Flagler Health
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Head of Sales
role at
Flagler Health .
Flagler Health is a fast-growing healthtech company transforming how healthcare organizations deliver care through AI-powered workflow automation, remote patient engagement, and chronic care programs. Our platform serves providers and payers, with a freemium model and a focus on improving efficiency, lowering costs, and driving better outcomes.
Role
We are making our first Sales leadership hire to build a scalable, high-performing sales organization and move from founder-led sales to a repeatable, metrics-driven GTM engine. Reporting to the Co-Founder & CEO, Albert Katz, this is a player-coach role: closing deals while building and mentoring a world-class team of AEs and SDRs. You will own company revenue targets, design and enforce a disciplined sales process, and collaborate with Marketing and Product to shape commercial strategy.
Key Responsibilities
Revenue Ownership: Own company revenue targets and consistently deliver against them.
Organizational Transition: Lead the shift from founder-led sales to a self-sufficient, high-performing sales org.
Deal Execution: Travel extensively to meet prospects, close deals, and build long-term relationships.
Sales Playbooks: Develop repeatable, scalable sales processes and playbooks.
Pipeline Management: Forecast pipeline and revenue with precision.
Outbound Strategy: Design and execute outbound sales motions.
Inbound Alignment: Partner with Marketing to optimize MQL→SQL conversion and inbound lead flow.
Contract Negotiation: Negotiate enterprise-level contracts with providers, payers, and partners.
Channel Partnerships: Build and manage channel partner relationships to expand market reach.
Team Leadership: Train, mentor, and develop AEs and SDRs through weekly sessions.
Hiring & Scaling: Build and scale a high-performing sales team, instilling a culture of accountability and grit.
Tech Discipline: Enforce rigorous CRM usage to maintain clean data and accountability.
Customer Voice: 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.
Non-Functional Skills & Cultural Fit
Charismatic leader who can inspire while holding teams accountable.
Thrives in ambiguity and fast-changing startup environments.
Resilient, adaptable, and relentlessly gritty.
Gets things done: rolls up sleeves, fills gaps, and executes.
Strategic thinker with strong execution discipline.
Hates losing and competes with urgency.
Reasons to join Flagler Health
Fast-Growing Leader: Shape solutions for clinics and hospitals while advancing your career.
Leadership Opportunity: Build and lead a sales org from the ground up.
Untapped Market, No Competition: Innovate freely in a white-space market.
Valuable, Freemium Products: Sell tools with clear ROI and low barriers to adoption.
Meaningful Impact: Help providers save time and improve patient outcomes.
High Earning Potential: Strong commissions tied to a growing pipeline.
Cutting-Edge Tools: Access advanced CRM, analytics, and training systems.
Industry Network Growth: Build relationships with hospital administrators and clinicians.
OTE (cash): $250,000-$450,000 (base + bonus).
Equity: Competitive equity package.
PTO: Flexible paid time off policy.
Benefits: Health, dental, vision insurance.
This is what you can expect of your teammates at Flagler Health: a culture of persistence, growth, accountability, speed, and a focus on getting things right.
#J-18808-Ljbffr
Head of Sales
role at
Flagler Health .
Flagler Health is a fast-growing healthtech company transforming how healthcare organizations deliver care through AI-powered workflow automation, remote patient engagement, and chronic care programs. Our platform serves providers and payers, with a freemium model and a focus on improving efficiency, lowering costs, and driving better outcomes.
Role
We are making our first Sales leadership hire to build a scalable, high-performing sales organization and move from founder-led sales to a repeatable, metrics-driven GTM engine. Reporting to the Co-Founder & CEO, Albert Katz, this is a player-coach role: closing deals while building and mentoring a world-class team of AEs and SDRs. You will own company revenue targets, design and enforce a disciplined sales process, and collaborate with Marketing and Product to shape commercial strategy.
Key Responsibilities
Revenue Ownership: Own company revenue targets and consistently deliver against them.
Organizational Transition: Lead the shift from founder-led sales to a self-sufficient, high-performing sales org.
Deal Execution: Travel extensively to meet prospects, close deals, and build long-term relationships.
Sales Playbooks: Develop repeatable, scalable sales processes and playbooks.
Pipeline Management: Forecast pipeline and revenue with precision.
Outbound Strategy: Design and execute outbound sales motions.
Inbound Alignment: Partner with Marketing to optimize MQL→SQL conversion and inbound lead flow.
Contract Negotiation: Negotiate enterprise-level contracts with providers, payers, and partners.
Channel Partnerships: Build and manage channel partner relationships to expand market reach.
Team Leadership: Train, mentor, and develop AEs and SDRs through weekly sessions.
Hiring & Scaling: Build and scale a high-performing sales team, instilling a culture of accountability and grit.
Tech Discipline: Enforce rigorous CRM usage to maintain clean data and accountability.
Customer Voice: 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.
Non-Functional Skills & Cultural Fit
Charismatic leader who can inspire while holding teams accountable.
Thrives in ambiguity and fast-changing startup environments.
Resilient, adaptable, and relentlessly gritty.
Gets things done: rolls up sleeves, fills gaps, and executes.
Strategic thinker with strong execution discipline.
Hates losing and competes with urgency.
Reasons to join Flagler Health
Fast-Growing Leader: Shape solutions for clinics and hospitals while advancing your career.
Leadership Opportunity: Build and lead a sales org from the ground up.
Untapped Market, No Competition: Innovate freely in a white-space market.
Valuable, Freemium Products: Sell tools with clear ROI and low barriers to adoption.
Meaningful Impact: Help providers save time and improve patient outcomes.
High Earning Potential: Strong commissions tied to a growing pipeline.
Cutting-Edge Tools: Access advanced CRM, analytics, and training systems.
Industry Network Growth: Build relationships with hospital administrators and clinicians.
OTE (cash): $250,000-$450,000 (base + bonus).
Equity: Competitive equity package.
PTO: Flexible paid time off policy.
Benefits: Health, dental, vision insurance.
This is what you can expect of your teammates at Flagler Health: a culture of persistence, growth, accountability, speed, and a focus on getting things right.
#J-18808-Ljbffr