Enterprise Sales Executive (AI Native)

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Enterprise Sales Executive (AI Native) based in United States.

This is a high-impact enterprise sales role focused on accelerating growth across the healthcare industry. You will own strategic accounts and lead complex sales cycles involving senior healthcare executives and cross-functional stakeholders. The role combines consultative selling, healthcare technology expertise, and a strong understanding of AI-enabled solutions. You will help expand into new markets while shaping the sales playbook and identifying emerging growth opportunities. Working in a fast-paced, entrepreneurial environment, you will partner closely with Marketing and Customer Success to drive meaningful business outcomes. The position offers significant visibility and the opportunity to influence the future of healthcare workforce technology. This is a fully remote role available across a broad selection of U.S. states.

Accountabilities:

• Build trusted relationships with hospitals, health systems, surgical centers, home health organizations, and post-acute care providers to develop new enterprise partnerships.
• Own the full sales cycle within an assigned territory, from prospecting and relationship development through negotiation, closing, and expansion.
• Lead consultative solution-based sales processes involving multiple C-suite decision-makers, influencers, and cross-functional teams within complex healthcare organizations.
• Develop and communicate compelling value propositions tailored to customer priorities, business challenges, and healthcare workforce needs.
• Navigate AI governance boards, IT stakeholders, integration requirements, and other technical or organizational considerations involved in enterprise adoption.
• Build, maintain, and actively manage a robust sales pipeline through strategic prospecting, networking, and account development.
• Partner closely with Marketing and Customer Success to accelerate territory growth, support customer expansion, and contribute to broader commercial objectives.
• During the first six months, become highly proficient in communicating the value proposition to CHRO, CNO, and CEO audiences, generate and close new opportunities, build a 5x pipeline, and close multiple enterprise deals.

Requirements

• 10+ years of experience selling enterprise software solutions within the healthcare industry, with a strong record of success in complex B2B sales.
• Experience in healthcare technology, healthcare services, or selling directly to senior executive personas such as CEOs, COOs, CHROs, and CNOs is strongly preferred.
• A multi-year track record of consistently achieving or exceeding sales quotas and delivering measurable commercial results.
• Deep experience managing complex enterprise deals involving multiple stakeholders, decision-makers, and internal influencers.
• Demonstrated experience using AI in day-to-day work to improve productivity, decision-making, sales effectiveness, or other key business outcomes.
• Ability to thrive in fast-paced, highly entrepreneurial environments while taking ownership, experimenting with new approaches, and adapting quickly.
• Strong consultative selling, strategic thinking, positioning, negotiation, presentation, and customer relationship skills.
• Ability to learn new markets quickly, stay current with industry trends, and translate market insights into actionable sales strategies.
• Excellent verbal and written communication skills, with confidence engaging customers, senior executives, and internal leadership.
• Genuine interest in marketplace technology, artificial intelligence, and emerging AI-driven business models.

Benefits

• Competitive, market-based salary aligned with skills and experience.
• Commission and/or equity opportunities may be available depending on the position.
• 100% remote work within the eligible U.S. states.
• Comprehensive medical, dental, and vision coverage with shared premiums.
• Company-sponsored 401(k) retirement plan.
• Unlimited vacation to support flexibility and time away when needed.
• Generous family leave policy.
• Opportunity to work on technology and AI solutions addressing significant challenges in the healthcare workforce.
• High-caliber, multidisciplinary environment bringing together healthcare professionals, engineers, designers, sales leaders, account managers, and …