HR Benefits Specialist Contractor

We are seeking a detail-oriented Benefits Billing & Reconciliation Specialist to support the administration and financial accuracy of employee benefit programs. This role plays a critical part in ensuring invoices are accurate, payments are processed on time, and discrepancies are resolved efficiently across multiple vendors and internal systems.

The ideal candidate brings a strong analytical mindset, experience working with benefits or financial data, and the ability to collaborate cross-functionally with HR, Payroll, and Finance teams.

Key Responsibilities

Benefits Billing & Payment Administration

• Review and process invoices across benefit programs (medical, dental, vision, life, disability, COBRA, HSA/FSA, wellness)
• Validate billing accuracy against eligibility, enrollment data, and plan contracts
• Investigate and resolve discrepancies, including overcharges and missing credits
• Ensure timely invoice payments to prevent service interruptions or penalties
• Partner with Accounts Payable to ensure payments follow internal controls

Data Reconciliation & Reporting

• Reconcile carrier invoices with payroll, HRIS, and benefits systems
• Track and report on benefit costs (monthly, quarterly, annually)
• Support audits, internal reviews, and financial reporting
• Maintain accurate documentation, payment history, and audit trails

Vendor & Stakeholder Coordination

• Serve as the main point of contact for carriers, brokers, and third-party administrators (TPAs)
• Collaborate with HR, Payroll, Finance, and Legal teams to resolve billing issues
• Support vendor onboarding, renewals, and plan changes impacting billing

Compliance & Process Improvement

• Ensure compliance with applicable regulations (ERISA, ACA, HIPAA, COBRA)
• Maintain confidentiality of sensitive employee and financial data
• Identify opportunities to improve processes, accuracy, and efficiency
• Assist with year-end activities, rate updates, and renewals

Required

• Bachelor’s degree in HR, Accounting, Finance, Business, or related field (or equivalent experience)
• 2–4+ years of experience in benefits administration, billing, payroll, or finance
• Strong knowledge of health and welfare benefits and billing structures
• High attention to detail with strong analytical and reconciliation skills
• Experience with HRIS and benefits administration platforms
• Advanced Excel skills (pivot tables, VLOOKUP/XLOOKUP, data analysis)
• Strong communication skills and ability to work cross-functionally

Preferred

• Experience in multi-carrier or multi-entity environments
• Familiarity with platforms such as Aon, Mercer, ADP, Workday, Alight, or Fidelity
• Understanding of accounting principles (accruals, expense tracking)
• Experience supporting audits or compliance reviews
• Exposure to union or international benefits billing (if applicable)

• Health Care Plan (Medical, Dental & Vision)

• Life Insurance (Basic, Voluntary & AD&D)
• Paid Time Off (Vacation, Sick & Public Holidays)
• Training & Development
• Retirement Plan (401k, IRA)