Benefits Generalist - North Haven Public Schools

About the Employer

North Haven Public Schools - Benefits Generalist

Job Title

Benefits Generalist

Location

Central Office – Human Resources & Business Department

Reports To

Chief Operating Officer

Position Type

Full-time, 12-month non-union position

Start Date

October 1, 2026

Salary/Compensation

$62,000 - $67,000

Position Summary

North Haven Public Schools is seeking a highly organized, detail-oriented, and professional benefits generalist to manage the daily operations of the district’s comprehensive employee benefits programs. Working in tandem with the Human Resources Generalist, the Benefits Generalist serves as the vital link between district employees, administrators, and external plan vendors.

Essential Duties and Responsibilities

Typical Responsibilities

Manage and oversee day-to-day operations of health, dental, vision, life insurance, worker’s compensation, HSA/HRA plans, disability, and retirement programs. Assist newly hired employees through the benefit enrollment workflow, conducting systematic verification and accurate data entry. Serve as a primary point of contact to educate staff on plan changes, utilization guidelines, and interpret board benefits policies with clarity. Actively guide employees through complex claims processes, helping resolve individual coverage and billing discrepancies. Coordinate directly with insurance brokers, carriers, the Town of North Haven, and the Connecticut State Department of Education (CSDE) to facilitate optimal plan administration and reporting. Ensure flawless entry of all benefit choices into ADP Pay Profiles, set up HSA direct deposit routing, and coordinate the bi-annual distribution of Board HSA contributions alongside the Payroll Clerk and HR Generalist. Assist eligible personnel in navigating pension frameworks, employee pension choices, and specific reporting rules for the Connecticut Teachers’ Retirement Board (TRB). Continuously monitor federal, state, and local regulatory shifts to ensure all benefit programs maintain statutory alignment.

Qualifications & Skills

Education

Minimum of a high school diploma or equivalent required; an Associate’s or Bachelor’s degree in Human Resources, Business Administration, or Finance is strongly preferred.

Experience

2–4 years of experience in clerical benefits administration, Human Resources, or public sector school district payroll preferred.

Technical Proficiency

Exceptional aptitude using HRIS systems (such as ADP Workforce Now) and intermediate to advanced skills in Microsoft Excel and Google Workspace.

Core Competencies

Unwavering capability to safeguard highly confidential medical and financial records (HIPAA/FERPA).

Exceptional Customer Service Skills

Displaying composure and tact when advising employees navigating stressful situations.

Rigid Precision in Financial Data Tracking, Spreadsheet Compilation, and Audit Protections.

Physical Demands & Work Environment

Physical Requirements

While performing the duties of this job, the employee is regularly required to sit, speak, hear, stand, and type extensively. Occasional lifting or moving of files or presentation materials up to 10 lbs. may be needed.

Work Conditions

Standard office setting within an educational central business environment. Requires visual concentration on detail and the capability to adjust to frequent task interruptions.

Equal Employment Opportunity (EEO) Statement

The North Haven Public Schools does not discriminate in any employment practice, education program, or educational activity on the basis of race, color, religious creed, sex, age, national origin, ancestry, marital status, sexual orientation, gender identity or expression, disability, genetic information, or any other basis prohibited by Connecticut State and/or Federal laws.

Accommodations (ADA)

In compliance with the Americans with Disabilities Act (ADA) and Section 504, North Haven Public Schools provides reasonable accommodations to qualified individuals with disabilities. Applicants requiring accommodations in the application process should contact the Central Office.

How to Apply

Qualified and interested candidates must submit an updated resume, cover letter, and formal online application via the district website at https://northhavenschools.schoolspring.com/. Hardcopy, emailed, or incomplete application packets will not be considered. Closing date: Open until filled. For any additional questions regarding this posting, please feel free to contact our Human Resources department at 203-239-2581 (ext 1323).