Benefits Enrollment Specialist

Prospect Engine LLC

Benefits Enrollment Specialist coordinating HR functions and benefit plan administration in a remote capacity. Engaging with staff on HR inquiries and overseeing compliance with regulations.

Posted 6/24/2026full-timeRemote • New York • 🇺🇸 United StatesMid-LevelSeniorWebsite

About the role

Key responsibilities & impact

Responsible for the CONNECT system, provides guidance to all branch HR Coordinators and AO staff on the Human Resources and Advanced Benefit modules.
This includes report creation and generation (ad hoc), ongoing procedural guide creation/updating, various element testing (both HR and Payroll) and implementation.
Primary contact for all health and welfare plan administration/guidance.
Subject matter expert regarding the Affordable Care Act (ACA).
Responsible for customization and management of file interfaces with vendors and insurance carriers, ensuring accurate plan enrollments, reconciliations, and timely COBRA notifications.
Assist Retirees and COBRA participants with various benefit plan inquiries.
Serve as primary contact for all staff members regarding Leave requests (FMLA, Disability, Personal, etc.) which includes maintaining, tracking, and managing the Disability/Leave files/records.
Assist in the management of the annual Open Enrollment process, which includes creating and distributing communications, and creating, testing, and implementing changes in CONNECT.
Assist in the administration of the Salary Administration Plan which includes assisting with grading all Association positions, answering various compensation questions, and assisting in the annual exempt and non-exempt performance appraisal process.
In addition, this position will assist in the Performance Plan process (Cornerstone administration).
Administration of the Incentive Pay program which includes monitoring eligibility, employee communications and ensuring payments are processed timely and accurately.
Responsible for the management of PTO accruals in CONNECT. This includes providing guidance to all staff on employee eligibility and proper calculations.
Work on special projects as requested by management and/or various departments.

Requirements

What you’ll need

Bachelors degree in a related field or equivalent work experience.
Minimum of three (3) years of solid Human Resources experience with strong knowledge of benefit and compensation plan administration and ERISA/FLSA/Department of Labor regulations.
ERISA, FLSA, Affordable Care Act (ACA), vendor negotiations, and various benefit plan designs.
Knowledge of HRIS.
Knowledge and experience of providing strong customer service is a must.
PHR or SPHR designation desired but not essential.

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

report creationprocedural guide creationelement testingfile interface managementCOBRA notificationsOpen Enrollment processSalary Administration PlanPerformance Plan processIncentive Pay program administrationPTO accrual management

Soft Skills

customer serviceguidancecommunicationtrackingmanagementorganizationproblem-solvingcollaborationattention to detailadaptability

Certifications

Bachelors degreePHRSPHR