Enterprise Sales Regional Vice President

Employer Industry: Virtual Healthcare Services.

• Salary up to $235,287, plus equity and benefits
• Opportunity for career advancement and growth within a dynamic healthcare organization
• Remote-first culture promoting work-life balance
• Comprehensive medical, vision, and dental coverage, along with 401(k) savings plan
• Generous paid parental leave and support for family building and compassionate leave
• Chance to make a significant impact on the healthcare experiences of employees and their families

• Own and expand the Northeast enterprise territory by developing and executing a regional go-to-market strategy
• Build and manage executive-level relationships with HR, Total Rewards, and Benefits leaders
• Lead consultative sales cycles with multiple internal and external stakeholders to close long-term contracts
• Develop and maintain relationships with benefits consultants and brokers to influence purchasing decisions
• Maintain meticulous CRM documentation and pipeline management for transparency and accountability

• Minimum of 7 years of enterprise sales experience, with at least 3 years in complex sales cycles
• Proven success selling to large employers in the Northeast U.S. market
• Demonstrated ability to manage and close long, complex sales cycles (6–18 months)
• Established network and credibility with leading Northeast benefits consultants and brokers
• Proficiency with Salesforce (or similar) and disciplined pipeline and forecast management

• Consistent achievement of multimillion-dollar annual quotas in the enterprise space
• Exceptional presence, negotiation, and storytelling ability with C‑suite audiences

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We are not the EOR (Employer of Record) for this position. Our role in this specific opportunity is to connect outstanding candidates with a top-tier employer.