Benefits Specialist
Entyre Inc
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. #J-18808-Ljbffr
- ...Human Resources Benefits SpecialistThe Human Resources Benefits Specialist has the primary responsibility for the administration of all benefits offered by the City of Newton for both active and retired employees. They will work collaboratively within the HR team and...SuggestedWork at office
$70k - $85k
...Benefits Administrator Location: Milton, MA Salary Range: $70,000 - $85,000 CFS has partnered with a higher education institution in seeking a Benefits Administrator to manage employee benefit programs and serve as a key resource for faculty and staff. This role is responsible...Suggested$71k - $77.7k
The Benefits Specialist provides comprehensive support for the administration and delivery of the Institute’s employee benefit programs, including health and welfare, retirement, educational benefits, childcare programs, and other benefit offerings. This role serves as...SuggestedWork at office- Dana-Farber Cancer Institute in Boston seeks a Benefits Specialist to administer and support health, retirement, educational benefits, childcare programs, and other offerings, serving as the primary employee contact. You will partner with Payroll, Finance, HRIS, and external...Suggested
- The Global Benefits team is responsible for the administration of all benefits for approximately 3,000 employees worldwide. Benefits include healthcare, dental, retirement plans, work/life programs, professional development, deferred compensation plans, and insurance....SuggestedWorldwideFlexible hours
$62k - $64k
Benefits Specialist Department: Human Resources Employment Type: Permanent - Full Time Location: Downtown Boston - Tremont Street Compensation: $62,000 - $64,000 / yearDescription The Benefits Specialist is responsible for monitoring the organization's leave of absence...Permanent employmentFull timeWork at officeImmediate start$70k - $95k
Join an established benefits team in a newly identified role created to provide additional support 35-hour workweek with a flexible... ...take on additional responsibility over time Title: Benefits Specialist Salary: $70,000-95,000 Location: Boston, MA Hybrid Why This...Flexible hours- Cobalt Benefits Group LLC in Boston is seeking an Eligibility Benefits Representative to join our team. You will help enroll plan participants in self-funded insurance options and support clients and members with enrollment questions while delivering top-notch service....
$80k - $120k
...Project Management, Customer Service, and Marketing Industries Insurance, Insurance Agencies and Brokerages, and Insurance Carriers Benefits 401(k) Medical insurance Pension plan Paid paternity leave Disability insurance Vision insurance Paid maternity leave Student loan...Full timeWork at office- Benefits administration experience, including exposure to retirement plans Experience supporting an early retirement program and/or workforce reduction initiative Knowledge of both defined benefit and defined contribution plans Strong communication, customer service, and...Full timeTemporary workRemote work2 days per week3 days per week
$75k - $104k
...Job Title: Sr Benefits Specialist Location: Boston, MA (Onsite in office) Position Type: Full-time – Exempt Salary: $ 75,000- $104,000 + Benefits Day 1 Who We Are Flexcar is completely reimagining car ownership. Buying a car is expensive, and leasing...Weekly payFull timeTemporary workWork at officeLocal areaFlexible hours$115k - $130k
...Sr. Benefits Specialist Location: Boston, MA or San Jose, CA (onsite) Type: Full-time, Exempt Compensation: $115K–$130K + bonus incentive | Full benefits from day one We’re looking for a Sr. Benefits Specialist to own employee benefits programs from start...Hourly payWeekly payFull timeFlexible hoursShift work- ...The Payroll and Benefits Specialist is responsible for the accurate and timely administration of payroll, time & attendance, benefits systems, and related client services, including recordkeeping and reporting. This person collaborates with Human Resources and Finance...Local areaFlexible hours
- ...The Company has offices in Cambridge, Somerville, and Andover with approximately 150 employees. The Role: The Payroll & Benefits Specialist administers the activities relating to the company payroll, benefits processing including developing, implementing, and...Hourly payTemporary workShift work
$85k - $88.4k
...does not exclude them from the position if the work is similar, related, or a logical assignment to the position. Reconciles all benefits to the invoices and general ledger to ensure accuracy of bills, deduction collection and posting to general ledger timely on a...Full timeContract workWork at officeFlexible hoursAfternoon shift- ...The Senior Benefits Administrator is responsible for the strategic administration, compliance, and continuous improvement of the organization’s employee benefits programs. This role serves as a subject matter expert, ensuring programs are competitive, cost-effective,...Full timeWork at officeLocal areaFlexible hours
- ...services to the schools to help them achieve their goals.Job DescriptionJob Summary: Responsible for analysis and administration of benefit programs(s). Manage vendor relationships and identify opportunities for plan improvements and cost savings.Position Description:...Contract workWork at officeLocal areaRemote workShift work
- ...Equal Opportunity Employer/Disability/Veterans Benefits Specialist Candidates must reside within commuting distance of one of our office locations, as this is a hybrid position requiring two days per week in the office and three days per week working remotely. About Reliable...Work at officeRemote workWork from home2 days per week3 days per week
- ...and provides hands-on HR support to owners and business operators in New England and beyond. Position Overview: The Payroll and Benefits Administrative Assistant is responsible for executing core functions across payroll processing and benefit administration. In addition...Hourly payMinimum wageWork at office
$29.72 - $44.6 per hour
Payroll & Benefits Administration Specialist Full Time Clerical Cambridge, MA, US Salary Range: $29.72 To $44.60 Hourly East Cambridge Savings Bank’s Human Resources Division is actively recruiting for a Payroll & Benefits Administration Specialist Function: Under the...Hourly payFull time- Job Posting DescriptionPosition Summary: Senior Employee Relations Advisor (hybrid)Key Responsibilities:1. Develops resolutions to employee relations and labor issues by providing advice, research,direction and guidance to management and employees.2. Investigates allegations...Temporary workWork at officeRemote work
- ...office sales role in Boston that offers a wide range of growth. We work directly with business owners to help expand their employee benefit options while helping to solve key issues many small businesses face. Advantages of working with us: • Work-Life...Work at office
- ...Job Description Job Description We are looking for a Benefits Administrator to support employee benefits operations for a Contract position based in Milton, Massachusetts. This role focuses on coordinating benefit programs, handling eligibility and enrollment activity...Full timeContract workWork at office
- Reliable Respiratory is seeking a Benefits Specialist in Massachusetts to update patient insurance and demographic data in our electronic health record system, and to obtain benefits and eligibility information from insurers to ensure successful claim payments. The role...Work at officeRemote work
- ...within a healthcare/insurance contact center setting. You'll contribute to a structured environment with clear processes and a fast hiring timeline, and you will be part of a team working to keep healthcare benefits access efficient and reliable. #J-18808-Ljbffr ProPivotalImmediate start
$38 - $40 per hour
...Job Description Job Description Benefits Administrator Contract Assignment – FMLA Leave Coverage | 3–6 Months Location: Milton, MA Pay Rate: $38.00–$40.00 per hour Schedule: On-site Duration: 3–6 months Kelly Services is seeking an experienced...Hourly payContract workTemporary workLocal area$69k
...performance and renewals Residual income opportunities through client renewals Unionized position with stock options Comprehensive benefits package including medical, dental, and prescription coverage Ongoing training and mentorship from experienced managers High-...Remote jobWork from homeFlexible hours- ...type: RegularCategory: ConsultingIndustry: Real EstatePosted: 2026-09-23 We are seeking a talented individual to join our Health and Benefits team, part of our People and Investments business at Marsh. This role will be based in any of our Northeast office locations,...Work at officeLocal areaRemote workFlexible hours3 days per week1 day per week
$150.5k - $200k
...results that delight and inspire your clients?This opportunity may be for you!The Opportunity: Our Vice President, Senior Pharmacy Benefits Consultant performs in a primary client relationship role providing influential pharmacy benefits consulting for clients with the...Contract work- ...About the Role: We are seeking motivated individuals to join our growing remote team as an Employee Benefits Specialist. This is an entry-level opportunity designed for candidates who are eager to learn the fundamentals of protecting employees, work directly with members...Remote jobFull time
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