Posted 4 months ago
Destination Expert
@ Range Group - Job Postings
Canada
Overview
Range Group, through its Kensington brand, is hiring a Destination Expert for a full-cycle consultative travel sales role. The work covers discovery calls, bespoke itinerary design with in-destination teams, proposals, booking and post-travel follow-up. The role starts November 2026 or January 2027, is hybrid with one onsite day a week in Toronto for local applicants, or work-from-home for those outside commuting range, and pays $45,000 plus uncapped commission.
Pay:
$45,000 a year
Responsibilities:
- Lead discovery conversations to understand client travel goals
- Design bespoke itineraries with in-destination teams
- Present proposals and guide clients through booking
- Act as trusted advisor before, during and after trips
- Follow up post-travel to drive referrals and loyalty
Requirements summary:
- 2+ years consultative sales experience, ideally luxury or high-ticket
- Proven ability to close complex sales cycles
- Strong destination knowledge and passion for travel
- Polished communicator with emotional intelligence
- Strong organization and attention to detail
Tools & skills
Benefits mentioned
Source and dates
Employer career site / ATS feed · greenhouse
- Employer posting date
- 2026-07-21
- First seen by our source
- 2026-10-08
- Source record updated
- 2026-10-19
These dates describe the source record, not a live verification that the employer is still hiring. Check the original posting.
Job details
| Seniority | Entry level |
| Department | Sales |
| Experience | 2+ years |
| Hours per week | 40 (estimated) |
| Travel | air: minimal · ground: none |
| Work setting | Home, Office |
| Position | Mostly sitting |
| Physical demands | physical low · computer high |
| Languages | English |
| Perks mentioned | Generous paid time off, Retirement plan, Performance bonus, Paid training |
Summary and details written by AI from the posting; the employer’s posting is the authority.
Range Group - Job Postings
Saved company profile
Historical company information from a saved The Jobs API profile (LinkedIn/Crunchbase fields). It is not live-verified; figures may have changed. Missing values remain unknown.
Passion for development, attention to detail.
Full company description
Range Group brings together experienced real estate professionals with a strong background in new construction, rehabilitation, design, ownership, management, and disposition. Combining over 50 years of real estate experience, the Range Group focuses on opportunistic investments across all asset classes. Range Group’s calculated and detailed approach to finding opportunities creates higher value through mastery of process, a deep attention to detail and an extensive relationship network. The firm’s principals have a consistent track record of delivering out-sized returns on a wide array of projects. Exhibiting a passion for execution, Range Group uses institutional operating standards to thoughtfully pursue value-add, over-looked or irreplaceable assets. In addition, Range Group provides asset management, property management and development consulting services to property owners throughout the country. As experts in the entitlement, development and management processes, Range Group offers its clients a wealth of knowledge in a competitive environment.
- LinkedIn followers
- 833
- People associated on LinkedIn
- 8
- Reported office locations
- Chicago, IL, US
- Other recorded names
- Range Group - Job Postings
- Range Group
- Profile identifies a recruitment agency
- No
Range Group brings together experienced real estate professionals with a strong background in new construction, rehabilitation, design, ownership, management, and disposition. Combining over 50 years of real estate experience, the Range Group focuses on opportunistic investments across all asset classes. Range Group’s calculated and detailed approach to finding opportunities creates higher value through mastery of…
| Field | Value |
|---|---|
| Industry | Real Estate |
| Company size | 2-10 employees |
| Headquarters | Chicago, IL |
| Organization type | Partnership |
| Year founded | 2022 |
| Open jobs on Jobsy | 7 |
| View page |
This opening is for an opportunity starting in November 2026 or January 2027. For local applicants, this is a hybrid position, currently 1 day a week onsite. For those outside of a commutable range of our office located in downtown Toronto, this is a Work-from-Home opportunity, not a Work-from-Anywhere opportunity.
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, use 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?
- A competitive compensation package with uncapped commission earnings, 3-weeks paid time off, and after probation, medical & dental benefits program, and the ability to participate in a retirement matching program.
- 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
We provide a competitive compensation package with a strong pay-for-performance rewards approach. For this position, we anticipate offering an annual salary of $45,000 with the opportunity to participate in a commission program tied to achievable targets and individual performance. The expected compensation range for this position is: $45,000 to $75,000.
The actual compensation may vary depending on local market conditions, and relevant job-related factors such as knowledge, skills, qualifications, experience, and education/training.
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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