Billing Specialist

Overview

This role is fully remote and supports US Eastern Time working hours. The organization is seeking a Billing Specialist (Full-time, Independent Contractor) to own invoicing and billing operations in a fast-paced, client-facing environment.

The Billing Specialist will be central to revenue operations, partnering with legal partners, finance, and client teams to ensure invoices are accurate, timely, and aligned with client expectations. The position focuses on maintaining clean billing processes, reducing client friction, and supporting cash flow.

Responsibilities

• Prepare, review, and issue invoices accurately and on time, including billable hours and client-specific billing arrangements
• Validate billing details with partners and internal stakeholders before invoices are sent
• Track billing schedules and ensure deadlines are consistently met
• Review time entries, expenses, and billing data to ensure accuracy and compliance
• Resolve billing queries and disputes by coordinating with internal teams and communicating with clients
• Maintain clean and organized billing records and documentation
• Support month-end processes by ensuring billing data is complete and up to date
• Identify recurring billing issues and suggest practical improvements to processes
• Partner with collections and AR to support a smooth handoff from invoicing to payment

Requirements

• 4–7 years of experience in billing, accounts receivable, or finance operations
• Familiarity with AI-assisted billing tools, including comfort using AI features in accounting or ERP platforms to flag anomalies, automate invoice matching, or identify overdue accounts faster
• Openness to AI-augmented workflows, including willingness to adopt AI tools that streamline repetitive tasks (e.g., data entry, payment follow-ups, reconciliation)
• Experience automating finance systems
• Strong attention to detail and ability to catch errors before they become problems
• Comfort working with different billing structures, including hourly, fixed fee, and retainers
• Clear communication skills, including ability to follow up, clarify, and resolve issues quickly
• Strong organization skills and ability to manage multiple invoices and deadlines at once
• Experience with accounting or billing systems (ERP, legal billing tools, etc.)
• Solid Excel skills and confidence working with data

Compensation & Benefits

Full-time, Independent Contractor