Head of B2B Marketing

KensingtonToronto, ON
Hybrid

About The Position

Kensington delivers the world’s most personal travel experiences, tailored specifically for each client with local private guides to ensure they enjoy the authentic best of their destination. The result is a unique journey rich in memories that last a lifetime. This is achieved through extraordinary people, passionate experts with deep knowledge of their destinations, enabling remarkable experiences in over 120 countries worldwide across Private Touring, Cruises, Villas, Yachts, Expeditions, Ultraluxe Land, Private Jets, and Air. The Opportunity: Kensington's agent channel is a valuable, relationship-driven path to growth. This new role will lead the marketing modernization of this channel from planning to execution, transforming a high-touch B2B channel into a scalable, measurable growth engine for Kensington's agents. The Head of B2B Marketing will lead Kensington's B2B marketing pillar end-to-end, focusing on agent marketing programs for lead generation, agent segmentation for revenue growth opportunities, and the CRM and analytics infrastructure needed for the channel's next stage of growth. This role will work in close partnership with the VP, Agent Sales, aligning marketing strategy with the sales team responsible for agent relationships and revenue, ensuring segmentation, targeting, and enablement programs translate directly into sales results. Based at Kensington's HQ, the role sits at the epicentre of the business, working alongside the SVP Marketing, Agent sales leadership, and the executive team, with direct visibility into decisions shaping Kensington's future growth.

Requirements

  • 10+ years in B2B, trade, or channel marketing leadership, with at least 7 years in leadership roles.
  • Direct experience in field sales enablement, sales operations, or agent and trade marketing programs.
  • A track record of turning fragmented or manual sales operations into scalable, data-driven systems.
  • Experience partnering cross-functionally with sales, strategy, and CRM or analytics teams to align channel strategy with growth targets.
  • Excellence in leading with KPIs and budget accountability: you think like a marketer and report like a finance leader.

Nice To Haves

  • Experience in luxury, travel, hospitality, or another relationship-driven B2B category is ideal.

Responsibilities

  • Refine Kensington's agent marketing approach to align with the biggest opportunities for revenue growth, using the Agent Portal and evolving education programs.
  • Lead the development and execution of webinars, content programming, and sales collateral that drive engagement and keep agents active and informed.
  • Refine the agent recognition and award approach, giving top performers a clear, motivating path to be recognized.
  • Collaborate closely with the sales team across the US and Canada, and with the VP, Agent Sales, to align marketing and lead generation priorities and ensure programs drive measurable business results.
  • Partner with the Strategy team to sharpen agent and trade segmentation and total addressable market, identifying and closing the barriers to growth.
  • Implement the CRM and analytics program that replaces manual reporting, aligns to the new segmentation model, and frees sales to focus on selling.
  • Lead and motivate a virtual team across marketing and sales, building alignment and momentum without relying on formal reporting lines.
  • Bring the same leadership approach to a matrixed team as you would a direct one: clear priorities, regular touchpoints, and shared accountability for results.

Benefits

  • Competitive compensation package with a strong pay for performance rewards approach.
  • Opportunity to participate in incentive programs and compensation tied to business and individual performance.
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