Senior Account Executive

What You’ll Do

• Build and close a pipeline of 5–6 figure deals
• Drive outbound prospecting with SDRs and Marketing, and run targeted outreach campaigns
• Lead discovery, demos, pilots, and negotiation—owning the full sales cycle
• Translate Prosper’s AI capabilities into clear ROI stories for billing teams and executives
• Partner with Product to close feedback loops and influence roadmaps based on customer needs

What We’re Looking For

• 3–8+ years of B2B sales experience, ideally in healthcare, SaaS, or AI
• Proven track record of closing enterprise deals
• Excellent communication, presentation, and negotiation skills
• Ability to manage multiple stakeholders and cross-functional initiatives
• Strong communicator with the ability to sell both vision and execution
• Comfortable building your own pipeline and working autonomously

Bonus Points

• Experience selling AI, automation, or voice tech
• Familiarity with EHRs, medical billing systems, or prior authorization workflows
• Networks within medical billing/RCM companies or hospital billing departments
• Background in fast-growing startups or high-ownership roles

Compensation

NYC Base Salary Range: $125,000 - $150,000 USD + equity & benefits
OTE: $250,000 - $300,000 USD (50/50 Split)