Senior Account Executive – Enterprise Insight Health About Insight Health Insight Health builds AI-powered clinical intelligence designed to reduce administrative burden and help clinicians deliver better care. Built by clinicians, for clinicians, our platform integrates directly into complex, real-world healthcare workflows — including legacy EHR environments. Backed by top-tier investors and led by experienced founders, we are entering a new phase of GTM growth. Our team recently gathered for an offsite in Spain to align on product vision and scale our enterprise motion — and we’re building intentionally. The Role We’re hiring a Senior Enterprise Account Executive to drive new health system and large medical group partnerships. This is a high-impact role for a seller who knows how to navigate long, complex buying cycles and multi-thread across clinical, operational, IT, and executive stakeholders. You will own the full sales cycle and help shape our enterprise GTM strategy as we scale. What You’ll Do Close net-new Enterprise healthcare accounts Lead complex discovery across clinicians, operations, IT, compliance, and executives Navigate security reviews, integrations, and procurement processes Partner with Solutions Engineering to scope technical requirements Build and manage a strong enterprise pipeline with disciplined forecasting Contribute to refining enterprise messaging and sales playbooks What We’re Looking For 5+ years of Enterprise SaaS closing experience Proven success in complex, consultative sales cycles (6–12+ months) Experience selling into health systems, clinical ops, or technical buyers Strong multi-threading and executive communication skills Consistent quota attainment in growth-stage companies Why Insight Health Mission-driven AI product clinicians genuinely advocate for Founders with deep clinical and technical credibility Meaningful equity and strong enterprise upside Opportunity to help define our Enterprise motion at a pivotal stage