23h ago
New
$ 75,000- $104,000/yr

Sr Benefits Specialist

United StatesUnited States·Bostonsenior
PeopleCompensation & Benefits Specialist
0 views0 saves0 applied

Quick Summary

Overview

Job Title: Sr Benefits SpecialistLocation: Boston, MA (Onsite in office) Position Type: Full-time – Exempt Salary: $ 75,000- $104,

Technical Tools
PeopleCompensation & Benefits Specialist

What We Offer

~1 min read

Nice to Have

~1 min read

Responsibilities

~2 min read
We are seeking a highly organized and detail-oriented Senior Benefits Specialist to join our Human Resources team. In this role, the Senior Benefits Specialist will own the administration of all employee benefits programs, including Health/Dental/Vision Insurances, Ancillary Insurances, Retirement Program, FSA Program, Commuter Program, Family and Medical Leaves, Wellness Programs, and other internal offerings. You will ensure regulatory compliance and offer exceptional service to employees. The ideal candidate will have a strong understanding of benefits regulations, as well as the ability to manage complex tasks with precision and efficiency.
  • →Administer employee benefits programs, including Health/Dental/Vision Insurances, Ancillary Insurances, Retirement Program, FSA Program, Commuter Program, Family and Medical Leaves, Wellness Programs, and other internal offerings.
  • →Manage benefit enrollment for new hires, open enrollment, and qualifying life events.
  • →Act as the primary contact for employee inquiries regarding benefits, providing clear and accurate information.
  • →Ensure compliance with federal, state, and local regulations such as ERISA, ACA, PWFA, HIPAA, and COBRA.
  • →Maintain accurate records in the HRIS for benefits elections and employee changes.
  • →Monitor benefits costs and assist in budget planning.
  • →Collaborate with external vendors, brokers, and insurance carriers to resolve benefits-related issues.
  • →Manage EDI and file transfer setup and monitoring for direct feeds with vendors.
  • →Reconcile monthly billing statements from benefits vendors, ensuring accuracy.
  • →Identify and resolve discrepancies between vendor invoices and internal records.
  • →Work with the finance team to ensure timely processing of benefit-related invoices.
  • →Maintain records of discrepancies and adjustments for future reference.
  • →Assist with the creation and communication of benefits-related materials for employees.
  • →Schedule and host benefit informational sessions for employees.
  • →Analyze benefits data to identify trends and opportunities for improvement in program offerings.
  • →Support benefits audits and open enrollment activities.
  • →Stay informed on benefits regulations, laws, and industry trends to ensure compliance.
  • →Coordinate and manage leave of absence programs, including short-term disability, long-term disability, and Paid Family and Medical Leave (PFML).
  • →Ensure compliance with federal and state leave laws, including FMLA, PWFA, and ADA.
  • Bachelor’s degree in Human Resources, Business Administration, or related field (preferred).
  • 4–6 years of experience in benefits administration.
  • Experience with HRIS (Rippling) systems.
  • In-depth understanding of benefits regulations (ERISA, ACA, HIPAA) and compliance.
  • Experience with monthly billing reconciliation and benefits plan management.
  • Strong organizational skills and attention to detail.
  • Excellent communication skills, with the ability to explain complex benefits information clearly.
  • Ability to handle sensitive and confidential information with professionalism.
  • Proficiency in Microsoft Office Suite (Word, SharePoint, PowerPoint). Must be an advanced Excel user.
 
  • Rest & Relaxation: Flexible PTO policy.
  • Future Savings: Benefit from a 401(k) plan with company match from day one.
  • Benefits: Day One - Excellent, low-cost healthcare coverage including medical, dental, vision.
  • Drive a Flexcar! Discounted employee rate on Flexcar products and no annual membership fee.
  • Weekly pay
  • Other amazing opportunities

Flexcar is an Equal Opportunity Employer and prohibits discrimination and harassment of any kind. Flexcar provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws.

Location & Eligibility

Where is the job
Boston, United States
On-site at the office
Who can apply
US

About this job

Pay per year
$75,000–$104,000 a year
Who can apply
United States
Posted
Today
Employer
has 25 open jobs on Jobera in 3 countries.

Listing Details

Posted
October 16, 2026
First seen
October 16, 2026
Last seen
October 16, 2026

Posting Health

Days active
0
Repost count
0
Trust Level
68%
Scored at
October 16, 2026

Signal breakdown

freshnesssource trustcontent trustemployer trust
Newsletter

Stay ahead of the market

Get the latest job openings, salary trends, and hiring insights delivered to your inbox every week.

A
B
C
D
Join 12,000+ marketers

No spam. Unsubscribe at any time.

Sr Benefits Specialist$ 75,000- $104,000