Enterprise Sales Leader (Remote - US, ~50% travel)

At Quadrivia, we have brought together some of the smartest and most passionate people in the sector to work on an ambitious goal: help make healthcare accessible and affordable for everyone on earth, by solving the chronic imbalance between the growing demand for medical care and the constrained supply of clinical skills. While externally we are starting with creating the world's most comprehensive and customizable clinical assistant to deliver routine tasks for clinicians, internally we are pioneering a new way to run a company.

Quadrivia is the only full-stack agentic AI platform purpose-built for healthcare — and payers, MSOs, and value-based care organizations are where the financial stakes are highest. Member services contact centers, care management outreach, HEDIS and STAR gap closure, and post-discharge follow-up represent hundreds of millions of dollars of annual operating cost in every regional plan and managed care organization.

We're looking for a sales leader who has sold complex enterprise deals to payers and managed care organizations and wants to own this category before anyone else figures out what we have — selling alongside the CCO, reporting directly to the CCO, and working with named strategic partners who open doors to plan medical directors, VP Care Management leaders, and COOs already looking for exactly what Quadrivia delivers.

What You'll Do

• Drive end-to-end enterprise sales cycles with regional health plans, Medicare Advantage organizations, Managed Medicaid MCOs, D-SNPs, and payer-aligned MSOs managing covered lives at scale
• Lead executive-level conversations with CMOs, VP Care Management, VP Member Experience, VP Quality, and CFOs — translating population health financial exposure (MLR, STAR ratings, HEDIS gaps, readmission cost) into a compelling, quantified AI value proposition
• Navigate complex multi-stakeholder procurement processes — actuarial review, compliance and regulatory sign-off, IT security assessment, legal negotiation, and medical management committee approval
• Run phased deployments with prospective clients: define the Success Scorecard against HEDIS/STAR metrics, member engagement rates, and cost-per-interaction reduction; manage the customer's internal champion
• Develop and execute territory strategy across regional payer markets
• Own pipeline accuracy and contribute clean, current, honest deal status to weekly CCO pipeline review
• Serve as the commercial voice of the payer market back to product and clinical — your accounts help define the HEDIS measure clusters, STAR use cases, and care management workflows on next quarter's roadmap

What We're Looking For

• Non-Negotiable
• 10+ years in enterprise healthcare sales with a consistent track record of closing complex, multi-stakeholder deals at regional or national health plans, Medicare Advantage organizations, Managed Medicaid MCOs, or large value-based care MSOs managing covered lives
• Direct experience selling to VP Care Management, VP Quality, CMOs, and CFOs at payer organizations. You understand how a health plan makes a purchasing decision, who holds budget authority, etc
• Demonstrated ability to manage 9–18 month enterprise payer sales cycles across actuarial, compliance, medical management, IT security, and legal stakeholders simultaneously
• Quota performance
• Fluency in payer economics: MLR, PMPM cost structure, STAR rating bonus revenue, HEDIS measure economics, and value-based care shared savings arrangements
• Highly Valued
• Experience at a care management technology company, utilization management vendor, population health platform, or managed care services organization
• Existing relationships at regional BCBS affiliates, Medicare Advantage plans, Medicaid MCOs, or value-based care MSOs in your target geography — you should be able to get a first meeting with a VP Care Management or VP Quality within 48 hours of your first day
• Familiarity with NCQA accreditation, CMS STAR rating methodology, HEDIS technical specifications, and Managed Medicaid quality reporting
• Experience selling a solution that required the payer to change clinical workflows or member outreach operations, not just add a technology license
• Who Thrives Here
• You genuinely understand why STAR ratings matter to a Medicare Advantage plan CFO at 3am in November — and you can explain what Quadrivia does about it in language that makes the actuary lean forward
• You thrive where the playbook is still being written. You generate your own pipeline and close your own deals
• You take deals personally
• You've been on the losing side of a payer deal that compliance killed at the last minute, and you know exactly what to do differently this time

About Quadrivia

Quadrivia is an agentic AI-driven healthcare orchestration platform — the first managed AI service in healthcare that replaces human contact center operations, care management outreach, and member engagement programs with fully autonomous AI agents that reason, act, and document at clinical standards.