Billing Representative
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
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.
Case Study: Collections scenarios (identifying at-risk accounts, action plans, email writing)
Interview 1: Collections simulation
Interview 2: Collections simulation
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.
Quick Note on Scammers:
Clipboard would never ask you for money or your bank details to participate in our hiring process. Report any scammers impersonating the Clipboard hiring team members here.
Skills
As published by ashby · 14 questions
Basics
Name, Email, Resume, From which country will you perform services for Clipboard?
Short answers (6)
- Phone
- LinkedIn Profile optional
- What are your annual compensation expectations (in USD)?
- Voice Prompt 1: Please tell us about yourself, and what interested you in this role.
- Voice Prompt 2: Imagine you are calling Rachel, the accounts payable contact at Greenwood Medical Center. She handles the billing and invoicing for that facility, meaning she pays the bills. Usually she pays CBH invoices on time and answers your calls and emails, but you haven’t heard from her in the last 12 days. An invoice #290022-1 for $10,000 just passed its due date, so you want to talk to her to see what happened and to try to collect payment. She doesn’t answer, and it goes to voicemail.
- How did you hear about this position? optional
Pick from a list (8)
- What is your level of English proficiency?
- Are you authorized to work in your country of residence?
- Are you willing to work US hours?
- Are you a U.S. taxpayer?
- Jennifer, the accounts payable contact at Riverside Wellness, called to ask you why she was charged for a shift when the nurse didn’t show up. She wants to remove the charge from the invoice she received today via email. How would you direct her? Select one of the options below.
- Have you ever worked for Clipboard?
- Have you ever been hired through any of the BPOs contracted by Clipboard?
- Please confirm you have read the following System Requirements for this role: