Regional Vice President, Enterprise Sales

The Company is seeking a Regional Vice President, Enterprise Sales to acquire new enterprise customers among large self-insured employers. The role owns a named-account territory and the full sales cycle, from account-based prospecting and discovery through evaluation, negotiation, and close. Responsibilities include developing territory and account plans, building executive relationships, creating data-driven business cases, and coordinating complex deals with consultants and internal teams. The successful candidate will manage long sales cycles, maintain accurate forecasts and CRM records, and ensure a smooth transition to customer-facing teams after closing. Candidates should have at least five years of experience selling health or benefits solutions to large employers, with a record of winning new enterprise customers and achieving sales targets. They should be skilled in consultative discovery, executive presentations, financial business cases, and navigating multi-stakeholder sales processes, including formal evaluations and RFPs. Experience working with benefits consultants, health plans, and pharmacy benefit managers, negotiating enterprise contracts, and applying a structured qualification methodology is required. Strong communication, resilience, independent territory management, and a bachelor's degree are also required.