may be accessed by visiting
  • Applications and transcripts should be submitted no later than the deadline listed above.
  • If you would like assistance completing an application, please contact the Department of Employee Relations at (414) 286-3751 or


EEO = 203

“The City of Milwaukee values and encourages diversity and is an equal opportunity employer.”