Senior Manager, Strategy

Kensington • Toronto, ON

9d • CA$115,000 - CA$135,000 • Hybrid

About The Position

Kensington Tours is the world’s leading private touring company, crafting bespoke travel experiences across more than 100 countries. As part of Range Travel Group — a global travel platform operating a portfolio of leading businesses across luxury travel, technology, and agency networks — Kensington is entering a pivotal phase of growth. We are building a high-caliber strategy function to accelerate the business, sharpen our competitive positioning, and scale the brand.
Reporting to the VP, Strategy, the Senior Manager, Strategy will be a core member of a lean, high-impact team driving strategic priorities across Kensington Tours and the broader Range Travel portfolio. This is a generalist strategy role, and requires rigorous analysis, structured problem-solving, and executive communication. You will support strategic projects from framing through to recommendation, support enterprise-level planning, and build trusted relationships with senior leaders across the business.

Requirements

• 2+ years post-MBA or 5+ years post-undergraduate experience in management consulting, corporate strategy, or investment banking.
• Demonstrated track record of leading structured problem-solving engagements and delivering high-quality recommendations under ambiguity and time pressure.
• Experience working directly with and presenting to leadership; comfortable in the room and credible in the conversation.
• Exceptional written and verbal communication skills.
• Executive storytelling in PowerPoint; ability to translate complex analysis into a compelling, decision-ready narrative.
• Strong financial modelling and quantitative analysis skills; advanced proficiency in Excel is essential.
• Structured, hypothesis-driven thinker who can break down large, messy problems into manageable components.
• Undergraduate degree in Business, Economics, Engineering, or a related field.

Nice To Haves

• Graduate business degree (MBA) strongly preferred.

Responsibilities

• Support end-to-end strategy engagements, from problem definition and hypothesis development through to analysis, synthesis, and executive-ready recommendations.
• Structure ambiguous, complex business problems into clear analytical frameworks and workplans.
• Build financial models and conduct quantitative analysis to diagnose business issues, size market opportunities, and assess the costs, benefits, and trade-offs of strategic options.
• Synthesize complex, often conflicting information into crisp narratives and compelling recommendations tailored for executive and Board-level audiences.
• Drive projects through to implementation, maintaining accountability for outcomes.
• Support the annual strategic planning process at the business unit and portfolio level.
• Conduct competitive benchmarking, market sizing, and industry research; translate findings into clear implications and recommendations for the business.
• Monitor trends across the luxury travel landscape and surface insights that sharpen Kensington’s strategic positioning.
• Support the preparation of materials for leadership offsites, Board presentations, and strategic reviews.
• Develop and maintain KPIs, scorecards, and reporting frameworks that enable data-driven decision-making across the organization.

Benefits

• Competitive compensation and benefits.
• A high-visibility, high-impact role with direct exposure to leadership and enterprise-level decision-making across a global travel platform.
• A collaborative, intellectually curious team that values substance, rigour, and low-ego problem-solving.
• 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.
• Employment accommodation in accordance with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior