Job description
About the Role
We’re looking for an experienced professional with a passion for travel and strong sales acumen. In this full-cycle consultative sales role, you will guide prospective clients from the first discovery call to post-travel follow-up—turning interest into commitment, and bookings into lifelong relationships.
This is not a transactional or call center role. It’s about high-touch engagement, thoughtful storytelling, and a deep understanding of how to personalize every client journey with care and precision.
What You’ll Do:
Lead in-depth discovery conversations to understand each client’s travel goals, style, and preferences
Design bespoke itineraries in collaboration with our in-destination teams
Present proposals with confidence, uses storytelling to build excitement for clarity in Kensington’s unique offerings
Guide clients through the booking process and provide seamless communication throughout
Act as a trusted travel advisor before, during, and after client journeys
Follow up post-travel to gather feedback, drive referrals, and foster loyalty
What You’ll Need:
2+ years of consultative sales experience, ideally with luxury or high-ticket clients
Proven ability to close complex sales cycles and exceed revenue targets
Deep passion for travel and strong destination knowledge with a desire to help others explore the world
Polished, articulate communicator with emotional intelligence and active listening skills
Strong organization and high attention to detail to manage multiple journeys simultaneously
A self-motivated and performance-driven approach without resorting to hard selling
Comfortable in a dynamic, fast-paced, collaborative environment
Experience in luxury travel or hospitality is an asset
Why Kensington?
Represent a globally recognized premium brand with exceptional product offerings
Work with warm, qualified leads — no cold calling!
Earn competitive base compensation + uncapped commission and luxury travel perks
Gain access to world-class training and destination certifications
Collaborate with a passionate, supportive, and travel-obsessed team
Grow with a company that values ambition, creativity, and expertise
For candidates located in the Greater Toronto Area (GTA), this position follows a hybrid work model with one in-office day per week - typically on Wednesdays or Thursdays.
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.
