Parachute Health is seeking a Sr. Director, Sales to lead and scale our Home Medical Equipment (HME)-focused SaaS revenue engine. You will own sales strategy, execution, and team leadership, driving new customer acquisition, lead generation, and retention across HME providers of all sizes.
What You'll Do
- Own and execute the HME sales strategy aligned with company revenue and growth objectives.
- Lead, coach, and develop sales professionals across new business and account management.
- 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.
What We're Looking For
- 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.
Nice to Have
- Experience selling workflow, revenue cycle, or operational software in healthcare.
- Familiarity with HME regulatory and reimbursement environments.
- Experience partnering with channel or technology integration partners.
- Background working with mid-market and enterprise healthcare customers.
Benefits & Compensation
- Compensation range: $120,000 - $165,000.
- Medical, Dental, and Vision Coverage: Comprehensive plans with options for low-to-no-cost premiums.
- Employer HSA Contribution.
- 401(k) Retirement Plan.
- Equity Incentive Plan.
- Annual Company-Wide Bonus: Opportunity for up to 15% based on company performance.
- Flexible Vacation Policy.
- Summer Fridays: 5 additional Fridays off during the summer.
- Home Office and Wellness Stipend.
- Monthly Internet Stipend.
- Annual Learning and Development Stipend.
Work Mode
This role is part of our remote-first culture. We have a dedicated NYC office and offer reimbursement options for co-working spaces.
We are proud to be an equal opportunity employer that does not discriminate on the basis of actual or perceived race, color, creed, religion, national origin, ancestry, citizenship status, age, sex or gender (including pregnancy, childbirth related medical conditions and lactation), gender identity or gender expression (including transgender status), sexual orientation, marital status, military service and veteran status, disability, genetic information, or any other characteristic protected by applicable federal, state, or local laws and ordinances.
