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VP, Health Plan Sales

June 4, 2026

Company & Culture Welldoc is at the forefront of digital health, driven by a powerful mission: empowering better cardiometabolic health through AI-powered, personalized digital tech, with a vision to be the leading advanced AI digital technology partner across the healthcare industry. We're a team passionate about leveraging cutting-edge science to improve lives, united by core values of collaborative innovation, accountability to excellence, customer focus, efficiency, and unwavering integrity, quality, and safety. At Welldoc, you'll thrive in a collaborative and innovative environment where your contributions directly impact our mission. Recognized as a Great Place to Work for the past five years and named to Modern Healthcare’s Best Places to Work 2026, as well as being an industry thought leader featured at SXSW and in the Wall Street Journal and Economist, we invite you to make a real difference in healthcare with us. Job Purpose The VP of Sales, Health Plans will lead revenue generation and strategic business development efforts within the Health Plan (Payer) vertical. In this high-impact role, you will focus on cultivating key executive relationships, navigating complex enterprise sales cycles, and driving new business within a defined territory. Note: This is a premier individual contributor role with the opportunity to directly impact Welldoc’s growth trajectory and shape our payer market strategy. The ideal VP Sales, Health Plans will have deep experience in selling technology-enabled and/or clinical systems to health plans. This experience will be furthered by the candidate’s relationships with key decision makers responsible for making these purchasing decisions. Responsibilities <ul> <li>Drive Strategy: Develop and execute Welldoc’s revenue generation and business development strategy specifically tailored to the Health Plan market.</li> <li>Pipeline Generation: Leverage your existing network of Health Plan/Payer executives to surface, qualify, and close new enterprise sales opportunities.</li> <li>Relationship Building: Cultivate deep, trust-based relationships with key decision-makers, medical directors, and innovation stakeholders within commercial, Medicare, and Medicaid plans.</li> <li>Optimize Revenue: Analyze current revenue streams, market trends, and product offerings to continuously optimize our business growth and go-to-market strategy.</li> <li>Exceed Targets: Act as the lead quarterback on complex, enterprise-level deals from discovery to close, consistently meeting or exceeding quarterly and annual quota targets. </li> </ul> Required Skills & Experience <ul> <li>7+ years of proven experience leading business growth in the Health Plan markets</li> <li>Documented history of closing multi-year SaaS or technology-enabled contracts with an Annual Contract Value (ACV) or Total Contract Value (TCV) exceeding $1M.</li> <li>A robust, active Rolodex of decision-makers within major health plans and regional payers.</li> <li>Deep familiarity with the digital health landscape, value-based care models, population health, and payer reimbursement mechanisms.</li> <li>Mastery of enterprise sales methodologies (e.g., MEDDPICC, Challenger Sales) and experience navigating long, complex committee-based buying processes.</li> <li>Exceptional negotiation, presentation, and communication skills, with the ability to articulate complex clinical and economic value propositions.</li> <li>Ability to travel & represent Welldoc at key industry related events, conferences, and to engage with stakeholders. </li> </ul> Welldoc operates in ISO 13485 and MDSAP regulated and HITRUST and SOC 2 Type II compliant environments. Therefore, it is expected that all employees will have either, prior experience working in those environments or, will be trained to understand the requirements needed to work and support those requirements and culture as they relate to individual roles and responsibilities. Required Education <ul> <li>BS or BA Degree recommended</li> <li>Active memberships in organizations such as ACHE, HFMA (preferred but not required)</li> </ul> Compensation & Benefits Welldoc offers a competitive compensation package which, in addition to salary, includes generous PTO, medical insurance, dental insurance, vision care, life and disability insurance, retirement benefits. and the opportunity to participate in health savings accounts and/or dependent care accounts. The anticipated salary range for this position is $175,000-$380,000/year inclusive of base salary and meeting 100% of team sales objectives. Upon receipt of a conditional offer of employment, you may be required to complete and clear a multi-panel drug screening process. This screening is in connection with requirements set by certain of the Company’s customers, with which you may be working in this role, and will at all times be administered all applicable laws. Welldoc is an equal opportunity employer and prohibit discrimination and harassment of any kind. We offer an inclusive workplace and will not tolerate discrimination against any job candidate or employee due to age, race, religion, color, ethnicity, national origin, gender, gender identity/expression, sexual orientation, membership in an employee organization, medical condition, family history, genetic information, veteran status, marital status or parental status.

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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...

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