Destination Expert

2 days ago

Toronto, Ontario, Canada Range Full time $90,000 - $120,000 per year


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.

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