Director/Sr. Director of Employer Sales

Director/Sr. Director of Employer Sales 📍 Remote, US-Based ✈️ Travel: 20–25% Reports to: Chief Commercial Officer The difference you’ll make: At Midi Health, we’re building the leading virtual care clinic for women navigating perimenopause, menopause, and other midlife health challenges—and we’re growing fast. We’re looking for a Director, Employer Sales to drive new business and revenue growth across employers nationally. This is a true hunter role: you’ll own a national territory and the end-to-end sales process, from identifying and opening target accounts through executive engagement, contracting, and close. You’ll bring a strong understanding of the employer benefits ecosystem and a consultative approach to selling, using relationships across employers, brokers, consultants, and health plans to build pipeline and expand Midi’s reach. What you’ll do: Own your territory and revenue target. Develop and execute a sales strategy to identify, engage, and close employers that fit Midi’s ideal customer profile. Build a high-quality pipeline. Use creative, persistent outreach and your industry network to open doors with HR, Benefits, Total Rewards, and executive-level buyers. Lead complex sales cycles end to end. Build multi-threaded relationships across target accounts, develop champions, navigate stakeholders, and drive opportunities from first conversation through contracting and close. Navigate the benefits ecosystem. Leverage relationships and a strong understanding of how employers, brokers, consultants, and health plans interact to accelerate opportunities and maximize deal value. Tell Midi’s story. Position our value proposition in a compelling, consultative way based on each employer’s priorities and the broader competitive landscape. Operate with sales discipline. Maintain an accurate forecast, strong pipeline hygiene, and detailed deal management in HubSpot. Help shape our employer sales playbook. Bring market and buyer insights back into the organization and partner cross-functionally to continuously improve how Midi wins. Who you are: You bring 10+ years of experience in employer healthcare benefits sales, ideally within digital health, healthcare services, or a related high-growth environment. You have a proven track record of meeting or exceeding quota and closing complex employer deals. You bring strong relationships across the HR and employee benefits community, including an established network of consultants and brokers. You’re a hunter and a closer—energized by prospecting, opening doors, building relationships, and personally driving deals across the finish line. You know how to navigate complex organizations and build influence from Director-level buyers through the C-suite. You’re highly organized and disciplined about forecasting, CRM hygiene, follow-up, and deal management. You’re a strong communicator and relationship builder who can operate independently while partnering effectively across teams. You thrive in a high-growth environment: self-directed, resourceful, resilient, and motivated by ambitious goals. You’re passionate about improving healthcare for women and excited by Midi’s mission. Why you’ll love working at Midi: Build a category-defining company transforming care for women in midlife. Own meaningful revenue impact in a critical growth channel. Help shape the employer sales motion as Midi continues to scale nationally. Share in the upside through competitive compensation and meaningful equity. Work with a mission-driven, high-ownership team across the US. We’re backed by top-tier investors including Google Ventures, Semper Virens, and Emerson Collective, trusted by leading health plans and employers, and growing rapidly to meet nationwide demand. Our mission is simple: change the way healthcare serves women in midlife—because women deserve better. The salary for this role is 160,000-225,000 annually. Final compensation will depend on experience, skills, and qualifications. This role is also eligible for additional compensation, including variable compensation, equity and benefits. #LI-JA1 At this time, Midi is unable to provide visa sponsorship. All Candidates must be authorized to work in the United States without current or future sponsorship needs. Please note that all official communication from Midi Health will come from an @joinmidi.com email address. We will never ask for payment of any kind during the application or hiring process. If you receive any suspicious communication claiming to be from Midi Health, please report it immediately by emailing us at [email protected] . Midi Health is an Equal Opportunity Employer. We are committed to pay equity and ensure that all qualified applicants receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or protected veteran status. Our compensation philosophy is based on fair, objective criteria and the impact of the role, regardless of an applicant’s salary history. Please find our CCPA Privacy Notice for California Candidates here.