Director Product Merchandizing & Content

Kensington; Toronto; On-site; CAD 110,000 - 130,000; Full time

Job summary

Kensington is seeking a Director of Travel Product Merchandising & Portfolio Strategy to shape how our travel products come to life across storytelling, structure, and strategy. You’ll lead category management, drive the merchandising calendar, and guide a team that delivers compelling, conversion-focused content for itineraries, services, and destinations.

Collaborate with Travel Product, Sales, and Marketing to plan launches and align channels.

Qualifications

• Bachelor's degree.
• 6-8 years in digital merchandising, content strategy, or product marketing with a growth/profitability track record.
• 3-5 years of team leadership and development.
• Experience in luxury travel, hospitality, or tourism preferred.
• Strong financial and analytical skills—link decisions to leads, conversion, margin.
• Deep understanding of digital customer journeys, storytelling, navigation, and conversion optimization.
• Editorial judgment to set a content point of view and enforce standards.
• Familiarity with AI tools in content or merchandising workflows; Asana and Cloudinary a plus.
• Proactive, high ownership; able to influence in a fast-paced, matrixed environment.

Responsibilities

• Own product storytelling and content strategy by line of business.
• Lead category management and investment decisions.
• Drive seasonal and specialty merchandising calendar end to end.
• Ensure content accuracy and reflective tagging of offerings.
• Collaborate with Product, Sales, and Marketing on planning and launches.
• Ground merchandising decisions in data and competitive insights.
• Lead AI-powered workflows while maintaining quality.
• Coach and develop the Merchandising team.

Skills

Content strategy

Digital merchandising

Leadership

Data-driven decisions

Editorial judgment

AI tools

Cross-functional collaboration

Education

Bachelor's degree

Tools

Asana

Cloudinary

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, passionate experts with deep knowledge of their destinations. They are what enables us to deliver remarkable experiences in over 120 countries worldwide, and across each of our businesses – Private Touring, Cruises, Villas, Yachts, Expeditions, Ultraluxe Land, Private Jets, and Air.

To learn more about Kensington, visit kensingtontours.com.

Job Summary

The Director, Travel Product Merchandising & Portfolio Strategy owns how Kensington's travel product comes to life across every touchpoint — the storytelling, the structure, and the strategy behind how it's merchandised. A strategic partner role: this person defines content strategy by line of business, leads category management, and drives the seasonal and specialty merchandising calendar, while managing the team that executes day to day.

Works closely with Travel Product on planning and launches, Sales on building a sellable portfolio, and Marketing on channel alignment. Decisions are grounded in data — booking and performance trends, competitive intelligence, customer feedback — with the goal of product that's not just accurate, but compelling and built to convert. Best suited to someone who thinks in assortment and conversion, not just copy.

Key Responsibilities

• Own product storytelling and content strategy by line of business — the point of view, structure, and narrative behind every itinerary, service, and destination page.
• Lead category management: assess performance, identify gaps, decide where to invest.
• Drive the seasonal and specialty merchandising calendar end to end.
• Own product accuracy — content and tagging reflect what's actually being sold.
• Partner cross-functionally: Product on planning and launches, Sales on a sellable portfolio, Marketing on channel and campaign alignment.
• Ground merchandising decisions in data — booking and performance trends, competitive intelligence, customer feedback.
• Build the team's fluency with AI-supported workflows without compromising quality.
• Manage, coach, and develop the Merchandising team.

Skills And Qualifications

• Bachelor's degree.
• 6-8 years in digital merchandising, content strategy, or product marketing, with a track record of strategies that drive growth and profitability.
• 3-5 years managing and developing a team.
• Luxury travel, hospitality, or tourism background strongly preferred.
• Strong financial and analytical skills — able to connect decisions to leads, conversion, close rate, and margin.
• Deep understanding of digital customer journeys: discoverability, storytelling, navigation, search, conversion optimization.
• Genuine curiosity about customer trends and behavior, beyond what the data alone shows.
• Strong editorial judgment — able to set a content point of view and hold others' work to it.
• Practical experience with AI tools in content or merchandising workflows; familiarity with tools like Asana and Cloudinary a plus.
• Proactive and high-ownership — drives strategy forward rather than waiting on direction.
• Strong cross-functional leadership — comfortable in a fast-paced, matrixed environment, able to influence peers and senior stakeholders.

We provide a competitive compensation package with a strong pay for performance rewards approach. Employees have the opportunity to participate in incentive programs and compensation tied to business and individual performance. The expected compensation range for this position is: $110,000 to $130,000.

The actual compensation may vary depending on local market conditions, geography 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.

The Range Group may use artificial intelligence throughout the recruitment process to screen, assess or select applicants for this position. These tools assist our hiring team but do not replace human judgment. Final hiring decisions are ultimately made by the hiring team.

We thank all candidates for their interest, however, only those selected for an interview will be contacted.