# Enterprise Sales Director - Health at Gradient Health

- Company: Gradient Health
- What the company does: Our industry-leading AI insurance solutions reduce risk and improve decision-making enterprise-wide, providing you with a competitive advantage. Backed by Techstars.
- Company website: https://gradientai.com
- Type: Startups (AI role)
- Level: Principal and up
- Location: Remote
- Work setup: Remote
- Pay: $400K to $450K base salary per year (USD)
- Posted: 2026-05-29
- Apply by: 2026-10-08
- Apply: https://job-boards.greenhouse.io/gradientai/jobs/7753578003
- Page: https://www.1752.vc/careers/jobs/gradient-health-enterprise-sales-director-health/

## About the role

We are searching for a results-driven Enterprise Sales Director – Health to join our growing team and lead enterprise sales efforts across the health insurance ecosystem. This individual will own the full sales cycle, selling our AI-powered SaaS underwriting and analytics solutions to health insurance and benefits organizations. This role requires someone who understands the nuances the health insurance landscape and can credibly speak the language of underwriting, actuarial, and clinical leadership.

## What they're looking for

- 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

Tags: Sales