VP, Sales & Success

Pavilion • Anywhere, NY

5d • Remote

About The Position

Pavilion began as a bold experiment to solve a personal problem. In the early 2010s, founder Sam Jacobs realized that the higher he climbed in go-to-market leadership, the lonelier the journey became. Those peer conversations—equal parts therapy, strategy, and camaraderie—sparked a global community of GTM professionals united by shared learning and support. Today, Pavilion serves nearly 10,000 members worldwide with industry-leading retention and profitability. At over $10M ARR, the brand is synonymous with excellence in GTM leadership. Our next chapter: strengthen the Pavilion brand, deepen the member experience, and ensure every professional who joins not only finds value but thrives. We're seeking an exceptional VP, Revenue & Member Growth to own Pavilion's complete revenue lifecycle—from acquisition to long-term retention. This is a high-impact leadership role where you'll drive new member acquisition, member retention and B2B sales, managing a team of 6-8 revenue professionals including sellers and member success managers. You'll be responsible for delivering on ambitious growth targets while maintaining industry-leading retention rates, leveraging cutting-edge AI tools to maximize team productivity and effectiveness. Reporting to the President , you'll partner closely with the VP of Marketing (driving inbound leads) and VP of RevOps (optimizing systems, processes, and enablement) to create a seamless, high-performing revenue engine. You'll bring operational rigor, strategic thinking, and inspirational leadership to help scale Pavilion while preserving what makes our community beloved.

Requirements

• 8-12+ years of revenue experience with at least 4-5 years in leadership roles managing acquisition and/or retention teams
• Demonstrated experience implementing and leveraging AI tools across sales and customer success functions to drive team productivity and performance improvements
• Proven track record leading B2C or hybrid B2C/B2B sales in membership, subscription, or community-based businesses
• Deep understanding of member lifecycle management, retention strategies, and expansion motions
• Experience driving GRR improvements and building high-performing customer success or member success organizations

Nice To Haves

• Experience selling or serving GTM executives (CROs, CMOs, VPs of Sales, etc.)
• Background in professional development, learning, or membership organizations
• Hands-on experience with AI-powered sales and customer success platforms such as Gong, Chorus, Clari, Gainsight, ChurnZero, or similar conversation intelligence and predictive analytics tools

Responsibilities

• Own end-to-end revenue performance including new ARR, Gross Retained Revenue (GRR), churn rate, and B2B/sponsorship sales
• Develop and execute integrated acquisition and retention strategies that drive sustainable, capital-efficient growth
• Set quarterly and annual targets for the revenue team, allocating resources to maximize both growth and retention
• Partner with Marketing, Member Experience, and RevOps to optimize the full member journey from first touch through renewal and expansion
• Champion the adoption of AI-powered sales and success tools to drive productivity gains and competitive advantage across the revenue organization
• Build, lead, and mentor a team of 6-8 revenue professionals including new member sellers and member success managers
• Foster a culture of accountability, collaboration, and continuous improvement within a lean, high-impact environment
• Establish clear performance metrics, coaching rhythms, and development pathways for team members
• Balance individual accountability with team collaboration—ensuring acquisition and retention teams work as one revenue organization
• Recruit, onboard, and retain top talent as the team scales alongside company growth
• Train and enable team members on AI tool adoption, ensuring they leverage technology to maximize their effectiveness
• Lead new member sales efforts, ensuring consistent pipeline generation, conversion, and quality
• Collaborate closely with VP, RevOps to implement AI-powered sales tools for lead scoring, conversation intelligence, pipeline forecasting, and sales engagement to improve win rates and cycle times
• Develop and refine sales playbooks, positioning, and objection handling for selling to GTM executives
• Optimize sales processes, cycle times, and win rates through data-driven experimentation
• Work closely with Marketing to maximize lead quality, conversion rates, and campaign ROI
• Leverage AI conversation intelligence tools to identify best practices, coach sellers, and continuously improve sales effectiveness
• Drive world-class retention by ensuring members experience value, engagement, and ROI from Pavilion
• Deploy AI-powered customer success tools to predict churn risk, identify expansion opportunities, and personalize member engagement at scale
• Develop proactive member success strategies including onboarding, engagement milestones, and renewal processes
• Identify and address churn risks early, implementing intervention strategies to save at-risk members
• Partner with the Member Experience team to ensure Pavilion is delivering delight to members throughout their journey with us
• Own and report on key revenue metrics: new ARR, GRR, churn rate, CAC payback, LTV:CAC ratio
• Work closely with VP of RevOps to optimize CRM usage, forecasting accuracy, and process efficiency
• Implement data-driven decision making across the team, using insights to continuously improve performance
• Maintain accurate forecasting and pipeline visibility for leadership and board reporting
• Serve as a core member of the leadership team, contributing to overall company strategy and decision-making
• Partner with VP of Marketing to align on messaging, campaigns, and lead quality expectations
• Collaborate with VP of RevOps on tooling, data infrastructure, and process optimization
• Work with the Member Experience team to ensure member-facing offerings drive retention and expansion

Benefits

• Competitive salary + performance bonus tied to acquisition, retention, and engagement
• Stock options in a profitable, mission-driven company
• Comprehensive health benefits and professional development budget
• Flexible, remote-friendly work environment
• Access to Pavilion membership and education

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed