Enterprise Sales Director (Health)

TL;DR

Enterprise Sales Director (Health): Leading enterprise sales efforts across the health insurance ecosystem to sell AI-powered SaaS underwriting and analytics solutions with an accent on complex multi-stakeholder deal closing and ROI modeling. Focus on growing the pipeline through strategic prospecting, navigating buying committees, and driving loss ratio improvement for clients.

Location: Remote (US)

Salary: $400,000 – $450,000 USD (OTE)

Company

AI-powered SaaS platform revolutionizing insurance risk prediction and underwriting using one of the industry's largest data lakes.

What you will do

• Own and grow a pipeline of enterprise opportunities within the group health ecosystem through strategic prospecting and referral networks.
• Lead the full consultative sales cycle from discovery and needs assessment through solution design, ROI modeling, and contract negotiation.
• Craft compelling statements of work, pricing proposals, and executive-level business cases for health plan decision-makers.
• Collaborate with underwriting, actuarial, and C-suite stakeholders to communicate how AI solutions drive operational efficiency and portfolio growth.
• Achieve monthly and annual sales targets while providing accurate forecasting and pipeline reporting in CRM.

Requirements

• 10+ years of enterprise SaaS or technology sales experience.
• At least 5 years of experience selling specifically into the health insurance space.
• Proven track record of quota attainment (100%+) and building a book of business from scratch.
• Experience navigating complex buying committees, including Chief Actuaries, CMOs, and CFOs.
• Bachelor’s degree.
• Must be based in the US (indicated by 401k and state law compliance).

Culture & Benefits

• Generous stock options and equity grants.
• Unlimited vacation days and a flexible schedule supporting work from home.
• Full benefits package including medical, dental, vision, and 401k.
• Paid paternal leave.
• Team-oriented startup culture with ample opportunities for professional growth.