Overview
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 operate in over 120 countries worldwide across multiple businesses, including Private Touring, Cruises, Villas, Yachts, Expeditions, Ultraluxe Land, Private Jets, and Air.
This position begins in September 2026. Local applicants will attend the office 1–2 days a week in downtown Toronto; candidates outside the commutable range are eligible for a Work‑from‑Home arrangement, not a Work‑from‑Anywhere option.
About the Role
You are a sales professional with a proven record of meeting targets and managing a pipeline of inbound leads. Your focus will be high‑ticket, private‑guided luxury tours, where you qualify, consult, design, close, and manage post‑sales relationships. No cold calling—only inbound leads from the website, phone, travel‑agent partners, referrals, and repeat clients.
Responsibilities
- Manage and convert a pipeline of inbound leads from phone, web, referral, and travel‑agent channels.
- Conduct discovery conversations to understand client travel goals, preferences, and budgets.
- Present tailored itinerary proposals and guide clients through a consultative buying journey.
- Follow up proactively and manage your pipeline to consistently meet monthly revenue targets.
- Work toward a structured ramp‑up to $100,000 in monthly gross sales within the first eight months and sustain that performance thereafter.
- Build long‑term relationships that generate repeat business and referrals from satisfied clients.
Qualifications
- 2+ years in a sales role with a demonstrable track record of meeting or exceeding revenue targets.
- Experience handling inbound leads and managing an active sales pipeline through post‑sales account management.
- Strong consultative selling skills—listening deeply, uncovering needs, and tailoring your approach.
- Comfort selling high‑consideration, high‑ticket products or services (luxury goods, financial services, real‑estate, premium hospitality, or similar).
- Quick learning with new technology and systems; our proprietary CRM is central to the team’s process.
- Excellent communication skills—confident on the phone and clear, compelling in writing.
- Self‑motivation and organization.
Compensation & Benefits
- Annual base salary of $45,000 with an uncapped commission program; expected earnings in year one range from $45,000 to $75,000.
- Extended health and dental benefits.
- RRSP matching.
- 4‑week structured onboarding covering 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.
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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