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Salary: USD 200,000 - 255,000 / annual
Parachute Health is the leading digital ordering platform for medical equipment and supplies, connecting 300,000+ clinicians and 3,000+ supplier locations across all 50 states. This is a new VP-level leadership role reporting to the EVP of Revenue Operations, with responsibility for building and scaling Parachute's Revenue Enablement function from its current state into a durable, well-resourced operation with clear operating model and strategic influence over go-to-market execution.
You will take over the existing Enablement team and programs, then expand the function to support four distinct sales motions (Supplier, Health System, Clinician Activation, and Payor), internal sales teams (BDRs and AEs), external supplier sales representatives, Customer Success, Account Management, and cross-functional partners in Marketing and Product.
Key responsibilities include: directly managing and developing Enablement Directors; hiring and scaling the team as the go-to-market org grows; owning new-hire onboarding and ramp programs with explicit goals to reduce time-to-first-deal and time-to-quota; driving seller productivity metrics including activity quality, pipeline generation, and quota attainment; building and maintaining sales playbooks including lead-attack speed-to-lead protocols; designing and implementing HubSpot adoption across sales motions; owning the Supplier Sales Rep (SSR) program with dedicated curriculum and certification; building channel enablement tracks for the partner ecosystem; creating content architecture and certification programs for all seller-facing roles; running regular call reviews and deal coaching grounded in real pipeline and Gong data; training sales leaders to build their own coaching capability; partnering with Revenue Operations, Revenue Systems, Data Analytics, and Sales leadership across all motions to translate strategy into field-ready execution; building KPI frameworks for both Enablement team performance (ramp time, certification completion, content usage) and sales team outcomes (quota attainment, win rate, pipeline conversion); and representing Enablement in company planning cycles.
You will work in a remote-first environment with a dedicated NYC office and co-working reimbursement options. The role requires building durable systems rather than one-off solutions, coaching with data and hard truths, balancing strategy and execution, maintaining executive presence, and bringing structure to ambiguity with urgency.
REQUIREMENTS:
- 10+ years in revenue enablement, sales training, or related revenue leadership role, including 5+ years leading teams
- Track record of building or meaningfully scaling an enablement function (not just running an already-built one)
- Experience supporting multiple sales motions or segments (enterprise, mid-market, channel/partner); healthcare or complex B2B2C environments a plus
- Experience enabling partners or channel sellers, not only direct employees
- Bachelor's degree in related field or equivalent experience
- Hands-on experience with CRM (HubSpot preferred), content/enablement platform, and conversation intelligence tools (Gong or similar)
- Ability to build and read reporting on ramp time, content usage, and rep performance
- Experience designing curriculum, certification programs, and coaching frameworks from scratch
