Enterprise AI Account Executive – Healthcare Ops

Prosper AI; New York (NY); On-site; USD 150,000 - 210,000; Full time

Job summary

Prosper AI is hiring an Enterprise Account Executive to own a named list of the largest U.S. provider organizations. You will lead end-to-end cycles from first meeting to signature, navigating multi-stakeholder buying, RFPs, and security reviews.

You’ll build ROI models and drive land-and-expand motions across multi-site deployments. Ideal candidates have 6+ years in full-cycle closing, deep enterprise experience, and a track record of exceeding quota.

Qualifications

• 6+ years of full-cycle closing experience, with at least 3 in enterprise or strategic accounts and $250K+ ACV deals.
• Proven track record of top-tier quota attainment and large deals.
• Knowledge of MEDDPICC or similar sales framework and ability to forecast accurately.
• Strong relationship-building with senior executives over years.
• Entrepreneurial drive and ability to operate in a fast-moving startup environment.
• Ability to translate AI/product capabilities into operational and financial outcomes.

Responsibilities

• Own a named account list 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, and hold every thread yourself.
• Build durable relationships with the people who decide. Invest in multi-year relationships with CFOs, COOs, CIOs, and VPs of Revenue Cycle.
• Author the ROI case. Build business cases using customer data and defend them in front of CFOs.
• Navigate RFPs, security reviews, HIPAA/BAA diligence, legal negotiations, and multi-site rollouts.
• Convert pilots into platform commitments and design land-and-expand paths.
• Direct the resources around deals: outbound, marketing, solutions engineering, and founders.
• Codify best practices into battlecards and templates for future reps.

Skills

Enterprise sales

Quota attainment

MEDDPICC

Challenger method

C-suite relationships

Strategic planning

Job description

Prosper AI is hiring an Enterprise Account Executive to own a named list of the largest U.S. provider organizations. You will lead end-to-end cycles from first meeting to signature, navigating multi-stakeholder buying, RFPs, and security reviews.

You’ll build ROI models and drive land-and-expand motions across multi-site deployments. Ideal candidates have 6+ years in full-cycle closing, deep enterprise experience, and a track record of exceeding quota.