VP of Sales (Enterprise Healthcare AI & Behavioral Health Growth)

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Clinically AI is a healthcare AI company transforming how behavioral health and healthcare organizations manage documentation, chart auditing, compliance workflows, and operational efficiency through artificial intelligence. The platform sits directly inside clinical and operational workflows, enabling organizations to reduce administrative burden, improve documentation quality, strengthen compliance readiness, and scale operational performance through AI-native systems. We operate in enterprise behavioral health and healthcare markets where purchasing cycles are highly structured, trust is critical, and buying decisions are made once per year by multi-stakeholder committees across clinical, operational, and executive leadership. We are seeking a VP of Sales (Enterprise Healthcare AI & Behavioral Health Growth) to own enterprise revenue strategy, build and scale a high-performance sales organization, and drive Clinically AI's transition from founder-led sales to a repeatable enterprise GTM motion. This is not a traditional sales leadership role focused on pipeline management or rep oversight. This is a foundational revenue-building role responsible for defining how Clinically AI wins enterprise behavioral health and healthcare systems at scale. If you're the right person for this role, you understand how to sell into complex healthcare organizations where adoption, workflow integration, and trust matter as much as deal execution. In this role, you will own enterprise revenue generation across behavioral health and healthcare systems, including pipeline creation, deal strategy, conversion, and expansion. You will build and lead a sales organization while operating directly in strategic enterprise deals during the transition from founder-led sales to scalable GTM execution. You will define how Clinically AI enters and wins annual healthcare buying cycles, aligning clinical, operational, and executive stakeholders around AI-driven workflow transformation. You will design and scale repeatable enterprise sales systems, including pipeline generation, partner and channel strategy, and customer acquisition motion across behavioral health systems and healthcare organizations. You will work closely with leadership to shape positioning, pricing strategy, and market expansion while ensuring revenue growth is directly tied to adoption, workflow integration, and long-term customer value. Success in this role is defined by enterprise revenue growth, pipeline conversion efficiency, deal velocity within annual buying cycles, and expansion across healthcare systems: not activity or team size. KEY ATTRIBUTES TO SUCCEED Enterprise Revenue Ownership You operate with full ownership of revenue outcomes across complex healthcare organizations and annual buying cycles. Healthcare Systems Selling You understand how behavioral health and healthcare organizations evaluate, approve, and adopt AI-enabled workflow systems. Founder-Led Sales Transition Experience You are comfortable operating directly in high-stakes enterprise deals while building scalable sales systems and teams. AI-Native Sales Execution You actively use AI tools to improve pipeline generation, deal strategy, forecasting, and sales execution. Systems Thinking in GTM You understand how pipeline, messaging, partnerships, adoption, and expansion connect into a unified revenue system. Cross-Stakeholder Influence You can align clinical, operational, IT, and executive stakeholders within complex healthcare organizations. Startup Adaptability You operate effectively in ambiguity, rapid iteration cycles, and evolving enterprise GTM structures. REQUIRED 8+ years of experience in enterprise sales, healthcare technology sales, or complex B2B SaaS environments Experience selling into healthcare systems, behavioral health organizations, or regulated enterprise environments Proven track record of owning or significantly contributing to large, multi-stakeholder deals Experience building or scaling sales teams in early-stage or high-growth environments Strong understanding of enterprise sales cycles, procurement processes, and complex buying committees Experience working directly with founders or executive leadership Active use of AI tools in sales execution, pipeline management, or deal strategy Travel required: ~40% (enterprise healthcare customer meetings, behavioral health system engagements, partner/channel development, conferences, and onsite executive deal alignment) PREFERRED (Nice to Have) Behavioral health, clinical operations, or healthcare IT experience Experience with partner-led or channel-driven sales motion Experience transitioning from founder-led sales to scaled enterprise GTM Experience selling AI, workflow automation, or operational software Experience in annual procurement / RFP-driven sales environments This is a full-time hybrid role based in San Diego, CA, with onsite work required Monday through Thursday. Travel is a requirement for this rol

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