Sr Benefits Specialist
Quick Summary
Job Title: Sr Benefits SpecialistLocation: Boston, MA (Onsite in office) Position Type: Full-time – Exempt Salary: $ 75,000- $104,
What We Offer
~1 min readNice to Have
~1 min readResponsibilities
~2 min read- →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
About this job
- Pay per year
- $75,000–$104,000 a year
- Who can apply
- United States
- Posted
- Today
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
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