As a Director of Health System Sales, you will join Parachute Health’s efforts to expand and deepen our partnerships with enterprise health systems nationwide. You will drive your health system pipeline to drive growth through new business, expansion, and deep integration with leading EMRs and hospital workflows.

Responsibilities

Sales Leadership & Strategy:

Collaborate with the Enterprise Health System team to develop and execute a comprehensive go-to-market strategy for health system sales. Identify, prioritize, and pursue new business opportunities and expansion within existing enterprise accounts.

Enterprise Sales Execution:

Drive the full sales cycle with health system prospects, from initial outreach and discovery through contract negotiation and close. Lead executive-level presentations and build trusted relationships with clinical, operational, and IT leadership at health systems.

Integration & Implementation Support:

Partner with Product, Implementation, and Account Management teams to ensure seamless onboarding and deep integration with EMRs such as Epic and Cerner. Guide clients through complex integration projects, including HL7 and FHIR workflows, SSO, and bi-directional data exchange. Have

Market & Industry Engagement:

Represent Parachute Health at industry conferences, networking events, and client meetings. Stay abreast of market trends, regulatory changes, and competitive landscape to inform sales strategy and product positioning.

Sales Process Optimization:

Leverage CRM and analytics tools to manage pipeline, forecast revenue, and track key performance indicators (KPIs) such as new logos, expansion revenue, integration depth, and customer satisfaction.

Cross-Functional Leadership:

Collaborate with Marketing, Customer Success, Product, and R&D to align sales efforts with company objectives and ensure a unified approach to market.

Required Qualifications

• Bachelor’s degree required; advanced degree (MBA, MHA) preferred.
• 5+ years of progressive sales experience, with at least 3 years selling IT/SAAS solutions into enterprise health systems or large hospital networks.
• Proven track record of exceeding sales targets in a healthcare technology or SaaS environment, ideally with DME, EHR, or health IT solutions.
• Deep understanding of health system workflows, health system structure & contracting processes, EMR integration (Epic, Cerner, etc.), and the complexities of healthcare provider organizations.
• Exceptional communication, negotiation, and executive presentation skills.
• Strong technical acumen, including the ability to partner with product and implementation teams on complex integrations.
• Analytical mindset with experience managing pipeline, forecasting, and data-driven decision making.
• Willingness to travel up to 40% for client meetings, conferences, and industry events.

Desired Attributes

• Strategic thinker with a hands-on, entrepreneurial approach.
• Comfortable navigating ambiguity and driving results in a fast-paced, high-growth environment.
• Collaborative leader who thrives in cross-functional teams and values transparency, accountability, and diversity of thought.
• Clear communicator visually, verbally and in writing
• Humble, escalates and communicates to drive to fast resolutions
• Passion for improving patient outcomes and transforming healthcare delivery.

Benefits

• Medical, Dental, and Vision Coverage
• 401(k) Retirement Plan
• Remote-First Company with the option to work from our New York City office
• Equity Incentive Plan
• Annual Company-Wide Bonus (up to 15%)
• Flexible Vacation Policy
• Summer Fridays - 5 Fridays Off During Summer (Separate From PTO)
• Monthly Internet Stipend
• Annual Home Office Stipend

Base Salary:

$120-165K Base + Commission