Billing Specialist

Summary

First Gen Financial is a fast-growing B2B financial services company offering proprietary insurance products for employers. The Billing Specialist will own the full accounts receivable and accounts payable billing cycle for health and life insurance accounts, including premium collections, employer invoicing, carrier remittances, reconciliations, and discrepancy resolution. The role also supports month-end close, audit readiness, client billing communications, and cross-functional billing operations.

Responsibilities

• Manage the full AR/AP billing cycle for health and life insurance accounts
• Generate, issue, and track monthly employer invoices for group health and life premiums
• Process inbound premium payments and apply accurately to client accounts within carrier and compliance deadlines
• Reconcile carrier remittance reports against employer contributions and employee payroll deductions
• Investigate and resolve billing discrepancies, short payments, and return items with speed and precision
• Coordinate with carriers on enrollment changes, retroactive adjustments, and termination billing
• Monitor aging AR and execute structured follow-up protocols to minimize past-due balances
• Process AP disbursements to carriers, vendors, and partners on schedule
• Maintain accurate records in billing systems and CRM; ensure audit-ready documentation at all times
• Support month-end close with reconciliations, reporting, and variance analysis
• Collaborate cross-functionally with Customer Success, Account Executives, and Operations on client billing escalations
• Run daily AR aging reports and prioritize outreach on outstanding balances
• Process and post premium payments from employers via ACH, check, and wire transfer
• Reconcile carrier bills against internal enrollment data and flag discrepancies for resolution
• Communicate with clients via phone and email to resolve billing questions and collect past-due amounts professionally
• Coordinate retroactive adjustments, adds, terms, and COBRA billing with carriers and internal teams
• Prepare weekly AP disbursement runs and obtain appropriate approvals
• Maintain organized billing files and support audit requests from carriers, partners, or compliance teams
• Track KPIs including days sales outstanding (DSO), collection rates, and reconciliation accuracy
• Full ownership of the AR/AP billing cycle with minimal supervision
• All carrier reconciliations completed on time with <2% error rate
• Aging AR under 30 days for 90%+ of the book
• Documented and optimized billing workflows and escalation procedures
• DSO at or below industry benchmark for the health insurance space
• Identified and recovered retroactive billing errors exceeding prior quarter baseline
• Supporting transaction volume growth beyond with no proportional increase in error rate or aging
• Recognized as the operational anchor for billing integrity across the client portfolio
• Contributing to system improvements, automation initiatives, or billing policy development

Skills

• 2+ years of billing, AR/AP, or accounting experience in health insurance, employee benefits, TPA, or related financial services
• Working knowledge of group health and/or life insurance premium billing structures (fully-insured, level-funded, or MEC preferred)
• Experience reconciling carrier invoices and processing employer group remittances
• Proficiency with billing systems, accounting software (QuickBooks, NetSuite, or similar), and Excel/Google Sheets
• Strong attention to detail with the ability to manage high transaction volumes accurately under deadline pressure
• Excellent written and verbal communication skills for client-facing billing conversations
• Self-directed, organized, and comfortable operating in a fast-moving startup environment
• Working knowledge of group health and/or life insurance premium billing structures (fully-insured, level-funded, or MEC preferred)
• Bonus: experience with ADP, Viventium, or similar payroll platforms for deduction reconciliation

Qualifications

Must Haves

• 2+ years of billing, AR/AP, or accounting experience in health insurance, employee benefits, TPA, or related financial services
• Working knowledge of group health and/or life insurance premium billing structures (fully-insured, level-funded, or MEC preferred)
• Experience reconciling carrier invoices and processing employer group remittances
• Proficiency with billing systems, accounting software (QuickBooks, NetSuite, or similar), and Excel/Google Sheets
• Strong attention to detail with the ability to manage high transaction volumes accurately under deadline pressure
• Excellent written and verbal communication skills for client-facing billing conversations
• Self-directed, organized, and comfortable operating in a fast-moving startup environment

Nice to Haves

• Working knowledge of group health and/or life insurance premium billing structures (fully-insured, level-funded, or MEC preferred)
• Bonus: experience with ADP, Viventium, or similar payroll platforms for deduction reconciliation

Benefits

• Performance Bonus
• Remote (U.S.)
• Full-time 1099 Contractor with potential conversion