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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 handling payor interactions. The company has grown revenue 5x in the past year, partnered with 100+ healthcare organizations covering 150,000+ providers, and raised $35M (Series A 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 greenfield territory—accounts are open, whitespace is untouched, and the product wins in competitive evaluations. You will pick logos, build account plans, and run full sales cycles from first meeting to signature without inheriting a picked-over pipeline.
Key responsibilities:
- Own named accounts end-to-end: account planning, prospecting, discovery, pilot design, 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 acumen, not just a pitch
- Author quantified ROI business cases using customer data: cost-to-collect, denial rates, days in A/R, FTE redeployment, cash recovery
- Navigate enterprise procurement: RFPs, security reviews, HIPAA/BAA diligence, legal negotiation, 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 on calls, solutions and implementation teams to land pilots, and a product team that ships for your deals. Revenue is the company's single largest expansion opportunity, and this role sets the ceiling on growth velocity.
REQUIREMENTS:
- Track record of outperformance: top-tier quota attainment, President's Club, or closed deals others thought impossible
- 2–4 years of full-cycle closing experience
- Command of a sales methodology (MEDDPICC, Command of the Message, Challenger, etc.); strong qualification discipline and accurate forecasting
- Relationship-building as a core competency; ability to build trust with senior operators over time and win/hold C-suite rooms
- Entrepreneurial drive: comfortable getting scrappy and in the details while maintaining 10,000-foot strategy and adapting to market signals
- Comfort translating 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 sales hire who helped build the motion
