About the Role:

Kensington is looking for a self-driven and multi-faceted individual to deliver exceptional private travel experiences across yacht and aviation charters. You'll manage your own portfolio of yacht clients while leading the day-to-day operation of our private jet desk, taking each request from first inquiry to wheels-up. You'll be the central point of contact for clients, internal travel specialists, aircraft operators, and industry partners; while your leadership team provides close mentorship and guidance, compliance oversight, and continued support on escalations, approvals and the nuances in between. This is a high-visibility role with direct influence on a new department's growth while expanding an established yacht charter business.

Key Responsibilities:

• Manage yacht and private jet leads from initial inquiry through booking and post-travel follow-up
• Source yachts and aircraft through industry platforms, operators, and trusted partners
• Prepare tailored proposals, communicate pricing and terms, and convert inquiries into bookings
• Coordinate contracts, payments, client preferences, and pre-departure arrangements
• Support aircraft and operator compliance checks under the Director’s supervision
• Maintain an organized sales pipeline, build client relationships, and achieve quarterly/annual sales targets
• Help shape the processes, supplier relationships, and service standards of a developing private aviation department

Qualifications & Experience:

Required:

• At least one year of private aviation experience in charter sales, brokerage, or flight coordination
• At least one year of professional yacht industry experience in charter sales, operations, crew, or a related role
• Comfort navigating pricing, contracts, payment schedules and high net worth clients with the autonomy and organization to manage a full, fast-moving workload
• A proven track record of converting inquiries into bookings & meeting quarterly + annual revenue targets with ease
• An incredible work ethic with great follow-through abilities and a genuine care for getting the details right
• Excellent written and verbal communication skills
• Proficiency in Microsoft 365, Excel, SharePoint, and CRM or booking systems
• Comfort in managing a company phone after-hours, as is the nature of the industry

Preferred:

• Hands-on experience with Avinode
• Familiarity with FAA compliance and operator due diligence
• Working knowledge of aircraft categories, cabin layouts, capacity, range, and luggage limits, as well as yacht types, destinations, seasonality, and charter costs

Who You Are:

You're a true team player with an entrepreneurial spirit: warm, upbeat, and genuinely easy to work with. You're passionate about luxury travel, open to coaching, firm decision-making abilities and are always looking to grow. Just as importantly, you bring the integrity and discretion our clients and high-value transactions deserve. You're independent, resourceful, trustworthy, composed under pressure, and happy to support charters or urgent needs outside standard hours when the job calls for it.

Why Kensington

• A competitive salary with an uncapped commission program, with the on-target earnings in your first twelve months being $80,000
• 3 weeks paid vacation plus paid sick time
• Extended health and dental benefits
• RRSP matching
• 4-week structured onboarding covering our destinations, product portfolio, sales process, and proprietary CRM system
• FAM trips to experience our destinations and the Kensington product firsthand
• IATA card for personal travel discounts and industry access
• Ongoing mentorship and coaching within a company that actively promotes from within

#LI-Remote

We provide a competitive compensation package with a strong pay for performance rewards approach. Employees have the opportunity to participate in incentive programs and compensation tied to business and individual performance. The expected compensation range for this position is: $50,000 to $80,000.

The actual compensation may vary depending on local market conditions, geography and relevant job-related factors such as knowledge, skills, qualifications, experience, and education/training.