Flagler Health

Head of Sales

Flagler Health

full-time

Posted on:

Origin:  • 🇺🇸 United States • New York

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Job Level

Lead

Tech Stack

ReactSQL

About the role

  • Own company revenue targets and consistently deliver against them.
  • Lead the shift from founder-led sales to a self-sufficient, high-performing sales org.
  • Travel extensively to meet prospects, close deals, and build long-term customer relationships.
  • Develop repeatable, scalable sales processes and playbooks.
  • Forecast pipeline and revenue with precision.
  • Design and execute outbound sales motions.
  • Partner with Marketing to optimize MQL→SQL conversion and inbound lead flow.
  • Negotiate enterprise-level contracts with providers, payers, and partners.
  • Build and manage channel partner relationships to expand market reach.
  • Train, mentor, and develop AEs and SDRs through weekly sessions.
  • Build and scale a high-performing sales team, instilling a culture of accountability and grit.
  • Enforce rigorous CRM usage to maintain clean data and accountability.
  • Serve as the voice of the customer, relaying market insights to leadership and product teams.

Requirements

  • 6+ years of experience in B2B tech sales, with ~2 years in a player/coach leadership role within high-growth startup environments.
  • Proven track record of closing enterprise-level healthtech deals with domain relevance (clinics, provider groups, health systems).
  • Strong negotiation and contract management experience.
  • Demonstrated ability to design and enforce disciplined GTM processes.
  • Deep knowledge of healthcare: provider and payor economics, stakeholder mapping, regulatory considerations, and healthcare org pain points.
  • Tech-savvy and analytics-driven with experience building pipeline forecasts and revenue models.
  • Skilled in pricing, ICP definition, segmentation, and sales operations.
  • Strong people management and training skills.