Benefits Specialist

Entyre Inc; Boston (MA); On-site; USD 70,000 - 90,000; Full time

Job summary

Entyre Inc. is seeking a Benefits & HR Operations Specialist to join our growing People team and manage benefits administration, HR data processes, reporting, compliance, and employee support across a multi-state organization.

You will administer medical, dental, vision plans, 401(k), COBRA, FSA, and leave programs, coordinate with carriers and vendors, run audits, and respond to employee questions. A minimum of six years in HR with three in Benefits is expected; ADP Workforce Now experience is

Qualifications

• 6+ years in HR, including 3+ years in Benefits.
• Good understanding of medical, dental, vision, retirement, and general benefits administration.
• Experience with employee data, HR reporting, reconciliations, and HRIS systems.
• ADP Workforce Now experience preferred.
• Strong attention to detail and comfort working with data.
• Strong problem-solving skills and willingness to investigate issues beyond the obvious.
• Ability to manage multiple cases, deadlines, and follow-ups.
• Experience with leave administration is a plus; willingness to learn multi-state leave requirements.
• Knowledge of multi-state benefits compliance.

Responsibilities

• Administer medical, dental, and vision benefits, including eligibility, enrollments, life events, and terminations.
• Support 401(k) administration, employee questions, reporting, and plan-related processes
• Coordinate and track leave of absence cases, including disability and state-specific leave programs
• Manage and follow up on workers’ compensation cases
• Support COBRA and FSA administration in partnership with third-party vendors
• Support ACA reporting, Form 5500, and other benefits-related compliance reporting
• Coordinate Open Enrollment, including communications, system updates, enrollments, and issue resolution
• Serve as a point of contact for employee benefits questions, including during new hire onboarding
• Partner with insurance carriers, brokers, and benefit vendors to resolve employee and plan issues
• Perform benefits and payroll reconciliations, HR reporting, audits, and data validation
• Investigate discrepancies and operational issues and help drive them through resolution
• Support wide range of benefits and HR operations projects, including process improvements, system and vendor implementations, audits, compliance initiatives, data cleanup, employee communications, and research benefits program enhancements

Skills

Benefits administration

HR data reporting

Communication skills

Problem-solving

Multi-state compliance

Education

Bachelor's in HR

Tools

ADP Workforce Now

HRIS systems

Job description

We are looking for a Benefits & HR Operations Specialist to join our growing People team and support key benefits and HR operations processes across a multi-state organization.

This role combines benefits administration, employee support, reporting, compliance, and problem-solving. You will work closely with employees, insurance carriers, brokers, vendors, payroll, and the HR team to ensure our programs run smoothly and employee questions are resolved effectively.

What You’ll Do

• Administer medical, dental, and vision benefits, including eligibility, enrollments, life events, and terminations
• Support 401(k) administration, employee questions, reporting, and plan-related processes
• Coordinate and track leave of absence cases, including disability and state-specific leave programs
• Manage and follow up on workers’ compensation cases
• Support COBRA and FSA administration in partnership with third-party vendors
• Support ACA reporting, Form 5500, and other benefits-related compliance reporting
• Coordinate Open Enrollment, including communications, system updates, enrollments, and issue resolution
• Serve as a point of contact for employee benefits questions, including during new hire onboarding
• Partner with insurance carriers, brokers, and benefit vendors to resolve employee and plan issues
• Perform benefits and payroll reconciliations, HR reporting, audits, and data validation
• Investigate discrepancies and operational issues and help drive them through resolution
• Support wide range of benefits and HR operations projects, including process improvements, system and vendor implementations, audits, compliance initiatives, data cleanup, employee communications, and research benefits program enhancements

What We’re Looking For

• 6+ years of experience in HR, including at least 3+ years in Benefits
• Good understanding of medical, dental, vision, retirement, and general benefits administration
• Experience working with employee data, HR reporting, reconciliations, and HRIS systems
• ADP Workforce Now experience preferred
• Strong attention to detail and comfort working with data
• Strong problem-solving skills and willingness to investigate issues that are not immediately straightforward
• Ability to manage multiple cases, deadlines, and follow-ups
• Strong communication and employee service skills
• Experience with leave administration is a plus; willingness to learn multi-state leave requirements is essential
• Knowledge of multi-state benefits compliance

What Success Looks Like

You know how to use the expertise and resources available through insurance brokers, carriers, vendors, and third-party administrators, while also knowing when to roll up your sleeves and investigate an issue yourself.

You are comfortable with questions that do not have an obvious answer. You gather the right information, involve the right partners, and follow through until the issue is resolved for the employee or the business.

You are organized, responsive, comfortable with data, and enjoy being an approachable internal resource for employees.

How We Operate – Non-Negotiable:

• “Insanely Great” for Families – Delivered Now: Relentlessly solve caregiver needs with excellence and speed.
• Speed is King – Ruthless Focus: Eliminate distractions and execute on critical objectives with urgency.
• Raise the Bar: Demand A-player performance and continuous improvement from yourself and your team.
• The Speed Algorithm: Question, delete, simplify, and accelerate every process. Remove bottlenecks and friction.
• Act Like Owners – Bold Bets, Fast Action: Take initiative, make bold decisions, and move fast to drive results for families.