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Prosper AI is building voice AI agents that automate healthcare operations end-to-end—answering patient calls, scheduling appointments in EHRs, verifying insurance benefits, automating billing, and managing payor interactions. The company has grown revenue 5x in the last year, partnered with 100+ healthcare organizations covering 150,000+ providers, and raised $35M in Series A funding led by Andreessen Horowitz.
You will own a named account list of the largest provider organizations in the country: national MSOs, PE-backed platform groups, and multi-region specialty organizations. This is a greenfield opportunity with untouched whitespace and open accounts—you pick the logos, build the plan, and run every cycle from first meeting to signature. You will not inherit a picked-over pipeline.
Key responsibilities include:
- Own named accounts end-to-end: account planning, prospecting, discovery, pilot, negotiation, close, and expansion
- Run long-cycle, multi-stakeholder deals across revenue cycle, finance, IT, security, compliance, clinical operations, and procurement
- Build durable relationships with decision-makers (CFOs, COOs, CIOs, VPs of Revenue Cycle) by arriving with business insights rather than pitches
- Author quantified ROI business cases using customer data, modeling cost-to-collect, denial rates, days in A/R, FTE redeployment, and cash recovery
- Navigate enterprise procurement: RFPs, security reviews, HIPAA/BAA diligence, legal negotiation, and phased rollouts
- Convert pilots into platform commitments and design land-and-expand paths
- Direct resources (outbound, marketing, solutions engineering, founders) against your account plan
- Codify winning strategies into battlecards, templates, and qualification criteria for future reps
You will have founder-led sales support, solutions and implementation teams to land pilots, and a product team that ships what deals require. Revenue cycle is the company's single largest expansion opportunity, and this role sets the ceiling on expansion speed.
REQUIREMENTS:
- Track record of outperformance: top-tier quota attainment, President's Club, or closed deals others thought impossible
- 1–2 years of full-cycle closing experience
- Command of a sales methodology (MEDDPICC, Command of the Message, Challenger, etc.); you qualify hard, know deal status, and forecast accurately
- Relationship-building as a core competency; you build trust with senior operators over years and people seek you out again
- Entrepreneurial drive: comfortable getting scrappy and in the mud, while maintaining 10,000-foot strategy that adapts to market signals
- Comfort with technical products and ability to translate AI capability into operational and financial outcomes
BONUS:
- Healthcare provider, payer, or revenue cycle management (RCM) selling experience
- Experience selling AI, automation, or voice technology into regulated industries
- Fluency with EHR and practice management systems (Epic, athenahealth, ModMed, eClinicalWorks) and clearinghouse/RCM stacks
- Existing network across provider group leadership or PE-backed provider platforms
- Early-stage or hypergrowth startup background as an early rep who helped build sales motion
