Location / Work model / Industry / Compensation

• Location: New York, NY (Flatiron area)
• Work model: Onsite, 5 days/week
• Industry: Healthcare Technology / AI / B2B SaaS
• Compensation: $250,000–$300,000 OTE (typical 50/50 split), with base $125,000–$150,000 + variable, plus equity (details vary by level)

About the Company (our partner)

Our partner is an early-stage, high-growth healthcare AI company building the AI front office for outpatient specialty practices. Their platform helps practices run high-volume administrative workflows—like scheduling calls, referrals, document processing, outbound patient outreach, and insurance verification—so clinics can operate more efficiently and get paid reliably.

The Opportunity

This is a full-cycle Enterprise AE role selling into multi-location outpatient specialty groups (often private-equity-backed operators). Deal sizes are meaningful—$100K+ annual contracts, with some seven-figure opportunities—and sales cycles run ~60–120 days. You’ll own deals end-to-end and are expected to generate pipeline through a mix of BDR support and your own outbound prospecting (cold calling + LinkedIn).

Responsibilities

• Own the full sales cycle: prospecting → discovery → demo → proposal → negotiation → close
• Build pipeline via BDR-sourced meetings + self-sourced outbound until your calendar is full
• Conduct discovery and demos with executive stakeholders at multi-site specialty groups
• Drive multi-threaded deal processes, maintain momentum, and manage long-cycle opportunities
• Build proposals, coordinate internal stakeholders, and close complex enterprise contracts
• Attend conferences/events (expected ~5+ conferences/year) and travel as needed to close strategic accounts
• Over time, develop specialty/vertical expertise (e.g., dermatology) as the team scales

Requirements

• 3+ years in sales, including 2+ years closing as an AE (mid-market/enterprise strongly preferred)
• Comfortable in an outbound-heavy environment; proven ability to self-source pipeline
• Strong discovery, deal strategy, negotiation, and forecasting fundamentals
• Prior experience in a startup environment (Series A/B-style) strongly preferred
• High ownership, resilience, and drive; thrives in an intense, high-expectations culture
• Ability to work onsite in NYC 5 days/week and travel periodically
• Healthcare experience is a plus, not required