Regional Director of Sales, Employer

Job Description Summary ‎ We are seeking a results-driven Regional Director of Sales with deep experience in healthcare technology and SaaS sales, particularly in selling into large employers (1,000+ employees). The ideal candidate has a proven track record of success in healthcare navigation and advocacy solutions and is skilled at managing complex sales cycles involving multiple stakeholders. ‎ How will you make an impact & Requirements ‎ **This is a remote position; however candidates located in Eastern or Central time zones are preferred.** Regional Director of Sales Seeking an experienced sales person with a record of successfully meeting and exceeding quota. A hunter mentality that can build top of funnel while driving opportunities to close. Key Responsibilities: Drive new business sales across a multi-state region, focused on large employers with over 1,000 employees. Manage a robust pipeline and lead opportunities through a consultative and strategic sales process. Consistently exceed quota through high-impact prospecting, solution selling, and strategic territory planning. Develop and execute a territory strategy that leverages relationships with key stakeholders including benefit leaders, consultants, and strategic alliance partners. Collaborate closely with internal cross-functional teams including Marketing, Product, and Customer Success to align on client needs and product capabilities. Maintain expert-level knowledge of company solutions, including healthcare navigation and advocacy platforms. Build and nurture strategic relationships with benefits consultants, point solution partners, buying consortia, and other key influencers. Provide accurate forecasting and regular pipeline reporting to senior leadership. Represent the company at industry events, trade shows, and webinars as a thought leader and subject matter expert. Preferred: 8+ years of successful sales experience in healthcare technology or SaaS, with a focus on selling to large employers. Demonstrated success in selling healthcare navigation, advocacy, or related benefits solutions. Strong relationships and experience working with benefit consultants and other ecosystem partners. Track record of consistently meeting or exceeding sales quotas. Highly skilled in territory management, consultative selling, and strategic account planning. Exceptional communication, negotiation, and presentation skills. Comfortable navigating complex sales environments with multiple decision-makers. Requirements: Bachelor’s degree required; MBA or relevant advanced degree a plus. Experience with enterprise sales cycles of 6-12+ months. Knowledge of healthcare benefits trends and employer-sponsored benefits strategies. Experience working with or selling alongside ecosystem partners such as TPAs, carriers, and digital health vendors. ‎ Compensation Range: $131,243.00 to $196,865.00 The anticipated base salary range represents the Company's good-faith estimate of the compensation it reasonably expects to pay for this position at the time of posting. Actual compensation will be determined based on factors including experience, skills, qualifications, geographic location, internal equity, and business needs.