Demo

Administrator - Benefits

Chesterfield County Public Schools
VA 23225, VA, VA Per Diem
POSTED ON 11/20/2025
AVAILABLE BEFORE 1/20/2026

The Benefits Administrator oversees and administers Americans with Disabilities Act (ADA) workplace accommodations, Family and Medical Leave Act (FMLA) leave and other Chesterfield County Public Schools (CCPS) leave programs, employee insurance benefits, and retirement programs. This position serves as a liaison between employees/retirees, service providers, and the school system for benefits-related matters, and requires a high level of personal discretion and professionalism when dealing with sensitive and/or confidential matters.  

Essential Job Functions:

  • Oversees and administers ADA workplace accommodations, including processing ADA accommodation request forms and addressing accommodation questions; Advises managers on the interactive process and ensures compliance with federal/state regulations and CCPS policies 

  • Oversees and administers FMLA and other CCPS leave programs, including processing leave request forms and addressing leave-related questions; Advises managers on leave timelines, expectations, the return-to-work process and ensures compliance with federal/state regulations and CCPS policies. 

  • Oversees and administers employee insurance programs, including life, disability, health, dental, vision, and supplemental insurance programs for eligible employees and retirees

  • Administers Consolidated Omnibus Budget Reconciliation Act (COBRA) benefits, including notification of eligibility, development of written communication, researching, and answering employee and/or family member questions  

  • Administers Virginia Retirement System (VRS) retirement processing; Determines retirement eligibility of members; Researches and computes benefit options; Computes purchase of service, withdrawal of contributions, and deferred retirement calculations

  • Provides responsive customer service by greeting and advising in-person visitors and answering both phone and email inquiries regarding CCPS benefits, in accordance with department expectations

  • Completes and maintains records, reporting, and other documentation required by federal and state laws, school board policies, and service provider rules and expectations

  • Conducts individual counseling sessions for prospective retirees; Interprets and explains policies, procedures, and retirement laws to employees, prospective retirees, current retirees, and beneficiaries

  • Develops communication tools to provide information related to benefits programs to employees; Advises employees of changes and developments related to benefits, including eligibility and coverage

  • Provides training and leads information sessions related to CCPS benefits 

  • Collaborates with Risk Management and Chesterfield Employee Medical Center in approving, tracking, and maintaining leave benefits for employees on Worker’s Compensation 

  • Serves as point-of-contact for eligible employees transitioning to short-term and long-term disability 

  • Coordinates open enrollment for employees, retirees, and COBRA participants;  Develops informational materials for health, dental, and Flexible Spending Accounts (FSAs)

  • Attends meetings between school, Chesterfield County Government, and service providers; Serves on Request For Proposal (RFP) committees, as assigned. 

  • Facilitates Employee Assistance Program (EAP) support for employees 

  • Performs other related duties as assigned 


Budgetary Responsibility:

This position has no budgetary responsibility.


Report Preparation 

Prepares a variety of reports related to retirement, health and dental insurance, and other CCPS benefits 


Equipment Operation:  

Regularly utilizes basic office equipment, such as computers, phones, and scanners


Contacts:This position has regular contact with VRS, all levels of CCPS employees and retirees,  COBRA-eligible members, prospective employees, Human Resources (HR) team members, supervisors, vendor representatives, and Chesterfield County Government. 

Work Direction/Supervision:  

This position provides work direction to clerical support positions as needed, but has no supervisory duties.



Decision-Making:

Independent decision-making is used when concerns or questions arise that can be solved logically in the position. The Director’s approval is recommended when the concern or question is more complex.


Formal Policy-Setting Responsibilities:

Provides feedback to the Director of Compensation and Benefits on ADA, employee leave, retirement, and benefit policies and procedures


Physical Demands:

The physical demands described here represent those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions. While performing the duties of this job, the employee is regularly required to reach with hands and arms, handle paper files, records, computer and equipment controls, and talk and hear.  The employee is occasionally required to stand, walk, stoop, or kneel.  Specific vision abilities required by this job include close vision, distance vision, and the ability to adjust focus. 


Work Environment:

While performing the duties of this job, the employee regularly works in an office environment. The noise level is typically low to moderate. Additional work environments include various school district locations for training purposes; noise levels at these locations will vary.

  • Excellent attention to detail and strong analytical skills 

  • Demonstrated knowledge or willingness to learn about HR policies and procedures, retirement benefits, health and dental insurance plans, COBRA, ADA, FMLA, Affordable Care Act (ACA), Health Insurance Portability and Accountability Act (HIPAA), Employee Retirement Income Security Act (ERISA), Medicare eligibility, and other related federal, state, and local laws, rules, and regulations

  • Ability to understand, evaluate, and make judgment on RFPs  

  • Demonstrated ability to communicate effectively, both orally and in writing, in a tactful and confidential manner in stressful circumstances to all levels of personnel, their families, and insurance providers and other benefits-related vendors

Bachelor’s Degree in a related field, or any comparable combination of education, training, and work experience that would provide the required knowledge, skills, and abilities.  


Preferred: Professional-level benefit administration or HR experience in a setting with the related scope and complexity of a large school division; Proficiency in the Google suite of software



Applicants considered for employment must successfully complete the following background investigations/tests:

  • Federal Bureau of Investigation (FBI) Criminal History Investigation

  • State Police Criminal History Investigation

  • Child Protective Services (CPS) Investigation

  • Tuberculosis Screening/Test


Chesterfield County Public Schools assures Equal Employment Opportunities for employees as required by Federal and State Orders and Laws.  Reasonable accommodations may be made to enable individuals with disabilities to perform the essential tasks. This job description is intended to accurately reflect the position activities and requirements.  However, administration reserves the right to modify, add, or remove duties and assign other duties as necessary.  It is not intended to be and should not be construed as an all-inclusive list of all the responsibilities, skills, or working conditions associated with the position and does not imply an employment contract.

Salary : $73,935 - $125,700

If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Administrator - Benefits?

Sign up to receive alerts about other jobs on the Administrator - Benefits career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$65,036 - $83,221
Income Estimation: 
$80,418 - $105,051
Income Estimation: 
$89,823 - $111,340
Income Estimation: 
$167,784 - $219,716
Income Estimation: 
$201,505 - $265,363
Income Estimation: 
$65,036 - $83,221
Income Estimation: 
$80,418 - $105,051
Income Estimation: 
$89,823 - $111,340
Income Estimation: 
$55,297 - $70,389
Income Estimation: 
$65,036 - $83,221
Income Estimation: 
$70,688 - $86,333
Income Estimation: 
$80,418 - $105,051
Income Estimation: 
$114,932 - $144,168
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at Chesterfield County Public Schools

Chesterfield County Public Schools
Hired Organization Address Chesterfield, VA Per Diem
Provides health care assistance to students. Handles routine and non-routine medical situations within standard medical ...
Chesterfield County Public Schools
Hired Organization Address Chesterfield, VA Per Diem
Please note this is a "continuous recruit position" to build an applicant pool for all schools during the 2025-2026 acad...
Chesterfield County Public Schools
Hired Organization Address Chesterfield, VA Per Diem
This is a "continuous recruit position" to build an applicant pool for all schools during the 2025-2026 academic year. A...
Chesterfield County Public Schools
Hired Organization Address Chesterfield, VA Per Diem
Responsible for instructing students in a secondary school setting, including special education classes. Assumes respons...

Not the job you're looking for? Here are some other Administrator - Benefits jobs in the VA 23225, VA, VA area that may be a better fit.

Benefits Administrator

Virginia Housing, Richmond, VA

Wellbeing & Benefits Administrator

Virginia Credit Union, Richmond, VA

AI Assistant is available now!

Feel free to start your new journey!