Account Executive (100% Remote)

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We asked ourselves — What if better care didn't cost more?

That's why we built Vitable: the health benefits platform making healthcare better for employers of everyday workers. We bring accessible, high-quality care to over 85 million uninsured and underinsured Americans. Unlike traditional options, our suite of health benefits is designed with real people at the center.

Vitable empowers businesses to become better employers by making it easy to offer healthcare benefits to their teams. It's a better experience for employees and a smarter solution for employers.

Simply put, we're built for better.

We're growing rapidly and looking for eager team members who are hungry for change and passionate about delivering better care to the everyday worker. Does that sound like you?

We're looking for hungry and successful Account Executives who are assertive, confident, and fearless in selling into SMBs and brokers/consultants. In this role, you will drive real, meaningful change for employers and their employees. Our sales team values hard work and collectively celebrating wins. We're looking for formidable builders that care deeply and are unrelenting in their obsession with solving problems.

What you'll be doing:

As an Account Executive, you'll create and execute a territory sales plan and own the sales cycle from qualifying leads all the way through close. You will become an expert in listening and asking questions that lead you to right answers to our clients problems. You'll learn how to execute on Vitable's solution to provide immense value for both employers and their valued employees. At Vitable, culture is paramount, so that means you're a strong team player, communicate fast and effectively, can give and take feedback, and care deeply about our customers. Remember, we exist to provide value to them.

30-60-90 Day Plan:

After 30 days, you will:

  • Onboard and learn more about the company's mission, culture, vision, and sales process
  • Be introduced to our AE playbook
  • Understand our Ideal Customer Profile (ICP) and their challenges including the ACA Employer Mandate
  • Learn how to find prospects, identify the roles we target, and enrich accounts
  • Schedule and have completed your first meeting(s)!
  • Learn how to run a discovery call
  • Have created your 1st deal!
  • Have sold your 1st deal!
  • Be 33% ramped

After 60 days, you will:

  • Master discovery questions aimed at understanding our customers problems
  • Begin delivering accurate monthly forecasts
  • Effectively use our CRM (HubSpot) and other tools like Apollo to identify accounts and build pipeline
  • Understand our customers needs and Vitable's unique model + pricing structure
  • Learn how to run an executive summary and presentation call
  • Be 66% ramped

After 90 days, you will:

Master your sales presentation and closing techniques

  • Learn how to run a proposal call and close the deal
  • Be 100% ramped
Who you are:
  • An accomplished AE with 4+ years of exceeding quota
  • You're a superior listener, you love to listen first and respond second.
  • You are a hustler. You love competition. You understand hard work and that luck is a dividend of sweat. The more you sweat, the luckier you get.
  • You're trustworthy. When you say you're going to do something, you do it.
  • You care, a lot. Your reputation and desire to help others is one of your greatest characteristics.
  • You're committed. When things get tough, how do you respond? You understand that character is not measured in moments of convenience and comfort, at times of challenge.
  • Healthcare industry is a strong bonus!

Why Vitable?

Benefits and Perks
  • 100% Silver Plan + Full Medical Coverage
  • Dental and Vision Coverage
  • 401(k) and Life Insurance
  • Access to Vitable's Primary Care membership
  • Unlimited PTO
  • Remote-first culture with a supportive team
  • MacBook and any other gear you need
  • Mentorship opportunities through First Round Capital
  • Home office setup stipend
  • Competitive equity package
Who Thrives Here

You care. About people, about purpose, about doing work that matters.

You're the kind of person who sees a broken system and asks, "How can I fix this?" You're not afraid of a challenge—in fact, you're energized by it. You move fast, but you think things through. You don't just get things done, you get the right things done.

At Vitable, we thrive on autonomy and collaboration. That means you have the space to own your work, make smart decisions, and lead with initiative, but you also know when to pull others in, ask questions, and work as a team.

You'll fit right in if you're:

  • Motivated by mission
  • Someone who gets sh*t done (and does it well)
  • Curious, thoughtful, and clear on your "why"
  • A self-starter who can figure things out
  • Empathetic, honest, and genuinely care about others
  • Collaborative, but confident in working independently
  • Hungry for change—and ready to help make it happen

We care deeply about the people we serve, and we care about our team just as much. We support each other, we show up with heart, and we have fun while we do it.

No egos, no jerks. Just good humans doing great work.

Inclusion at Vitable

Vitable is an equal opportunity employer. We celebrate diverse backgrounds, perspectives, and experiences—and we're committed to building a team that reflects the people we serve. If you're excited about this role but your background doesn't match every requirement, we still encourage you to apply. We care more about potential and passion than checking every box.

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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...