Chief Marketing Officer

Kensington•Toronto, ON

7d•Hybrid

About The Position

Kensington delivers the world’s most personal travel experiences, tailoring journeys with local private guides in over 120 countries. The company is a $500M global luxury travel operator specializing in private, tailor-made journeys across various segments like tours, yachts, villas, cruises, air, and corporate travel. Kensington has grown at approximately 30% CAGR over two decades, combining destination expertise with exceptional service, design-led experiences, and a high-performing digital demand engine. The company aims to become an iconic, digitally enabled luxury travel brand defined by cultural relevance, omnichannel excellence, and data-driven personalization. The Chief Marketing Officer will be the enterprise owner of brand, growth, and digital innovation globally, responsible for strategic brand leadership and scalable, efficient growth, with a clear mandate to modernize Kensington’s global marketing ecosystem through advanced digital, omnichannel, and AI-powered capabilities. This is a high-impact executive role operating at the intersection of brand, data, technology, and culture, shaping how Kensington is discovered, experienced, and remembered by high-net-worth travelers worldwide.

Requirements

15+ years of senior marketing leadership experience within luxury, lifestyle, travel, or category-defining global consumer brands.
Proven ability to scale digital and growth marketing engines while building enduring premium brands.
Demonstrated fluency in AI, marketing technology stacks, data platforms, and attribution models.
Strong financial and commercial acumen with experience managing significant budgets and return-based investment models.
Track record of leading large, distributed teams across geographies.
Globally minded, culturally fluent, and comfortable operating in complex, fast-changing environments.

Responsibilities

Own end-to-end growth strategy across acquisition, conversion, retention, loyalty, and lifetime value.
Lead a digital-first demand engine, where the majority of revenue and leads originate online.
Diversify growth beyond paid search by scaling lifecycle marketing, paid social, content, partnerships, affiliates, and emerging platforms.
Establish modern growth marketing frameworks incorporating experimentation, attribution, cohort analysis, and continuous optimization.
Champion the application of AI and advanced analytics across the marketing ecosystem to drive smarter targeting, personalization, predictive insights, and decision-making.
Lead AI-powered customer journey development, including dynamic content, intelligent lead routing, and conversion optimization.
Anticipate and adapt to AI-driven shifts in search, discovery, and consumer behavior.
Partner with technology and data leaders to build scalable, future-ready marketing infrastructure.
Architect a cohesive omnichannel marketing strategy across all Kensington products including Tours, Yachts, Villas, Cruises, Vacations, Air, and Corporate.
Ensure seamless integration across digital, experiential, sales enablement, PR, and B2B partner channels.
Expand and optimize B2B travel advisor and agency marketing programs with best-in-class tools and collateral.
Accelerate repeat, loyalty, and referral channels through data-led engagement, personalization, and premium loyalty experiences.
Define and steward a clear, compelling global brand vision that differentiates Kensington as a category-defining luxury travel brand.
Serve as Kensington’s chief storyteller across all channels and touchpoints.
Build cultural relevance through high-impact partnerships, experiential activations, and non-traditional brand collaborations.
Ensure every customer interaction reflects aspiration, trust, and design excellence.
Build and scale a world-class in-house creative and content organization operating with the speed of a growth company and the quality of a luxury brand.
Establish enterprise marketing operations, performance dashboards, and ROI governance.
Balance agility and experimentation with brand consistency and operational discipline.
Lead, inspire, and scale a high-performing global marketing organization across brand, growth, digital, analytics, and operations.
Operate as a strategic partner to the CEO, President, and Executive Leadership Team.
Represent Kensington externally with credibility across partners, platforms, and the broader luxury, lifestyle, and technology ecosystem.