Director of B2B Sales (Remote)

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We believe that mental health is just as important as physical health. We recognize that mental health issues can be complex and multifaceted, and we are dedicated to treating the whole person, not just the symptoms.

We aim to create a world where mental health is no longer stigmatized or marginalized, but rather is embraced as an integral part of one's overall well-being.

We believe that by providing quality care that is both evidence-based and compassionate, we can empower individuals to take charge of their mental health and achieve their full potential. We are passionate about making a positive impact on the lives of those struggling with mental health issues and we strive to be a force for positive change in the field of mental healthcare.

Rula is a remote-first company. We currently hire in most U.S. states, with the exception of Hawaii.

About the Role

We’re hiring a Director of B2B Sales to own and evolve our enterprise employer growth strategy, leading complex, multi-stakeholder deals with enterprise organizations. This is a high-impact individual contributor role driving full-cycle enterprise sales while shaping how Rula wins in this segment, refining positioning, influencing cross-functional partners, and building repeatable systems that accelerate growth.

This role requires a proven ability to close high-impact enterprise partnerships and influence go-to-market motions. You’ll operate as both a revenue leader and strategic operator: owning pipeline and outcomes, navigating health plan and employer dynamics, and partnering across teams to remove blockers and scale what works into durable, company-level impact.

Required Qualifications

  • 10+ years of experience in healthcare or health tech sales, with a demonstrated track record of closing complex, enterprise deals with F500 employers and navigating the HR / benefits ecosystem (including health plans and / or broker / consultants).

  • Proven history of exceeding quota in enterprise sales roles, consistently performing in the top tier, with ownership of large, multi-threaded deals and long sales cycles (8–16+ weeks).

  • Deep experience selling into and influencing executive stakeholders (CHRO, Head of Benefits, CFO), with the ability to build business cases and drive alignment across complex buying committees

  • Strong cross-functional leadership skills, with experience partnering across teams (e.g., product, marketing, partnerships) to remove blockers and drive outcomes in ambiguous, fast-changing environments.

  • Exceptional communication and executive presence, with the ability to distill complex ideas into clear, compelling narratives for both external partners and internal senior leadership.

  • Must be based on the West Coast to support travel requirements

Preferred Qualifications

While having the preferred qualifications enhances your candidacy, having all of them is not mandatory. We encourage all interested applicants to apply, even those who may not meet every preferred requirement.

  • Experience operating in a high-growth, early-to-mid stage company, with a track record of building or scaling GTM motions in ambiguous environments

  • Experience partnering with or selling alongside health plans, including navigating payer dynamics and joint enterprise sales motions

  • Background in marketplace or two-sided platform businesses, with an understanding of supply / demand dynamics and activation challenges

  • Strong operational rigor with CRM and forecasting tools (e.g., Salesforce), including building pipeline models, tracking conversion metrics, and informing strategic decisions

  • Experience mentoring or informally leading others, contributing to team development and raising the performance bar

We're serious about your well-being! As part of our team, full-time employees receive:

  • 100% remote work environment: Working hours to support a healthy work-life balance, ensuring you can meet both professional and personal commitments (must be based in United States, currently not hiring in Hawaii)

  • Attractive pay and benefits: Full transparency of pay ranges regardless of where you live in the United States

  • Comprehensive health benefits: Medical, dental, vision, life, disability, and FSA/HSA

  • 401(k) plan access: Start saving for your future

  • Generous time-off policies: Including 2 company-wide shutdown weeks each year for self-care (for most employees)

  • Paid parental leave: Available for all parents, including birthing, non-birthing, adopting, and fostering

  • Employee Assistance Program (EAP): Support for your mental and physical health

  • New hire home office stipend: Set up your workspace for success

  • Quarterly department stipend: Fun team-building activities or in-person gatherings

  • Wellness events and lunch & learns: Explore a variety of engaging topics

  • Community and employee resource groups: Participate in groups that celebrate employee identity and lived experiences, fostering a sense of community and belonging for all

Our team

We believe that diversity, equity, and inclusion are fundamental to our mission of making mental healthcare work for everyone. We are dedicated to having a culture of inclusion that will support our employees in feeling safe, seen, heard, and valued.

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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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