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. 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.

This is a hands‑on senior finance leadership role for someone who operates at the intersection of strategy, analytics, and execution. You’re as comfortable building a complex multi‑entity model from scratch as you are presenting the story behind the numbers to the executive team.

Financial

Modelling & Planning Build, maintain, and continuously improve financial models covering consolidated Group performance, brand-level P‘Ls, cash flow forecasting, and scenario analysis. Own the Group-level cash flow tracker and EBITDA bridging model, ensuring accuracy and timeliness week over week. Lead the annual budgeting, forecasting, and long‑range planning processes across the organization.

Support ad hoc financial analysis — acquisition modelling, business case development, and covenant compliance. Drive continuous improvement in financial planning frameworks, forecasting methodologies, and analytical tools.

Performance

Management & Executive Insights Own enterprise‑wide performance reporting — financial reviews, KPI dashboards, executive scorecards, and variance commentary. Lead monthly and quarterly business reviews with senior leadership. Identify and proactively flag emerging risks, opportunities, and performance trends across the portfolio.

Partner with executive and business leaders to align financial plans with strategic priorities and growth objectives. Evaluate investments, business initiatives, and strategic opportunities through modelling and scenario analysis. Provide financial leadership on strategic initiatives, business cases, and investment decisions.

Treasury & Foreign Exchange Management Own foreign exchange exposure tracking,



reporting, and scenario analysis across the Group’s multi‑currency operations. Partner with treasury, banking partners, and external advisors to evaluate foreign exchange risks and mitigation strategies. Assess the financial impact of currency fluctuations on forecasts, budgets, cash flow, and business performance.

Develop recommendations and decision‑support materials for leadership regarding FX risk management and capital planning. Monitor market trends and currency movements, proactively identifying risks and opportunities that may impact business performance. Team Leadership & Capability Building Lead a small finance team — including a Finance Manager and intern — as a player‑coach: owning models and analysis end‑to‑end while delegating and developing where appropriate.

Foster a high‑performance, analytically rigorous culture within the team. Support ERP and reporting tool improvements from a finance data and output perspective. Champion the evolution of finance from a reporting function to a true strategic business partner. 8+ years of progressive experience in FP&A;, Corporate Finance, Strategic Finance, or Finance Business Partnering — with a track record of owning complex models in a multi‑entity environment.

Advanced

Excel skills — non‑negotiable.

Solid accounting foundation: you understand how the P‘L, balance sheet, and cash flow statement connect inside a model. Proven experience leading enterprise budgeting, forecasting, and long‑range planning processes.

Experience analyzing foreign exchange exposure, multi‑currency financial impacts, and scenario modelling within a corporate FP&A;, finance, or strategic finance environment. Strong executive presence,



comfortable presenting to senior leadership and capable of influencing and constructively challenging stakeholders. candidates without the designation will be considered where technical skills and experience are strong.

Background in travel, technology, hospitality, or another fast‑paced, multi‑brand environment is an asset. You communicate with a low‑ego, peer‑level style — credible with senior stakeholders, collegial with the broader team, and proactive about surfacing issues. This is a rare opportunity to bridge corporate finance and executive strategy in a multi‑brand travel and technology portfolio.

You’ll have genuine influence — shaping how capital is allocated, how performance is communicated, and how the finance function evolves as the company grows.

The role carries real complexity: multi‑entity consolidations, multi‑currency exposure, and a direct reporting line to the SVP of Finance. You’ll lead a small team and have the space to build the frameworks and processes that become the foundation for the company’s next phase. We’re based in Toronto and targeting three days in office per week, with flexibility built in.

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 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.

📌 Director FP&A - Telecommute (Toronto)
🏢 KENSINGTON
📍 Toronto