VP of Enterprise Sales

About Kouper Health:

Kouper Health is leading the charge in transforming transitions of care. We are backed by General Catalyst, 25m Health, and leading health system partners. Our mission is to bridge the care transition gap and fundamentally improve the patient experience to help people live longer and better.

Position Overview:

The VP of Enterprise Sales will be responsible for leading and scaling our go-to-market strategy with a focus on selling into large health systems, risk-bearing entities, and payers. This individual will report directly to the CEO and will drive net-new revenue growth while helping to build a scalable sales function.

• Enterprise Sales Execution & Deal Closing
• Own the end-to-end sales process from prospecting to contract execution for hospital systems, payers, and post-acute networks.

• Develop and execute strategic account plans to expand Kouper’s footprint within health systems, ACOs, and payer networks.
• Lead high-value enterprise sales cycles involving multiple stakeholders, including hospital CFOs, CIOs, CMOs, and VP-level decision-makers.
• Manage complex procurement and contracting processes, including navigating RFPs, value-based payment discussions, and pilot expansions.

• Market & Competitive Intelligence
• Stay ahead of industry trends, competitive dynamics, and evolving reimbursement models (e.g., value-based care, risk-sharing agreements, and readmission penalties).

• Work alongside Strategy and Product teams to inform roadmap priorities based on customer feedback.
• Monitor competitor activity and articulate Kouper’s differentiation to prospective customers.

• Sales Team Scaling
• Build, train, and mentor a high-performing sales team as Kouper scales.
• Establish sales playbooks, KPIs, and performance metrics to optimize team effectiveness.
• Collaborate cross-functionally with Customer Success, Strategy, Operations, and Product teams to drive retention and expansion opportunities.

• 7+ years of enterprise healthcare sales experience, preferably selling into hospitals, payers, or ACOs.
• Deep existing relationships with health system and payer executives (C-suite, VP-level, and clinical leadership).
• Proven track record of closing multi-million dollar enterprise deals with health systems.
• Experience navigating complex, multi-stakeholder sales cycles (e.g., IT, clinical, operations, finance).
• Understanding of healthcare incentive structures, risk-based contracting, and value-based care models.

• Experience selling into Medicare Advantage, ACOs, or provider-sponsored health plans.
• Background in transitions of care, patient engagement, or AI-driven clinical workflow automation.
• Prior leadership experience in a Series A/B+ healthcare startup.
• Comfort with articulating value proposition for cutting edge GenAI use cases to healthcare audiences
• MBA or relevant advanced degree preferred but not required.

• Competitive salary + performance-based commission plan + equity.
• Opportunity to build and lead the enterprise sales function at a high-growth healthtech company.
• Work alongside a mission-driven, elite team backed by top investors and health system partners.
• Comprehensive health, dental, and vision benefits.