Prosper Verified
FinTech, Financial Services, Online Lending
Founding Senior Account Executive
New York, New York, United StatesOnsiteFull TimeSenior$100,000–$150,000 /yrPosted 2 months agoVisa sponsorship availableHidden Gem · YC Startup
Role summary
Prosper AI is seeking a Founding Senior Account Executive to drive growth in the healthcare industry. This role involves owning the end-to-end sales cycle, from outbound prospecting to closing 5-6 figure deals. The ideal candidate has 3-8+ years of B2B sales experience, preferably in healthcare, SaaS, or AI, with a proven track record of closing enterprise deals. This is a fully in-person role in New York City, offering competitive compensation, equity, and benefits within a fast-growing startup environment.
**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:** $100,000 - $150,000 USD + equity & benefits
* **OTE:** $200,000 - $300,000 USD (50/50 Split)
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:** $100,000 - $150,000 USD + equity & benefits
* **OTE:** $200,000 - $300,000 USD (50/50 Split)
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