Enterprise Sales Director (Health AI)

Location: Fully remote

OTE: $400,000–$450,000 USD annually, inclusive of base salary and strong accelerators, plus commission and equity.

Company

hirify.global develops AI-powered SaaS solutions for group health and P&C insurance, using large-scale policy and claims data to improve risk prediction, underwriting, claims automation, and profitability.

What you will do

• Own and grow an enterprise sales pipeline across the group health insurance ecosystem.
• Lead the full consultative sales cycle from discovery and needs assessment through solution design, ROI modeling, negotiation, and close.
• Engage underwriting, actuarial, clinical, executive, and other C-suite stakeholders throughout complex buying processes.
• Prepare statements of work, pricing proposals, executive business cases, and technical demonstrations.
• Build expertise in AI-powered underwriting and stop-loss analytics and communicate their business impact.
• Achieve sales targets and maintain accurate forecasting and CRM pipeline reporting.

Requirements

• Bachelor’s degree.
• 10+ years of enterprise SaaS or technology sales experience, including at least 5 years selling into health insurance.
• Proven ability to build and close a book of business from scratch, with quota attainment at or above 100%.
• Strong negotiation, presentation, written, and verbal communication skills.
• Experience with technical demonstrations, ROI modeling, and complex buying committees involving health carriers and benefits organizations.
• Ability to work independently in a fast-paced startup environment and operate effectively with ambiguity.

Culture & Benefits

• Team-oriented startup environment with opportunities to take on new responsibilities.
• Fully remote work with a flexible schedule that supports working from home.
• Generous stock options and an equity grant.
• Unlimited vacation days.
• Medical, dental, vision, 401(k), paid parental leave, and other benefits.
• Strong learning and professional development opportunities.