Billing Representative

Clipboard; United States; Remote; USD 42,000 - 64,000; Full time

Benefits offered by this job

100% Remote

Startup environment

Skills-based hiring process

Impactful work with workplace clients

Job summary

Clipboard is a remote-first startup in healthcare staffing, connecting workplaces with care professionals. The Billing Representative (Collections) helps ensure timely payments by contacting accounts payable, obtaining commitments to pay, and removing billing roadblocks.

Collaborating with Billing Disputes, Sales, and Support, you monitor overdue accounts, build workplace relationships, and report progress to drive cash flow.

Qualifications

• Professional and clear communication
• High attention to detail
• Receptive to feedback (coachable)

Responsibilities

• Monitor accounts to identify outstanding debts.
• Call and email accounts payable contacts and admins about overdue payments.
• Build relationships with workplaces and explain billing policies.
• Identify root causes of non-payment and resolve billing concerns.
• Report on collections updates and accounts receivable status.
• Devise SMART action plans for critical accounts.

Skills

Professional communication

Attention to detail

Coachable / feedback

Negotiation skills

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 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

To succeed in this role, you must have:

• 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.

Hiring process

1. Application form: This includes basic billing rep skill-based questions. Some questions result in automatic rejection, so please approach these with diligence as they assess your ability to handle real problems and client situations.




2. Case Study: Collections scenarios (identifying at-risk accounts, action plans, email writing)




3. Interview 1: Collections simulation




4. Interview 2: Collections simulation




5. Offer

You will receive an email with the next steps in the process within 2 days of your application. Please check your spam folder! If you don’t see the email, make sure it hasn’t been filtered out or blocked.