Account Executive

Flagler Health is building the clinical operating system for modern musculoskeletal care.

We partner with MSK provider groups and specialty clinics to help them grow, operate more efficiently, and deliver better longitudinal care across patient acquisition, clinical workflows, and ongoing patient engagement. Our platform sits at the intersection of care delivery and clinic operations, helping providers capture more value across the full patient lifecycle.

We’ve recently raised our Series B and are entering our next phase of growth. We’re hiring a Head of Marketing to build and scale the marketing engine that will drive that growth.

This is a pipeline and revenue role. Success means generating high-quality pipeline from the right provider groups, and helping convert that into revenue in a complex, trust-driven market.

Role

We are building out our sales team to build a scalable, high-performing sales organization and take the company from founder-led sales to a repeatable, metrics-driven GTM engine.

As an Account Executive, you’ll be our boots on the ground - closing deals at provider groups and health systems across the country. You’ll own a sales target and will assist Flagler leadership directly in building out sales team processes and culture. This is a rare chance to join a company at an inflection point and directly influence growth and market leadership.

Key Responsibilities

• Inbound Lead Management: Respond to and qualify inbound inquiries to convert them into sales opportunities, managing the full sales cycle for some accounts.

• Lead Generation: Identify and qualify new sales opportunities through various channels (e.g., email, warm handoffs, industry conferences).

• Prospect Engagement: Conduct outreach to prospective clients to introduce our offerings, generate interest, and nurture relationships through the sales pipeline. Lead meetings and demos with decision-makers set up weekly by the SDR team.

• CRM Management: Maintain accurate and up-to-date records of all prospect and customer interactions and activities in the CRM throughout the sales cycle.

• Sales Development & Execution: Continuously learn and apply sales best practices and techniques across the entire sales process, from prospecting to closing.

• Collaboration: Partner with other Account Executives and Marketing to ensure a seamless handoff of qualified leads (when applicable) and alignment on outreach and closing strategies.

• Market Feedback: Relay market insights and prospect/customer feedback to sales and product teams to help refine messaging and offerings.

• Prospect & Account Research: Research target accounts and contacts to understand their needs and tailor outreach and sales efforts.

Requirements

• 2+ years of experience as an Account Executive in healthcare SaaS sales, preferably within high-growth startup environments.

• Demonstrated ability to consistently meet and exceed sales quotas by generating qualified leads, building and managing a robust pipeline, and closing deals.

• Proficiency in CRM software (e.g., Attio, SalesForce, Hubspot) and sales engagement tools (Zoominfo, Clay) to manage the sales cycle effectively.

• Strong understanding of healthcare terminology, market dynamics, and competitive landscape to effectively position solutions.

• Exceptional communication, interpersonal, and presentation skills with a proven ability to build rapport and trust with clients.

• Self-motivated and results-oriented with a strong work ethic and a proactive approach to prospecting and account management.

Non-Functional Skills & Cultural Fit

• 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:

1. Fast-Growing Leader: Shape solutions for clinics and hospitals while advancing your career.

2. Leadership Opportunity: Build and lead a sales org from the ground up.

3. Untapped Market, No Competition: Innovate freely in a white-space market.

4. Valuable, Freemium Products: Sell tools with clear ROI and low barriers to adoption.

5. Meaningful Impact: Help providers save time and improve patient outcomes.

6. High Earning Potential: Strong commissions tied to a growing pipeline.

7. Cutting-Edge Tools: Access advanced CRM, analytics, and training systems.

8. Industry Network Growth: Build relationships with hospital administrators and clinicians.

• OTE (cash): $80,000-$350,000 (comprises base + variable bonus).

• Equity: Competitive equity package.

• PTO: Flexible paid time off policy.

• Benefits: Health, dental, vision insurance.

Our values

This is what you can expect of your teammates at Flagler:

• Persistence + ownership of outcomes: We wear many hats and aren’t afraid to run through walls to solve hard problems.

• Personal + professional growth: We push ourselves to learn new things and embrace challenges, even if it means that we sometimes fail.

• Don’t take things personally: We value and react quickly to constructive feedback.

• Speed is our ally: In the fast-paced world of startups, we understand the value of moving swiftly. We thrive on the adrenaline of working rapidly.

• Be Right: We are highly detailed oriented and try to be right, a lot.