Billing Representative

OpenKrill; United States; On-site; USD 36,000 - 60,000; Full time

Job summary

Clipboard is hiring a Billing Representative to support our remote team. You will contact workplaces by phone and email to follow up on invoices, secure payment commitments, and ensure timely cash flow.

This role requires clear communication, strong attention to detail, and cross‑functional collaboration with Billing Disputes, Sales, and Customer Support to remove roadblocks and improve collections. Open to a range of experience levels in a fast-paced startup.

Qualifications

• Professional and clear communication (verbal and written).
• High attention to detail.
• Receptive to feedback (highly coachable).
• Preferred: experience with Google Drive suite, Slack, Salesforce, soft phone software like Amazon Connect.

Responsibilities

• Monitor accounts to identify outstanding debts.
• Call and email accounts payable contacts, administrators, and others as needed to ask about their overdue payments and upcoming dues.
• Build relationships with workplaces (e.g., properly set expectations about our billing policy, explain NET & Dispute Terms, etc.).
• Identify the root cause of non-payment and resolve billing concerns.
• Report on collections updates and accounts receivable status.
• Identify critical accounts and devise SMART action plans to address issues.

Skills

Professional communication

Attention to detail

Coachability

Negotiation

Data literacy

Tools

Google Drive

Slack

Salesforce

Amazon Connect

Job description

ABOUT CLIPBOARD

Our mission is to uplift as many communities as possible. We do this through our app-based marketplace that connects healthcare professionals with the workplaces that need amazing workers. This enables hundreds of thousands of people to achieve financial stability for themselves and their families while providing essential care to millions of people across the U.S.

Founded in 2016, we are a remote-first team of over 1,000 people building a top Y-Combinator company https://www.ycombinator.com/topcompanies/ and have been profitable since 2022. We’re the leader in Long-Term Care staffing and are rapidly expanding into Home Health, Hospitals, and more, meaning we have more work to do than people to do it, and are growing our team to support millions more people and their communities.

ABOUT THE ROLE

The Collections team under Billing is responsible for collecting payments from workplaces (e.g., healthcare facilities). The Billing Representative (BR) is responsible for ensuring that the assigned workplaces pay their invoices quickly and on time. Cash is the lifeline of any company. This is a very critical role to ensure that the cash flows for the company are smooth. The BR will reach out to the workplaces through phone and email to follow up on payments, get a commitment of payment ("promise to pay"), and ensure that the workplaces honor these commitments. The BR will work with the workplaces and the respective internal teams to ensure any roadblocks in collecting the payments are removed. The role will require cross-functional collaboration with Billing Disputes, Sales, Customer Support, and other teams to achieve the desired goals.

RESPONSIBILITIES

• Monitor accounts to identify outstanding debts.
• Call and email accounts payable contacts, administrators, and others as needed to ask about their overdue payments and upcoming dues.
• Build relationships with workplaces (e.g., properly set expectations about our billing policy, explain NET & Dispute Terms, etc.).
• Identify the root cause of non-payment and resolve billing concerns.
• Report on collections updates and accounts receivable status.
• Identify critical accounts and devise SMART action plans to address issues.

REQUIREMENTS AND SKILLS

General

• Professional and clear communication (verbal and written).
• High attention to detail.
• Receptive to feedback (highly coachable).
• Preferred: experience with Google Drive suite, Slack, Salesforce, soft phone software like Amazon Connect.

Technical

• Comfortable with math and data (e.g., calculating payment plan instalments).
• Ability to build relationships with customers.
• Strong judgment in customer-facing decisions and live interactions.
• Negotiating skills.

QUALIFICATIONS

• Open to candidates of all experience levels—what matters most is your ability to handle business customers professionally and solve problems effectively.
• No specific degree required—we care about what you can do, not just what’s on your résumé.

WHY JOIN CLIPBOARD?

• 100% Remote. Work from anywhere in the world.
• Fast-Paced Startup Environment. Join a company that values curiosity, independence, and growth.
• A hiring process that rewards skills, not just experience. Every applicant gets a fair shot—our selection is based on real-world problem-solving ability, not just credentials.
• Opportunity to make a significant impact with our workplace customers.

SYSTEM REQUIREMENTS

• A reliable laptop/desktop (no Chromebooks or Linux OS).
• Minimum 20 Mbps wired internet connection.
• Wired headset for clear communication.
• A quiet, distraction-free workspace.
• Stable power and internet connectivity.