Executive Vice President, Sales Administration
$500,000–$500,000 year
HybridQuincy, Massachusetts, United States
Job Summary
Drive top-line revenue across jet card, charter, fractional, and membership lines by establishing clear production expectations, monitoring KPIs daily, and accelerating momentum for high performers while holding underperformers accountable. Build and scale a distributed sales organization of 30+ professionals by defining scalable methodologies, enforcing CRM standards, and implementing structured onboarding and training programs to compress ramp time. Champion AI and automation adoption to maximize productivity and forecast accuracy, partnering with Sales Operations to build predictive analytics and automated workflows. Oversee the Account Management team to maximize renewals and minimize churn, creating seamless handoff protocols between sales and client experience. Partner with the COO, CFO, and SLT to design compensation plans, set quotas, and influence product, pricing, and marketing decisions. Lead regular cadences including weekly pipeline reviews, monthly business reviews, and quarterly all-hands meetings to maintain a high-performance culture.
Required Qualifications
- 15+ years of progressive sales leadership experience
- at least five years managing managers
- Experience leading a multi-region or geographically distributed sales organization of 25 or more team members
- Demonstrated track record of building and scaling a sales organization supporting revenues in excess of $150M
- Experience owning both new business and renewal or retention teams within the same organization
- Experience building new lead-generation channels, including self-sourced pipeline
- Bachelor's degree in business, marketing, or a related field
- Deep knowledge of consultative, high-ticket selling methodology gained in premium or luxury services or private aviation
- Private aviation industry experience (operator, broker, fractional, or jet card program), including knowledge of jet card, on-demand charter, fractional, and membership commercial models
- Knowledge of sales compensation plan design and the behavioral and financial consequences of plan structure
- Knowledge of CRM architecture and the broader sales technology ecosystem
- Working knowledge of emerging AI and automation applications in high-touch sales environments, including AI-assisted prospecting, automated pipeline workflows, and conversation intelligence platforms
- Understanding of unit economics, margin structure, and deal-level profitability
- Experience selling to ultra-high-net-worth individuals and family offices, including familiarity with the discretion and confidentiality these clients require
- Experience operating as a player-coach in a founder-led or scaling growth company
- Executive communication skills, both written and verbal, that are equally effective in the boardroom, on the sales floor, and one-on-one with a direct report
- Coaching and development skills, including the ability to deliver candid feedback with care in a manner that changes behavior
- Talent assessment and recruiting skills across all levels of a sales organization, from advisor through senior vice president
- Analytical and forecasting skills, including pipeline analytics, coverage ratio modeling, and quota construction
- Financial modeling skills sufficient to present compensation and pricing scenarios with clear P&L implications
- Process design and documentation skills that translate informal practice into repeatable, scalable methodology
- Facilitation skills for leading pipeline reviews, monthly business reviews, and quarterly all-hands sales meetings
- Cross-functional influencing skills, with the ability to shape product, pricing, and marketing decisions without direct authority
- Owns and delivers against aggressive top-line revenue targets across jet card, charter, fractional, and membership product lines
- Leads, develops, and retains high-performing managers and their teams across multiple regions
- Sets ambitious goals and creates urgency and competitive intensity without creating chaos
- Uses data to make bold decisions and to challenge conventional thinking
- Holds high performers and underperformers accountable with equal consistency and professionalism
- Balances hunting and farming priorities without allowing either to be deprioritized
- Maintains a white-glove, client-first orientation while driving significant process, system, and cultural change
- Treats the business as their own and holds themselves to the same standard to which they hold others
- Builds an organization from good to great, with the resilience and energy required in a scaling growth environment
- Sustains a regular field travel cadence, including overnight travel, to support distributed teams and client meetings
Desired Qualifications
- MBA or equivalent advanced degree
- Experience in private aviation, luxury services, or premium B2B markets
- Experience with AI and automation tools across the sales organization
- Experience with Salesforce
- Experience with AI-assisted prospecting, automated pipeline workflows, and conversation intelligence platforms
- Experience selling to ultra-high-net-worth individuals and family offices, including familiarity with the discretion and confidentiality these clients require
- Experience operating as a player-coach in a founder-led or scaling growth company
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