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Benefits Manager

Job in Holden, Worcester County, Massachusetts, 01520, USA
Listing for: Wachusett Regional School District
Full Time position
Listed on 2026-10-11
Job specializations:
  • HR/Recruitment
    Regulatory Compliance Specialist, HR Manager
Salary/Wage Range or Industry Benchmark: 75000 - 80000 USD Yearly USD 75000.00 80000.00 YEAR
Job Description & How to Apply Below
Benefits Manager

Wachusett Regional School District (MA) Central Office - Holden, Massachusetts Open in Google Maps

This job is also posted in Wachusett Regional School District (MA)

Job Details Job : 5953855
Final date to receive applications: Posted until filled
Posted: Oct 07, 2026 4:00 AM (UTC)

Starting Date: Immediately

Job Description

The Wachusett Regional School District encourages all candidates who are committed to enriching the lives of our student population to apply.

Our Core Values are:
Collaboration, Empathy, Inclusivity, Integrity, Perseverance, and Responsibility .

Our Mission: To ensure a vibrant, inclusive, and respectful educational community in which we:
Foster a safe, nurturing, and welcoming environment. Provide all students with equitable opportunities for deep and meaningful learning through multiple pathways. Empower all students to develop and apply their unique strengths, passions, and curiosities. Partner with our community to meet our goals while optimizing the effective and efficient use of our resources.

Position: Benefits Manager

Location: Central Office

Pay: $75,000 - $80,000

Hours: Full-time/ 12 months

Representation: Salary/Unrepresented

Reports to: Director of Human Resources

Organizational Scope:

This position will support the Human Resource Department and will be responsible for administering and managing all benefits for the District.

Principal Responsibilities:

  • Manage and administer the District’s comprehensive employee and retiree benefits programs, including health, dental, vision, life, disability, 403(b), and other benefit offerings.
  • Serve as the primary resource and subject matter expert for employees, retirees, and others regarding benefit programs, eligibility, coverage, enrollment, and plan provisions.
  • Oversee the administration of employee and retiree benefits throughout the employment lifecycle, including new hire enrollment, qualifying life events, status changes, leaves of absence, retirement, and termination.
  • Coordinate and oversee the annual open enrollment process for active employees and retirees, including planning, communications, employee education, enrollment activities, and coordination with benefit providers and third-party administrators.
  • Manage relationships with insurance carriers, benefit providers, consultants, and third-party administrators, monitor service levels and resolve complex benefit issues and discrepancies.
  • Review, reconcile, and approve monthly insurance invoices and benefit related billing to ensure accuracy and proper allocation of costs.
  • Coordinate retiree insurance billing and payments.
  • Collaborate with the Payroll Department to ensure accurate and timely processing of benefit deductions, changes, and adjustments.
  • Administer premium billing and collection for employees on unpaid leave and other applicable circumstances.
  • Receive, process, and reconcile employee and retiree benefit payments and maintain accurate records of all transactions.
  • Manage the District’s COBRA administration in coordination with the third-party administrator.
  • Monitor benefit plan compliance and assist in ensuring the District’s benefit programs are administered in accordance with applicable federal and state laws, regulations, collective bargaining agreements, and District policies.
  • Coordinate and oversee District wellness initiatives and benefit related programs designed to support employee health, engagement, and well being.
  • Oversee the administration and processing of workers’ compensation matters, including coordination with employees, administrators, insurance providers, and appropriate District personnel.
  • Develop and maintain effective procedures, processes, and internal controls to ensure the efficient and accurate administration of District benefit…
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