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.

Excited about what we're building? We'd be grateful if you'd spread the word. If you know a friend, former colleague, or someone exceptional you'd love to work with again, refer them here.

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 would require a cross-functional collaboration with Billing Disputes, Sales, Customer Support, and other teams to achieve the desired goals.

Responsibilities:

• Monitor accounts to identify outstanding debts

• Review previous data for each debt or bill

• Call and email accounts payable contacts, administrators, and others as needed to ask about their overdue payments and upcoming dues

• Identify the root cause of non-payment

• Resolve billing concerns

• Report on collections update and accounts receivable status

• Communicate with the sales department to maintain accurate and updated information on client contract and other information

• Maintain a logs of calls and record any payment updates from the customer

• Receive new workplace assignments to start contacting the customer to set the relationship up for success, including simply introducing yourself and collect the right information

• Identify critical accounts and endorse them to managers as needed for proper escalatory measures

• Build relationships with the workplaces (properly set expectations about our billing policy, explain NET & Dispute Terms, etc.)

• Build out SMART action plans for delinquent accounts

• Aim to have a 95% collection rate on a quarterly basis

Requirements and Skills:

• Professional and clear communication (verbal and written)

• High attention to detail

• Comfortable with math and data

• Strong judgment in customer-facing decisions and live interactions

• Mileage for feedback (high "coachability")

• Ability to build relationships with customers

• General professional hygiene (e.g., always on time, follows through on commitments, etc.)

• Active listening

• Negotiating skills

• Patience and stress management

• Problem-solving and critical thinking skills

• Quick adaptability to changes

• Preferred: experience with Google Drive suite, Slack, Salesforce, soft phone softwares like Amazon Connect

  • Generally, it's expected you can adapt to changes in technology

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.

Hiring Process

1. Application

2. Case Study

3. Interview 1

4. Interview 2

5. Offer

Why Join Clipboard?

• 100% Remote – Always. 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.

📌 Next Steps After Application:

• The application form also includes basic billing rep skill-based questions. Some questions result in automatic rejection, so please approach these with diligence – they assess your ability to handle real problems and client situations.

• You will receive an email with the next steps in the process within 2 days of your application.

• Check your spam folder! If you don’t see the email, make sure it hasn’t been filtered out or blocked.

#LI-DNI

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.