Enterprise Sales Director - Health
The Enterprise Sales Director - Health will lead enterprise sales efforts for AI-powered SaaS underwriting and analytics solutions within the health insurance ecosystem. This role involves owning the full sales cycle, strategic prospecting, and exceeding sales targets.
About the job
How you will make an impact:
- 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
Skills needed to succeed:
- 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
What We Offer:
- 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.
Skills
SaaS Sales, Enterprise Sales, Negotiation, Presentation Skills, CRM, Roi Modeling, Technical Demos, Forecasting
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