Gradient AI - Enterprise Sales Director - Health
Requirements
• Bachelor’s degree required; 10+ years of enterprise SaaS or technology sales experience, with at least 5 years selling into the health insurance space • Demonstrated ability to build and close a book of business from scratch; a hunter mentality with proven quota attainment at or above 100% • Strong negotiation and presentation skills; experience running technical demos and building ROI models tailored to health insurance and benefits stakeholders • Prior experience navigating complex buying committees, including Chief Actuaries, CMOs, VPs of Underwriting, and CFOs at health carriers and benefits organizations; outstanding verbal and written communication skills • Ability to work in a self-driven manner within a fast-paced, collaborative startup environment; comfort with ambiguity and a bias toward action
Responsibilities
• Own and grow a pipeline of enterprise opportunities across the group health ecosystem through strategic prospecting, existing relationships, and referral networks • Lead the full consultative sales cycle from discovery and needs assessment through solution design, ROI modeling, contract negotiation, and close—engaging underwriting, actuarial, and C-suite stakeholders throughout • Craft compelling statements of work, pricing proposals, and executive-level business cases that clearly articulate Gradient AI’s value to health plan and benefits decision-makers • Develop deep domain expertise in AI-powered underwriting and stop loss analytics, and clearly communicate how our solutions drive loss ratio improvement, operational efficiency, and portfolio growth for health insurance clients • Hit, achieve, and exceed monthly and annual sales targets; provide accurate forecasting and pipeline reporting in CRM
Benefits
• A fun, team-oriented startup culture. • Generous stock options - we all get to own a piece of what we’re building. • Unlimited vacation days. • Flexible schedule that supports working from home. • Full benefits package includes medical, dental, vision, 401k, paid paternal leave, and more. • Ample opportunities to learn and take on new responsibilities.
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