Note: The job is a remote job and is open to candidates in USA. Gradient AI is revolutionizing Group Health and P&C insurance with AI-powered solutions that help insurers predict risk more accurately, improve profitability, and automate underwriting and claims. The Enterprise Sales Director – Health will lead enterprise sales efforts across the health insurance ecosystem, owning the full sales cycle and engaging with key stakeholders to drive business growth.
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
Skills
- 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
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.
- Commission
- Equity grant
- A comprehensive benefits package
Company Overview