Founding Senior Account Executive
$125k - $150k USD
About Prosper AI:
At Prosper AI, we're pioneering the most advanced conversational AI agents tailored for the healthcare industry. Since our founding, we've successfully onboarded dozens of major customers, empowering hospitals and multispecialty clinics to get paid faster and more efficiently, through streamlined revenue cycle management.
Our AI agent, Paige, handles tasks like eligibility checks, prior authorizations, claim status follow-ups, and patient scheduling, reducing costs by over 50% for medical billing teams. We’re backed by top investors including Y Combinator (Airbnb, Coinbase) and Emergence Capital (Salesforce, Zoom), trusted by innovative healthcare organizations, and are reshaping a $4T industry.
The Role:
We’re looking for a high-performing Senior Account Executive to drive growth across healthcare providers, medical billing companies and pharmacy hubs. You’ll own the sales process end-to-end, with support from product and engineering to win deals fast. You’re proactive, product-curious, and thrive in early-stage, high-velocity environments.
The role is 100% in person in New York City.
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
Why Prosper
Early traction with real customers and revenue
Huge market opportunity in a broken industry
Competitive comp + uncapped commission + equity
Fast-moving team with high trust and ownership
Compensation range:
NYC Base Salary Range: $125,000 - $150,000 USD + equity & benefits
OTE: $250,000 - $300,000 USD (50/50 Split)