Director of Charter Services – Flight Ops, Client Experience, and Wholesale Sales at Ventura Air Services Inc

Description

You don’t just want to lead a team. You want to shape one.

If you’re energized by building structure, developing people, and being the steady hand that connects service to execution, we’d love to meet you.

About Ventura Air Services

Ventura is a two-generation, family-founded private aviation company built on responsiveness, integrity, and trust. We are small enough to value every individual, yet large enough to provide stability, growth, and meaningful career opportunities. We believe private aviation should feel personal, purposeful, and consistent from the first quote to wheels up. Our team is built on accountability, responsiveness, and a deep respect for the people who trust us with their time.

Role Overview

The Director of Charter Services will lead Ventura’s charter operations, owner services, flight operations coordination, and client experience. This is a player-coach role. You’ll manage the team and roll up your sleeves to get the job done when needed. You’ll be tasked with bringing three distinct teams into alignment as one integrated service unit, with cross-training, clear accountability, and a shared commitment to excellence. You’ll drive high-touch customer service, operational efficiency, and margin ownership across both retail and wholesale charter clients. Success in this role means dialing in structure, communication, and service to make Ventura the operator that partners trust and clients remember.

This is a full-time, in-person position based in Denver, CO. Relocation assistance may be available for the right candidate.

Primary Duties & Responsibilities:

Leadership & Team Development

• Build and refine team structure, role clarity, and cross-training programs to ensure each function, from wholesale sales to flight ops, is positioned for performance and flexibility
• Lead and coach a cross-functional team across charter wholesaling, customer service, owner services, and flight operations coordination
• Create a culture of responsiveness, care, and proactive communication, setting the tone for high-touch service at every stage
• Model service-first behavior and step in directly when needed. This is a hands-on leadership role
  

Operational Oversight & Margin Management

• Build and maintain strong broker and partner relationships to maximize fleet utilization and position Ventura as a preferred operator
• Oversee quoting accuracy, trip execution, and service standards, ensuring responsiveness, consistency, and profitability across all accounts
• Own margin accountability across charter sales and operations, ensuring wholesalers price to target and ops teams manage trips cost-effectively. Set margin targets, create visibility across teams, and drive alignment to meet or exceed budgeted performance
• Direct day-to-day charter operations, including trip planning, dispatch, and coordination
• Oversee flight scheduling and crew/resource assignments to ensure efficient, on-time operations
• Partner closely with the Maintenance team to align fleet readiness with sales and demand forecasts
• Drive standardization in procedures, communication, and reporting across the team to reduce error rates and improve service consistency
• Develop and enforce service standards that ensure a consistent, exceptional client experience on every flight
• Create and manage team performance metrics for wholesale sales, service quality, and operational efficiency
• Use KPIs to drive accountability, performance coaching, and team recognition
• Continuously improve workflows to drive margin, speed, and customer loyalty
  

Requirements

• 10+ years of experience in charter management with leadership responsibility across revenue, service, and operations
• Proven success managing wholesale partnerships and trip execution in a dynamic aviation environment
• Analytical mindset with experience developing, tracking, and optimizing performance metrics
• Exceptional communication, negotiation, and relationship-building skills
• Highly organized, detail-oriented, and comfortable working in a fast-paced, 24/7/365 environment
• Strong customer service mindset with the ability to multi-task and remain calm under pressure
• Collaborative leader who balances high standards with mentorship and support
• Thrives on ownership, embraces accountability, and knows how to turn chaos into clarity
  

Physical Requirements

• Ability to remain seated or standing for extended periods while conducting meetings, calls, and desk work
• Frequent use of a computer, phone, and other standard office equipment
• Occasional lifting, carrying, or moving of materials up to 25 pounds (marketing displays, client materials, trade-show equipment, etc.)
• Ability to travel occasionally for partner visits, industry events, or on-site charter departures (estimated 25 percent)
• Must be able to work flexible hours, including evenings, weekends, and holidays as required by client schedules
  

Systems & Tools

• General Systems: Microsoft Teams, Excel, Google Workspace, Asana, Missive
• Preferred (but not required) Aviation Platforms: FOS, Jet Rebellion, Nexgen, JetInsight, Foreflight, SkyVector, Avianis
  

Salary & Benefits

• $100,000 to $140,000 annual salary, depending on experience
• Health, dental, 401(k) with match, PTO
• Application Deadline: Applications will be accepted through December 1st, 2025