Vice President of Enterprise Sales

The Company is seeking a Vice President of Enterprise Sales to drive new business revenue and expand its enterprise client base. This hands-on, quota-carrying role involves identifying and closing opportunities with self-insured employers, building relationships with benefits consultants and channel partners, and leading the full sales cycle from prospecting through contract execution. The successful candidate will develop a qualified pipeline, maintain accurate forecasts, and build relationships with senior HR, Benefits, and Finance decision-makers. They will also partner with executive leadership on sales strategy and collaborate with internal teams to support client transitions and growth. Applicants should have a bachelor’s degree and 10–14 years of relevant health benefits sales experience, including a strong record of achieving quotas and closing complex enterprise deals; a master’s degree may substitute for up to two years of experience. Deep knowledge of the self-funded employer healthcare market and an established network of employer decision-makers, consultants, or brokers are required. Candidates should demonstrate strong pipeline development, negotiation, communication, and relationship-building skills. Experience in healthcare analytics, cost containment, benefits technology, high-growth organizations, or national channel partnerships is an advantage.