Collection/Billing Specialist

DeWinter BH; Pleasanton (CA); Remote; USD 34,000 - 44,000; Part time

Benefits offered by this job

100% Remote

Office available

Three-month assignment

Job summary

DeWinter Group is seeking a Collection/Billing Specialist for a 100% remote, approximately three-month assignment. The role focuses on resolving outstanding balances, researching billing discrepancies, and helping customers move forward with payment.

West Coast time zone preferred; office access is available for on-site work if needed. The ideal candidate will manage a high-volume invoicing environment, apply payments, and communicate effectively with customers and internal teams to resolve

Qualifications

• Experience with B2B collections and payment plan execution.
• Strong knowledge of AR aging, billing, and payment application.
• Experience processing a high volume of invoices and managing active collections accounts.
• Ability to research and resolve complex billing and payment discrepancies.
• Experience contacting customers to understand payment delays and determine solutions.

Responsibilities

• Resolve outstanding balances and move customers toward payment.
• Research billing discrepancies and provide actionable solutions for internal teams.
• Communicate with customers empathetically while remaining firm and professional.
• Elevate issues per approved matrices and follow AR cleanup initiatives.
• Collaborate with a fast-paced accounts receivable team to ensure accuracy and timeliness.

Skills

AR aging

Billing

Payment plans

Customer communication

High-volume invoicing

ERP systems

Research billing discrepancies

Empathetic but firm

Tools

Salesforce

Stripe

Job description

Collection/Billing Specialist

Overview

Support a fast-paced accounts receivable team as a Collection/Billing Specialist focused on resolving outstanding balances, researching billing discrepancies, and helping customers move forward with payment. This role is ideal for a detail-oriented, customer-focused professional who can manage high-volume collections activity, communicate with empathy and firmness, and translate complex account issues into actionable solutions for internal teams.

This is a 100% remote, approximately three-month assignment supporting an immediate accounts receivable cleanup initiative, with potential for extension. An office is also available, and candidates located on the West Coast or in a similar time zone are preferred.

Required Skills

• Demonstrated experience with business-to-business collections and payment plan execution
• Strong knowledge of accounts receivable aging, billing, and payment application
• Experience processing a high volume of invoices and managing active collections accounts
• Ability to research and resolve complex billing and payment discrepancies
• Experience contacting customers to understand payment delays and determine appropriate solutions
• Strong verbal and written communication skills
• Customer-facing approach that balances empathy, professionalism, and firmness
• Ability to elevate issues appropriately and follow established approval matrices
• Strong organization, attention to detail, and follow-through
• Ability to work effectively in a fast-paced, collaborative team environment
• Familiarity with AR, billing, payment, or ERP systems

Nice to Have Skills

• Experience with Salesforce
• Experience with Stripe
• Background in subscription, recurring, or cloud-based software billing
• Experience managing payment plans and complex customer account research
• Experience supporting large-scale invoicing environments, including approximately 10,000 or more invoices per month and 1,000-2,000 active collections accounts

Preferred Education and Experience

• Prior professional experience in collections, billing, accounts receivable, or a related function is preferred.
• Experience working with high-volume invoicing, customer communications, payment application, and AR cleanup initiatives is strongly preferred.
• No specific educational requirement was provided for this position.

Other Requirements

• Work arrangement: 100% remote; an office is available.
• Time zone preference: West Coast or a similar time zone; a difference of approximately one hour is acceptable.
• Assignment length: Approximately three months, with the possibility of extension.
• Start date: ASAP.
• Candidates should be prepared to work collaboratively with a team and maintain clear, consistent communication.
• Candidates who have access to a computer for immediate work are preferred; equipment may be provided.