[Hiring] VP of Revenue Enablement @Parachute Health

Role Description

The VP of Revenue Enablement is a new, dedicated leadership role for Parachute's Enablement function, reporting to the EVP of Revenue Operations as a peer to the leaders of Revenue Operations, Revenue Systems, and Data Analysis.

You'll take over Parachute's existing Enablement team and the programs already in flight, and build from there into a durable, well-resourced function with a clear operating model and a real seat in how Parachute plans and runs go-to-market. You'll have latitude to shape the team as the function matures.

This role exists to grow the business:

• Build a team of effective, efficient sellers and sales leaders.
• Put in place the training, content, coaching, and tools that make every seller and partner productive faster.

Revenue Enablement sits inside Revenue Operations and plugs directly into how Parachute sells:

• BDR and AE teams across all four sales motions (Supplier, Health System, Clinician Activation, and Payor).
• External supplier reps who sell Parachute on our behalf.
• Customer Success and Account Management teams.
• Marketing and Product Marketing functions that support them.

What You'll Do

• Build and lead the team:
  • Directly manage and develop Parachute's Enablement Directors.
  • Hire, onboard, and develop future enablement team members.
  • Set the standard for enablement excellence at Parachute.
• Own the enablement program:
  • Take ownership of the pillars defined in Parachute's Enablement Program.
  • Own new-hire onboarding and ramp across internal seller-facing roles.
  • Own seller productivity as an ongoing metric.
  • Drive rep-side HubSpot adoption.
  • Build and maintain the playbooks that run our day-to-day motion.
• Enable partners and the channel:
  • Own the SSR (Supplier Sales Rep) program.
  • Build a dedicated Channel Enablement track for the wider partner ecosystem.
  • Measure partner-sourced activity and productivity.
• Build the content and certification system:
  • Build a content architecture that gets sellers and partners the right asset at the right moment.
  • Design certification programs for every seller-facing role.
  • Partner with Product Marketing, Product, and Revenue Operations to keep messaging current.
• Coach performance, not just training:
  • Run a regular cadence of call reviews, deal coaching, and skill-building.
  • Train the trainers and build frontline sales leaders' coaching ability.
  • Partner with Sales and Customer Success leadership to diagnose skill gaps.
  • Use Gong and pipeline data to find what's working in the field.
• Partner and measure:
  • Partner with Revenue Operations, Revenue Systems, and Data Analytics.
  • Build and manage the KPI framework for the Enablement team's performance.
  • Represent Enablement in Parachute's planning cycles.

Qualifications

• 10+ years in revenue enablement, sales training, or a related revenue leadership role.
• 5+ years leading teams.
• A track record of building or meaningfully scaling an enablement function.
• Experience supporting multiple sales motions or segments.
• Experience enabling partners or a channel who sell on your behalf.
• Bachelor's degree in a related field, or equivalent experience.

Requirements

• Hands-on experience with a CRM (HubSpot preferred), a content or enablement platform, and conversation intelligence tools (Gong or similar).
• Comfort building and reading reporting on ramp time, content usage, and rep performance.
• Experience designing curriculum, certification programs, and coaching frameworks from scratch.

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.
• 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.
• Annual Company-Wide Bonus: Opportunity for a bonus based on company performance.
• Base Salary Band (based on experience and level): $200,000–$255,000.