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Freelance Contractor for Medical Billing Services (1099)

August 1, 2026

We are looking for a highly motivated and results-driven Independent Contractor (1099) to generate and close new business opportunities for our medical billing services. The ideal candidate should have strong sales expertise, excellent communication skills, and the ability to work independently while meeting defined performance targets.Key Responsibilities<ul><li>Identify, prospect, and generate new business opportunities through outbound calls, cold outreach, networking, and referrals within the healthcare industry.</li><li>Present and promote medical billing services to clinics, hospitals, and healthcare providers by clearly communicating the company’s value proposition.</li><li>Conduct sales meetings, product demos, and client consultations to understand potential clients’ billing challenges and offer tailored solutions.</li><li>Handle client objections effectively and negotiate pricing, terms, and contracts to successfully close deals.</li><li>Build and maintain strong, long-term relationships with healthcare providers, administrators, and key decision-makers.</li><li>Manage and maintain an organized sales pipeline, including lead tracking, follow-ups, and deal progression using CRM tools.</li><li>Meet and exceed monthly and quarterly sales targets and KPIs.</li><li>Collaborate with internal teams, including billing, operations, and onboarding, to ensure smooth client onboarding and service delivery.</li><li>Stay updated on healthcare industry trends, medical billing regulations, RCM practices, and competitor offerings to position services effectively.</li><li>Prepare and submit regular sales reports, forecasts, and performance updates.</li><li>Maintain professional communication and represent the company brand with integrity in all client interactions.</li></ul>Requirements<ul><li>Proven experience in sales, business development, lead generation, or medical billing services sales.</li><li>Experience in medical billing services sales or healthcare-related sales will be preferred.</li><li>Strong understanding of healthcare industry workflows and Revenue Cycle Management (RCM) is a plus.</li><li>Excellent communication, negotiation, presentation, and closing skills.</li><li>Ability to work independently and manage time effectively in a remote/contract-based environment.</li><li>Experience using CRM tools for pipeline management, lead tracking, follow-ups, and client management.</li><li>Strong networking and relationship-building skills.</li><li>Self-motivated, target-driven, and comfortable working in a performance-based role.</li></ul>Compensation & Incentives<ul><li>Performance-based commission on closed deals.</li><li>Recurring/residual earnings based on client retention.</li><li>Incentives and bonuses for exceeding performance targets.</li><li>Compensation details will be shared with shortlisted candidates.</li></ul>

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...