Senior Director, Sales

🕒 March 2

🇺🇸 United States – Remote

💵 $120k - $165k / year

⏰ Full Time

🟠 Senior

🤑 Sales

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Parachute Health

WebsiteLinkedInAll Job Openings

201 - 500 employees

Founded 2015

☁️ SaaS

🤝 B2B

📋 Compliance

SaaS • B2B • Compliance

Parachute Health is a healthcare technology company that provides a SaaS platform for digitizing and streamlining Durable Medical Equipment (DME) ordering and ePrescribing. Its platform connects clinicians, DME/HME suppliers, and payors to accelerate order entry, automate intake (including AI-based fax digitization), integrate with EHRs and ERPs, and improve order accuracy and compliance. Parachute emphasizes security and regulatory compliance (HIPAA, SOC 1/2, HITRUST) while serving B2B healthcare customers across the care continuum.

📋 Description

• Own and execute the HME sales strategy aligned to company revenue and growth objectives • Lead, coach, and develop a sales professionals (new business, account management, or hybrid, as applicable) • Establish clear performance expectations, KPIs, and accountability across the team • Drive a high-performance, customer-centric sales culture • Achieve and exceed bookings, ARR, and retention targets within the HME segment • Oversee pipeline generation, forecasting accuracy, and deal execution • Actively participate in strategic and enterprise-level deals • Build trusted executive relationships with HME owners, operators, and clinical leaders • Gather market and customer insights to inform product roadmap and go-to-market strategy • Partner with Marketing on demand generation, messaging, and vertical-specific campaigns • Work closely with Customer Success to ensure smooth handoffs, adoption, renewals, and upsell • Coordinate with Strategic Partnerships (e.g., manufacturers, integrated platforms) to drive joint opportunities • Implement and optimize sales processes, playbooks, and CRM discipline

🎯 Requirements

• 5-10+ years of progressive sales leadership experience, preferably in SaaS • Direct experience selling to Home Medical Equipment (HME), DME, or closely related healthcare providers • Proven track record of leading and scaling sales teams with consistent quota attainment • Strong understanding of SaaS metrics (ARR, CAC, churn, expansion) • Experience managing complex, consultative sales cycles • Experience selling workflow, revenue cycle, or operational software in healthcare (Preferred) • Familiarity with HME regulatory and reimbursement environments (Preferred) • Experience partnering with channel or technology integration partners (Preferred) • Background working with mid-market and enterprise healthcare customers (Preferred)

🏖️ Benefits

• Medical, Dental, and Vision Coverage: Comprehensive plans with options for low-to-no-cost premiums. • Employer HSA Contribution: Company-funded contributions to your Health Savings Account. • 401(k) Retirement Plan • Equity Incentive Plan • Annual Company-Wide Bonus: Opportunity for up to 15% bonus based on company performance. • Remote-First Culture: We are remote-first with a dedicated NYC office and reimbursement options for co-working spaces. • Flexible Vacation Policy • Summer Fridays: 5 additional Fridays off during the summer (separate from PTO). • Home Office and Wellness Stipend • Monthly Internet Stipend • Annual Learning and Development Stipend