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Payroll and Benefits Specialist

Windward Risk Managers
Boca Raton, FL Full Time
POSTED ON 11/21/2025 CLOSED ON 1/28/2026

What are the responsibilities and job description for the Payroll and Benefits Specialist position at Windward Risk Managers?

Description

About the Role:

We are seeking a detail-oriented and proactive Payroll and Benefits Specialist to join our team. This role is critical in ensuring the administration of accurate HR processes, including payroll, benefits administration, leave management and other aspects of HR processes in the organization. If you thrive in a fast-paced environment and have a passion for operational excellence, we’d love to hear from you!

Position Summary

This position is responsible for administering semi-monthly payroll processing and reporting using Paycom and benefits administration for the company and subsidiaries under the direction of the HR Operations Manager.

Essential Functions

  • Assists with producing reports, analyzing and reviewing data using Paycom to prepare for accurate and timely semi-monthly payroll.
  • Update and maintain employee information including new hires, promotions, terminations and other changes.
  • Assigns, monitors, and tracks annual review and related processes.
  • Ensures compliance with all applicable state and federal wage and hour laws.
  • Checks and verifies timesheets for hourly employees ensuring correct overtime calculations.
  • Performs various journal entries, account reconciliations, and provides general ledger support.
  • Monitor changes to benefits, deductions, and garnishments.
  • Reconciles and audits benefit deductions and invoices provided by our carriers.
  • Assist with preparing and reconciling reports and assist to resolve discrepancies related to payroll.
  • Interact with Benefits broker to resolve any billing issues or discrepancies.
  • Manages and tracks FMLA and other leave requests.
  • Works with team members and managers on various projects.
  • Produce Ad-hoc reports as requested.

Qualifications

Required Education and Experience:

  • Bachelor’s Degree in business administration, finance, accounting, or related field preferred.
  • At least 3 years’ experience in Payroll processing experience.
  • Benefits administration is a plus.
  • Experience processing payroll in Paycom or other similar HRIS systems.
  • Advanced skills working with MS Office including Excel, Outlook, and Teams.
  • Excellent organizational and communication skills.
  • Strong attention to detail.

Preferred Qualifications

  • Certified Payroll Professional (CPP) designation.

Salary : $50,000 - $65,000

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