• You have 5+ years of experience selling complex enterprise software into large health systems or academic medical centers
• You have personally closed seven-figure deals with long sales cycles and high stakeholder complexity
• You are fluent in selling to both clinical and financial executives and can adapt your messaging without losing credibility with either audience
• You have demonstrated success breaking into net-new enterprise accounts and advancing deals without heavy reliance on inbound leads
• You understand how enterprise deals actually get done, including politics, power dynamics, and unspoken incentives
• You can construct, defend, and communicate CFO-level financial and ROI models grounded in real clinical and revenue-cycle workflows
• You think like a builder and are comfortable operating without rigid playbooks while creating repeatable enterprise patterns that scale beyond individual deals
• You are a strong closer and disciplined value architect, not just a polished presenter and can clearly articulate your personal role in driving deals across the finish line
• You have experience operating in startup or high-growth environments and are comfortable building your own path without rigid processes or playbooks
• You are highly motivated, resilient, and willing to do the work required to unblock complex, slow-moving sales cycles
• You value direct feedback, low-ego collaboration, and accountability
• You are willing and excited to travel between 50-70% of the time to build relationships and close strategic deals