Director, Air Operations & Partnerships

Kensington Tours; Toronto; On-site; CAD 100,000 - 130,000; Full time

Job summary

A travel company in Toronto is seeking a Director of Air Operations and Partnerships. This pivotal role involves supporting Air for Kensington Air and White Label Air, focusing on efficiency and strategic initiatives. As the operational lead, the candidate will improve workflows and performance monitoring, while fostering relationships across the travel sectors. Ideal candidates should have extensive experience in retail travel, proficiency in GDS systems, and strong analytical skills. This position offers an exciting opportunity to shape the future of air operations.

Qualifications

• Extensive experience in a retail travel or air contracting environment.
• Proficiency in at least one GDS: Sabre, Amadeus, Apollo, or Worldspan.
• Strong analytical capability with experience creating dashboards and KPI reporting.
• Proven ability to solve problems using structured reasoning and data interpretation.
• Skilled communicator who can influence peers and present findings.
• Demonstrated aptitude for technology adoption and improvement.

Responsibilities

• Support Kensington Air and White Label Air, ensuring operational efficiency.
• Act as the internal champion for Kensington Air to increase its usage.
• Improve efficiency of workflows through enhancements to booking systems.
• Monitor performance metrics and report on trends.
• Execute initiatives to maximize air contribution across the business.

Skills

Experience in retail travel or air contracting

GDS proficiency (Sabre, Amadeus, Apollo, Worldspan)

Analytical capability for KPI reporting

Problem-solving through data interpretation

Strong communication skills

Aptitude for technology adoption

Tools

Trip Case

Virtually There

Cornerstone

Job description

Kensington delivers the world’s most personal travel experiences. We bring to life each client’s desire to travel in a way that’s tailored specifically for them, in the company of local private guides who ensure that they enjoy the authentic best of their destination. The result is a unique journey rich in memories that last a lifetime.

We achieve this because of our extraordinary people, experts with deep knowledge of their destinations. For over 120 countries worldwide, and across each of our brands – Tours, Cruises, Villas, Yachts, Jets, and Air.

Job Description

The Director of Air Operations and Partnerships is responsible for supporting Air for Kensington Air and White Label Air, ensuring efficiency, platform optimization, internal adoption, and measurable attachment growth across the business. This role serves as the operational and strategic lead for Kensington Air and White Label Air, supporting a $600M enterprise with the objective to scale beyond $1B. The Director will work across multiple brands, user groups, and branch environments, supporting more than 700 travel professionals.

Close partnership with technology stakeholders – particularly in the ongoing development of our in-house reservation system ADX (>$14M invested) and TMT – is central to success. This position will drive air workflow improvements, performance visibility, and strategic initiatives that expand air usage across all business lines.

Essential Job Functions

• Promotion & Internal Engagement
  • Act as the internal champion for Kensington Air, increasing awareness and usage across Kensington Tours, Travel Edge Network and Ensemble.
  • Build proactive relationships with Destination Experts and sales teams to drive familiarity, confidence, and inclusion of air within itineraries.
  • Support air education initiatives, sharing updates, insights, and materials that reinforce air as a value driver across all range companies.
• Operational Excellence & Technology Improvement
  • Improve efficiency of Kensington Air workflows through enhancements to TMT, ADX, and related booking systems.
  • Monitor platform functionality, track developments, and work with stakeholders (R&D, product, operations) to drive improvements.
  • Monitor defect trends, participate in automation refinements (auto-ticketing, schedule change tools), and ensure stability of reservation systems.
• Performance Monitoring, Reporting & Insights
  • Monitor and report performance of Kensington Air and White Label Air including share, attachment, productivity, error rate, and SLA metrics.
  • Build dashboards and reporting structures that provide real‑time visibility and support business decision‑making.
  • Analyze KPIs such as ticket issuance time, commission optimization, and contract performance; identify gaps and recommend corrective action.
• Commercial & Contract Optimization
  • Operationalize the use of airline agreements through GDS and internal tools (Contract Management Facility, Commission Optimization Service).
  • Ensure contract details, commission structures, and backend incentives are correctly reflected within booking systems.
  • Provide support on contract interpretation, upgrade rules, soft‑dollar programs, waivers, and complex exchange/ticketing queries.
  • Work closely with airline account managers and elevate operational challenges where needed.
• Strategic Growth & Initiative Execution
  • Execute initiatives aimed at increasing air attachment and maximizing overall air contribution to the business.
  • Partner cross‑functionally to design programs that embed air earlier and more consistently in the sales flow.
  • Track effectiveness of initiatives, measure outcomes, and refine approaches based on data and feedback.

Qualifications

• Extensive experience in a retail travel or air contracting environment.
• Proficiency in at least one GDS: Sabre, Amadeus, Apollo, or Worldspan.
• Strong analytical capability with experience creating dashboards, KPI reporting, and performance insights.
• Proven ability to solve problems using structured reasoning, data interpretation, and judgment where ambiguity exists.
• Skilled communicator with the ability to influence peers, present findings to stakeholders, and simplify technical concepts.
• Demonstrated aptitude for technology adoption and platform improvement work.
• Knowledge of document delivery tools (Trip Case, Virtually There, Cornerstone) and industry consortia tools is an asset.

We are committed to providing employment accommodation in accordance with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act. If you require accommodation due to a disability at any stage of our hiring process, please advise us when completing your application.

We thank all candidates for their interest. Only those selected for an interview will be contacted.