Benefits & Payroll Lead — Open Enrollment Ready

Woburn Public School District; Woburn (MA); On-site; USD 65,000 - 75,000; Full time

Job summary

Woburn Public Schools is seeking a Payroll & Benefits Specialist to administer employee benefits and serve as backup to the Payroll Coordinator. You will manage enrollments, eligibility, deductions, and billing while maintaining accurate records.

This full-time, twelve-month role reports to the Director of Human Resources and collaborates with the Finance & Operations team, city personnel, and benefit providers to ensure timely processing and compliance.

Qualifications

• Experience in benefits administration, payroll, bookkeeping, or related administrative work.
• Knowledge of benefit eligibility, enrollment procedures, payroll deductions, and invoice reconciliation.
• Familiarity with collective bargaining agreements and public-sector payroll practices.
• Strong organizational skills and attention to detail.
• Ability to handle confidential information with discretion.

Responsibilities

• Oversee day-to-day administration of district-sponsored benefits, including health, dental, retirement-related, and voluntary benefit programs.
• Serve as the primary contact for employee benefit questions regarding eligibility, enrollment, coverage, deductions, and changes.
• Process new enrollments, qualifying life event changes, and benefit terminations, ensuring required documentation is complete and submitted on time.
• Maintain accurate employee benefit records in applicable systems and portals.
• Monitor payroll deductions and reconcile monthly benefit invoices against enrollment records, researching and resolving discrepancies.
• Coordinate with the City of Woburn, insurance carriers, retirement systems, and benefit providers regarding enrollments, billing, and coverage issues.
• Coordinate annual open enrollment, including employee communications, enrollment materials, and tracking required submissions.
• Maintain confidential benefit records and documentation for reporting, audits, and compliance.

Skills

Organizational skills

Prioritization

Communication skills

Confidentiality

Independent & collaborative

Benefits administration

Payroll experience

Deductions & invoicing

Bargaining agreements

Tools

MUNIS

Excel

Google Workspace

Frontline Absence Management

PowerSchool TalentEd

MTRS

Job description

Woburn Public Schools is seeking a Payroll & Benefits Specialist to administer employee benefits and serve as backup to the Payroll Coordinator. You will manage enrollments, eligibility, deductions, and billing while maintaining accurate records.

This full-time, twelve-month role reports to the Director of Human Resources and collaborates with the Finance & Operations team, city personnel, and benefit providers to ensure timely processing and compliance.