Director, Travel Product & Content

Kensington•Vancouver, BC

10h•Hybrid

About The Position

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. The Director of Product & Content owns the product and content strategy that brings Kensington Vacations' portfolio to life across every touchpoint — the storytelling, the structure, and the strategy behind how it's built, planned, and merchandised. A strategic partner role: this person sets product and content direction by line of business, shapes how product is planned and launched. Works closely with Procurement and Technology on planning, launches, and the AI tools used to build itineraries and content at scale; with Sales on building a sellable portfolio; and with 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 product, assortment, and conversion, not just copy.

Requirements

Bachelor's degree.
6-8 years in product management, content strategy, or product marketing, with a track record of strategies that drive growth and profitability.
3-5 years managing and developing a team.
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.
Hands-on experience using AI tools for itinerary creation, content generation, or product workflows — comfortable evaluating and adopting new AI platforms, not just using existing ones; familiarity with tools like Asana and Cloudinary a plus.
Merchandising expertise is an asset
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.

Nice To Haves

Familiarity with tools like Asana and Cloudinary a plus.

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.
Guide category management in partnership with the Merchandising Specialist: supports direction on performance, gaps, and where to invest.
Own product accuracy — content and tagging reflect what's actually being sold.
Partner cross-functionally: Product and Technology on planning, launches, and tooling; Sales on a sellable portfolio; Marketing on channel and campaign alignment.
Ground product development decisions in data — booking and performance trends, competitive intelligence, customer feedback.
Work hands-on with AI tools to accelerate itinerary creation, product content, and merchandising workflows, and build the team's fluency with AI-supported workflows without compromising quality.
Manage, coach, and develop the team.