Sr. Director, Sales

Parachute Health Technologies, Inc.

Job Overview

Location

U. S. (Remote)

Job Type

Full-time

Full Job Description

📋 Description

• Lead and scale the Home Medical Equipment (HME) SaaS revenue engine by owning end-to-end sales strategy and execution for the HME segment.
• Directly manage, coach, and develop a team of sales professionals including new business, account management, and hybrid roles to drive consistent quota attainment.
• Establish clear performance expectations, KPIs, and accountability frameworks across the sales organization to ensure alignment with company revenue and growth objectives.
• Drive a high-performance, customer-centric sales culture focused on long-term client relationships and retention within the HME provider ecosystem.
• Achieve and exceed bookings, annual recurring revenue (ARR), and customer retention targets across small business, mid-market, and enterprise HME customers.
• Oversee end-to-end pipeline generation, forecasting accuracy, and deal execution for complex consultative sales cycles in the healthcare technology space.
• Actively participate in strategic and enterprise-level deal negotiations with HME owners, operators, and clinical leaders to secure large-scale contracts.
• Build and maintain trusted executive relationships with key decision-makers across the HME industry to position Parachute Health as a trusted technology partner.
• Collaborate closely with Marketing to design and execute vertical-specific demand generation campaigns and messaging tailored to HME providers.
• Partner with Customer Success to ensure seamless handoffs, drive product adoption, maximize renewals, and identify upsell opportunities post-sale.
• Coordinate with Strategic Partnerships teams to leverage joint opportunities with manufacturers and integrated healthcare platforms.
• Implement, optimize, and enforce standardized sales processes, playbooks, and CRM discipline to improve efficiency and predictability in sales operations.
• Gather and synthesize market and customer insights from sales interactions to inform product roadmap decisions and go-to-market strategy.
• Maintain deep understanding of SaaS metrics including ARR, CAC, churn, and expansion to guide sales strategy and resource allocation.

🎯 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

🏖️ 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: Dedicated NYC office with co-working space reimbursement options
• 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

Skills & Technologies

Senior

Remote

$155k-175k

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Parachute Health Technologies, Inc.

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About Parachute Health Technologies, Inc.

Parachute Health Technologies operates a digital ordering platform that connects physicians, health plans, and durable medical equipment suppliers. The cloud-based system replaces fax and phone-based workflows with automated prior authorization, real-time insurance verification, and electronic documentation to supply wheelchairs, oxygen, diabetes supplies, and other DME to patients faster while reducing administrative costs for providers and payers across the United States.

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