Sr. Director, Sales at Parachute Health

<div class="content-intro"><div>Parachute Health is transforming post-acute care through the leading digital ordering platform for medical equipment and supplies. We replace the outdated, error-prone paper and fax process, which negatively impacts over 30 million patients annually, with a system that’s 10 times faster. Our platform connects a vast network of Home Medical Equipment (HME) providers, clinicians, and payors across all 50 states, ensuring millions of patients get the life-saving products they need quickly and efficiently.&nbsp;</div> <div>&nbsp;</div> <div>Join our team and make a difference in patient care.</div></div><p><span style="font-size: 12pt;"><strong>About the Role</strong></span></p> <p><span style="font-size: 12pt;">The Sr. Director, Sales of Home Medical Equipment (HME) Sales is responsible for leading and scaling the company’s HME-focused SaaS revenue engine. This role owns sales strategy, execution, and team leadership for a sales organization, driving lead generation, new customer acquisition, and retention across HME providers ranging from small business, mid-market to enterprise.</span></p> <p><span style="font-size: 12pt;">This leader partners closely with Marketing, Customer Success, Product, and Strategic Partnerships to deliver predictable growth, shorten sales cycles, and position the company as a trusted technology partner within the HME ecosystem.</span></p> <p><span style="font-size: 12pt;"><strong>Key Responsibilities</strong></span></p> <ul> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Own and execute the HME sales strategy aligned to company revenue and growth objectives</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Lead, coach, and develop a sales professionals (new business, account management, or hybrid, as applicable)</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Establish clear performance expectations, KPIs, and accountability across the team</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Drive a high-performance, customer-centric sales culture</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Achieve and exceed bookings, ARR, and retention targets within the HME segment</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Oversee pipeline generation, forecasting accuracy, and deal execution</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Actively participate in strategic and enterprise-level deals</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Build trusted executive relationships with HME owners, operators, and clinical leaders</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Gather market and customer insights to inform product roadmap and go-to-market strategy</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Partner with Marketing on demand generation, messaging, and vertical-specific campaigns</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Work closely with Customer Success to ensure smooth handoffs, adoption, renewals, and upsell</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Coordinate with Strategic Partnerships (e.g., manufacturers, integrated platforms) to drive joint opportunities</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Implement and optimize sales processes, playbooks, and CRM discipline</span></li> </ul> <p><span style="font-size: 12pt;"><strong>Qualifications &amp; Experience</strong></span></p> <p><span style="font-size: 12pt;">Required Experience&nbsp;</span></p> <ul> <li style="font-size: 12pt;"><span style="font-size: 12pt;">5-10+ years of progressive sales leadership experience, preferably in SaaS</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Direct experience selling to Home Medical Equipment (HME), DME, or closely related healthcare providers</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Proven track record of leading and scaling sales teams with consistent quota attainment</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Strong understanding of SaaS metrics (ARR, CAC, churn, expansion)</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Experience managing complex, consultative sales cycles</span></li> </ul> <p><span style="font-size: 12pt;">Preferred Experience&nbsp;</span></p> <ul> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Experience selling workflow, revenue cycle, or operational software in healthcare</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Familiarity with HME regulatory and reimbursement environments</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Experience partnering with channel or technology integration partners</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Background working with mid-market and enterprise healthcare customers</span></li> </ul> <p><span style="font-size: 12pt;"><strong>Benefits</strong></span></p> <ul> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Medical, Dental, and Vision Coverage: Comprehensive plans with options for low-to-no-cost premiums.</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Employer HSA Contribution: Company-funded contributions to your Health Savings Account.</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">401(k) Retirement Plan</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Equity Incentive Plan</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Annual Company-Wide Bonus: Opportunity for up to 15% bonus based on company performance.</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Remote-First Culture: We are remote-first with a dedicated NYC office and reimbursement options for co-working spaces.</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Flexible Vacation Policy</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Summer Fridays: 5 additional Fridays off during the summer (separate from PTO).</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Home Office and Wellness Stipend</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Monthly Internet Stipend</span></li> <li style="font-size: 12pt;"><span style="font-size: 12pt;">Annual Learning and Development Stipend</span></li> </ul> <p><span style="font-size: 12pt;"><strong>Base Salary Bands (based on experience and level)</strong></span></p> <p><span style="font-size: 12pt;">$155,000 - $175,000</span><br><br></p><div class="content-conclusion"><p style="text-align: left;"><span style="font-size: 12pt;"><em>California job applicants may access the Notice of Collection of Personal Information and Privacy Policy with information and rights required by the California Privacy Rights Act (CPRA) the link&nbsp;<a class="c-link" href="https://www.parachutehealth.com/cpra" target="_blank" data-stringify-link="https://www.parachutehealth.com/cpra" data-sk="tooltip_parent">here</a>.</em></span></p> <p class="p1" style="text-align: left;"><span style="font-size: 12pt;"><em>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.</em></span></p> <p class="p1" style="text-align: left;"><span style="font-size: 12pt;"><strong><em>This role is not eligible for employer visa sponsorship. Applicants must be legally authorized to work in the United States at the time of application and for the duration of employment. The Company does not sponsor employment authorization for this position.</em></strong></span></p> <p>&nbsp;</p></div>