Senior Benefits Specialist

FourLeaf Federal Credit Union•Town of Oyster Bay, NY
•$40 - $48

About The Position

The Senior Benefits Specialist is a member of FourLeaf’s Human Resources team, responsible for administering, ensuring compliance of, optimizing, and delivering employee benefits, leave management, and retirement programs. The role serves as a subject matter expert and primary resource for employees, managers, vendors, and internal partners on benefits-related matters. It manages day-to-day operations, identifies process improvements, and supports a positive employee experience and regulatory compliance. The position also provides backup support for multi-state payroll and participates in process improvement, vendor management, and compliance activities. The specialist administers health, welfare, retirement, and wellbeing programs; supports employee inquiries, onboarding, education, and Open Enrollment; and manages vendor relationships and performance. The role coordinates leave programs, including FMLA, ADA accommodations, state-specific leave, disability, Paid Family Leave, and military leave. It supports retirement and pension plan administration, participant communications, compliance, audits, and financial wellness initiatives. Additional responsibilities include benefits and leave compliance, regulatory filings, audits, reporting, reconciliations, vendor invoice reviews, risk-management activities, process documentation, payroll backup and support, and maintaining accurate benefits and payroll data in UKG and related systems. The role collaborates with HR, Payroll, HCMS, Compensation, Employee Relations, Employee Experience, Finance, Legal, Risk, vendors, and other stakeholders.

Requirements

  • At least 5 years of progressive HR experience focused on benefits, leave management, retirement plans, and compliance.
  • Deep knowledge of benefits, retirement plans, employment laws, and HR compliance requirements.
  • Experience collaborating with Legal, Risk, and cross-functional teams.
  • Experience administering FMLA, ADA, disability, and leave programs.
  • Experience managing external vendors, brokers, carriers, and third-party administrators.
  • Experience supporting retirement and pension plans.
  • Experience participating in compliance audits and regulatory filings.
  • Proficiency in HRIS systems and Microsoft Office Suite, including Excel, Outlook, Word, PowerPoint, and Teams.

Nice To Haves

  • Bachelor’s degree in Human Resources, Business Administration, or a related field, or comparable experience.
  • Experience supporting or processing payroll in a multi-state environment.
  • Experience within a highly regulated, multi-location organization.

Responsibilities

  • Administer company-sponsored health, welfare, retirement, and wellbeing programs, ensuring accurate, timely, and compliant execution.
  • Serve as the primary contact for employee and manager questions about benefits, enrollment, eligibility, claims, and plan provisions; resolve issues and communicate clearly.
  • Facilitate benefits-related new-hire onboarding and employee education.
  • Support annual Open Enrollment planning, system configuration, testing, communications, employee assistance, and post-enrollment audits.
  • Analyze utilization, enrollment trends, and employee feedback to identify improvements to benefits, processes, communications, and engagement.
  • Manage relationships with benefit carriers, brokers, third-party administrators, retirement plan providers, and leave-management vendors; monitor service levels, issue resolution, and contractual obligations.
  • Administer and coordinate FMLA, ADA accommodations, state-specific leave programs, short- and long-term disability, Paid Family Leave, and military leave.
  • Coordinate leave administration with employees, leaders, Employee Relations, Payroll, and third-party administrators, including the interactive accommodation process and ADA compliance support.
  • Monitor leave trends and identify opportunities to improve consistency, effectiveness, and employee support.
  • Support administration of 401(k), pension, and other retirement programs, including eligibility, enrollment, contribution changes, employee communications, and participant support.
  • Coordinate with retirement providers, recordkeepers, Payroll, and internal stakeholders to support accurate plan administration, reporting, and issue resolution.
  • Support retirement-plan audits, nondiscrimination testing, Form 5500 preparation, participant disclosures, fiduciary governance, and retirement education and financial wellness initiatives.
  • Ensure compliance with applicable federal, state, and local benefits and leave regulations, including ERISA, COBRA, FMLA, ADA, HIPAA, ACA, and Section 125.
  • Support regulatory filings, audits, reporting, nondiscrimination testing, Form 5500 preparation, and compliance reviews.
  • Conduct audits and reconciliations to maintain data integrity, plan accuracy, and process effectiveness.
  • Support Enterprise Risk Management, First Line of Defense, and vendor risk assessment activities as applicable.
  • Review and reconcile vendor invoices and billing statements, resolving discrepancies with Payroll and Finance.
  • Identify and implement process improvements that increase efficiency, reduce risk, and improve the employee experience; develop and maintain benefits procedures and documentation.
  • Provide backup support for multi-state payroll processing, audits, reconciliations, tax compliance, reporting, inquiries, and issue resolution.
  • Maintain accurate benefits and payroll data in UKG and related systems.
  • Partner with HR, Payroll, HCMS, Compensation, Employee Relations, Employee Experience, and Finance to improve service delivery and operational effectiveness.
  • Contribute recommendations and solutions that improve programs, policies, and employee outcomes.

Benefits

  • Medical, dental, and vision coverage
  • Life and disability insurance
  • Voluntary benefit programs
  • 401(k) plan with employer match
  • Reimbursement and wellness programs
  • Annual performance-based bonus
  • Tuition reimbursement
  • Fitness reimbursement
  • Flexible work options
  • Volunteer opportunities
  • Employee clubs, sports, and social events
  • Food truck days
  • Executive “Water Cooler Chats”
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service